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12 Sesame Oil Lucy Sun Hwang National Taiwan University Taipei, Taiwan 1. INTRODUCTION Sesame (Sesamum indicum L.) is believed to be one of the most ancient crops culti- vated by humans (1). It was first recorded as a crop in Babylon and Assyria over 4000 years ago. The seeds of the crop are used both as condiment and oil source. The Babylonians made wine and cakes with sesame seeds, whereas sesame oil was used for cooking, medicinal, and cosmetic purposes. Ancient Indians used sesame oil as lighting oil, and sesame seeds were commonly used in the religious rites of Hindus. The Chinese believed that sesame seeds could promote health and longevity. Sesame seed has higher oil content (around 50%) than most of the known oil- seeds although its production is far less than the major oilseeds such as soybean or rapeseed due to labor-intensive harvesting of the seeds. Sesame oil is generally regarded as a high-priced and high-quality oil. It is one of the most stable edible oil despite its high degree of unsaturation. The presence of lignan type of natural antioxidants accounts for both the superior stability of sesame oil and the beneficial physiological effects of sesame. In Asia, sesame oil is obtained by pressing the roasted oilseeds and consumed as a naturally flavored oil without refining. In the western world, sesame oil is extracted by a multiple-step mechanical expeller and either the virgin oil or the Bailey’s Industrial Oil and Fat Products, Sixth Edition, Six Volume Set. Edited by Fereidoon Shahidi. Copyright # 2005 John Wiley & Sons, Inc. 537
Transcript
Page 1: Sesame Oil Composition

12Sesame Oil

Lucy Sun Hwang

National Taiwan University

Taipei, Taiwan

1. INTRODUCTION

Sesame (Sesamum indicum L.) is believed to be one of the most ancient crops culti-

vated by humans (1). It was first recorded as a crop in Babylon and Assyria over

4000 years ago. The seeds of the crop are used both as condiment and oil source.

The Babylonians made wine and cakes with sesame seeds, whereas sesame oil

was used for cooking, medicinal, and cosmetic purposes. Ancient Indians used

sesame oil as lighting oil, and sesame seeds were commonly used in the religious

rites of Hindus. The Chinese believed that sesame seeds could promote health and

longevity.

Sesame seed has higher oil content (around 50%) than most of the known oil-

seeds although its production is far less than the major oilseeds such as soybean or

rapeseed due to labor-intensive harvesting of the seeds. Sesame oil is generally

regarded as a high-priced and high-quality oil. It is one of the most stable edible

oil despite its high degree of unsaturation. The presence of lignan type of natural

antioxidants accounts for both the superior stability of sesame oil and the beneficial

physiological effects of sesame.

In Asia, sesame oil is obtained by pressing the roasted oilseeds and consumed

as a naturally flavored oil without refining. In the western world, sesame oil is

extracted by a multiple-step mechanical expeller and either the virgin oil or the

Bailey’s Industrial Oil and Fat Products, Sixth Edition, Six Volume Set.Edited by Fereidoon Shahidi. Copyright # 2005 John Wiley & Sons, Inc.

537

Page 2: Sesame Oil Composition

refined oil is used for salad dressing. After pressing out oil, the remaining sesame

meal contains high-quality protein suitable for human consumption as well as ani-

mal feed. It is also a good source of water-soluble antioxidants.

In this chapter, the properties and processing of sesame oil will be presented, and

the antioxidative components and their effects on oil stability and health will be

summarized.

2. BOTANY OF SESAME

Sesame (Sesamun indicum. L., synonymous with Sesamun orientale L.), also

known as benniseed (Africa), benne (Southern United States), gingelly (India), gen-

gelin (Brazil), sim-sim, semsem (Hebrew), and tila (Sanskrit), is the world’s oldest

oil crop. It belongs to the Tubiflorae order, Pedaliaceae family, which comprises

of 16 genera and some 60 species (2). There are 37 species under the Sesamum

genus (3). Among the 37 species, only Sesamum indicum is widely cultivated.

The wild species such as S. angustifolium, S. calycium, S. baumii, S. auriculatum,

S. brasiliense, S. malabaricum, S. prostratum, S. indicatum, S. radiatum, S. occiden-

tale, and S. radiatum are cultivated in Africa, India, or Sri Lanka in small areas.

The wild species, although low in oil contents, may contribute to favorable agro-

nomic characters (such as resistance to disease, pests, and drought) when used in

plant breeding.

As most of the wild species of sesame were found in Africa, it is generally

believed that sesame originated in Africa. India may also be the origin of some

species (S. capense, S. prostratum, and S. schenckii) of sesame (2, 4). The sesame

species in the Middle East are similar to Africa; they are believed to be spread from

Africa via Egypt (2). Sesame seeds were brought to India and Burma from Africa

and the Middle East (4). Cross-fertilization of the species from Africa and India

results in a large variety of sesame species. India, therefore, became the secondary

center of diversity. Both China and Japan are the major consumers of sesame

seeds; their sesame seeds were introduced from the Middle East as early as in

500 to 700 B.C. Sesame was brought to the United States by slaves from Africa

in the late seventeenth century. The sesame seeds are still known as benne in

the southern parts of United States, a term similar to the African name of sesame

(benniseed).

Sesame grows in tropical and subtropical areas about 40�N latitude to 40�Slatitude (5). Sesame indicum L. is the commonly cultivated species of sesame. It

has 26 somatic chromosomes (2n ¼ 26). Sesame is an annual, erect herb that

may grow between 50 cm and 250 cm in height, depending on the variety and grow-

ing conditions. The stems (Figure 1) may have branches and are obtusely quadran-

gular, longitudinally furrowed, and densely hairy. The extent of hairiness on the

stem can be classified as smooth, slightly, and very hairy; it is related to the variety

of sesame. The degree and type of branching of the stem are also important varietal

characters (6).

538 SESAME OIL

Page 3: Sesame Oil Composition

Sesame leaves are hairy on both sides and are highly variable in shape and size

not only among different varieties but also on the same plant. The lower leaves are

opposite, ovate, sometimes palmately lobed or palmately compound, dull green

in color, 3–17.5 cm long and 1–7 cm wide, and coarsely serrate, and the petiole

is 5 cm in length. The upper leaves are alternate or subopposite, lanceolate, and

entire or with a few coarse teeth, and the petiole is 1–2 cm long. The arrangement

of leaves influences the number of flowers born in the axils and thus the seed yield

per plant.

Sesame has large, white, bell-shaped flowers. The flowers are zygomorphic, in

axils of upper leaves, born singly or 2�3 together, short-pedicelled, and geniculate.

The calyx is small and five parted, and the segments are ovate-lanceolate and 0.5–

0.6 cm long. The corolla is tubular-campanulate, 3–4 cm long, widened upward,

two-lipped, five-lobed with middle lower lobe longest, pubescent outside, white,

pink, or purplish in color with yellow or purple blotches, spots, and stripes

on inner surface. The stamens are four in number, didynamous, and inserted on

the base of the corolla; the anthers are sagittate. The ovary is superior and two-

celled (7).

The fruit of sesame is a capsule (2–5 cm long and 0.5–2 cm in diameter), and it

is erect, oblong, brown or purple in color, rectangular in section, deeply grooved

with a short, triangular beak (Figure 2). The capsules may have four, six or eight

rows of seeds in each capsule (Figure 2). Most of the sesame capsules have four

rows of seeds, with a total of 70 seeds per capsule. The capsules with a wider

Figure 1. The plant of sesame.

BOTANY OF SESAME 539

Page 4: Sesame Oil Composition

diameter will usually have higher rows of seeds and the total number of seeds per

capsule can be as high as 100�200. When the fruit is ripened, it dehisces by split-

ting along the septa from top to bottom (so called ‘‘open sesame’’).

Sesame seeds are small (3�4 mm long and 1.5–2 mm wide), flat, ovate (slightly

thinner at the hilum than at the opposite end), smooth, or reticulate. The color varies

from white, yellow, gray, red, brown, to black. The weight of 1000 seeds is around

2.5 to 3.5 g. Sesame seeds consists of testa (exo and endo), endosperm, and coty-

ledon (Figure 3). The oil drops are located in the cotyledon. It is generally believed

that the light-colored seeds with thin coats are higher in quality and oil content than

the dark-colored seeds.

Although sesame seeds are higher in oil contents than most other oilseeds and

sesame oil has good flavor and oxidation stability, sesame seeds have never been a

major oil source. The low yield (400–500 kg/ha) of sesame seeds and the labor-

intensive harvesting procedure are the limiting factors. When sesame capsules

Figure 2. Sesame fruits with four (A) or eight (B) rows of seeds in each capsule.

Figure 3. Structure of the sesame seed (A) and the oil drops in cotyledon (B).

540 SESAME OIL

Page 5: Sesame Oil Composition

are mature, they are fragile and will burst open easily, scattering the seeds on the

ground and thus difficult to collect. Harvesting of sesame seeds is usually per-

formed by cutting the plant stalks and stacking them vertically under the sun

with the cut-ends downward in the threshing yard. Each dried stalk is then shaken

or beaten over a cloth to catch the seeds that fly out from the dried capsules. The

plant breeders have been trying to develop sesame varieties that do not dehisce

when the capsules are mature and thus can be adapted to mechanical harvest

(8–10). In the middle of the twentieth century, horticulturists developed sesame

with ‘‘papershell capsules,’’ which is indehiscence allowing mechanical harvesting

and is easier to thresh than the normal type (11). Until today, however, more than

99% of the sesame produced in world is still harvested manually. Numerous efforts

have been made to move sesame from a labor-intensive harvest crop to a mecha-

nically harvest crop for the past 60 years. Considerable progress was made between

1940 and 1965, but there was still a limited amount of manual labor necessary in

the harvest. The first completely mechanized cultivars were developed in the early

1980s, and there has been continuing progress. Progress in mechanizing sesame has

been slow because of the need to combine many characters in order to compromise

between machine-harvesting and plant characteristics such as seed yield and qua-

lity, disease resistance, insect resistance, hail resistance, and drought resistance.

Sesame can become a major oilseed only with lower price achieved by increasing

yields and reducing production costs (12).

3. WORLD PRODUCTION

3.1. Sesame Seed

Sesame ranks eighth in the world production of edible oil seeds. The total annual

production of sesame seeds is around 3 million metric tons (MT) worldwide from

2000 to 2002. This number has increased 33% since 1990. Figure 4 shows the total

tonnage together with the total area of world sesame production from 1990 to 2003.

It is evident that there is a steady increase of both the seed production and the area

of harvest. The highest sesame seed production reached 3.2 million MT in 2001,

with a total harvesting area of 7.5 million hectares (ha) worldwide. The average

yield of sesame seed is around 400 kg/ha worldwide (Table 1). Among the five

continents, Asia has the highest area of harvest (4.6 million ha), which produces

2 million MT of sesame seed annually. Europe has the lowest quantity of seed pro-

duction (only 0.057% of the world total) but the highest yield (4968.5 kg/ha)

of sesame seed. This yield is ten times that of Asia where more than 70% of world’s

sesame seeds are produced. Africa, the origin of sesame seed, is the second

largest sesame-producing continent. It has, however, the lowest yield (only

328 kg/ha) of sesame seed.

China, India, Sudan, Myanmar, and Uganda are the world’s major sesame seed

producing countries. In 2003, China produced 825 thousand MT of sesame seed and

was the world’s largest sesame-producing country followed by India (620,000 MT),

WORLD PRODUCTION 541

Page 6: Sesame Oil Composition

Myanmar (225,000 MT), Sudan (122,000 MT), and Uganda (106,000 MT). These

five countries together supply nearly 70% of the world’s total sesame seed

(Figure 5). Figure 6 shows the fluctuation in annual seed production by these coun-

tries from 1990 to 2003. As the crop yield is very dependent on moisture, the seed

production can vary up or down in any given year due to rainfall. According to

FAO statistics (13), the yield of sesame seed in China grew rapidly from around

700 kg/ha in 1990 to 1099 kg/ha in 2003, whereas India remained around 300 kg/

ha for the past 15 years. Sudan is the lowest among the five major sesame producing

countries in per hectare yield (150�220 kg/ha) followed by Mayamar (170

�380 kg/ha). Uganda has a relatively high yield (500 kg/ha) of sesame seed, but

the area of harvest is the lowest among the five countries.

Seed production

Area of harvest

Ton

nage

( 1

06M

t )

0

0.5

1

1.5

2

2.5

3

3.5

1990

1991

1992

1993

1994

1995

1996

1997

1998

1999

2000

2001

2002

2003

Years

0

1

2

3

4

5

6

7

8

Are

a (1

06ha

)

(Data source: FAOSTAT database)

Figure 4. World production of sesame seed (1990–2003). (This figure is available in full color at

http://www.mrw.interscience.wiley.com/biofp.)

TABLE 1. Production of Sesame Seed in the Five Continents in 2003.1

Continent Seed Production (1000 Mt) Area of Harvest (1000 ha) Yield (kg/ ha)

Africa 603.827 (21.835%)2 1840.382 (27.547%) 328.099

Asia 2014.492 (72.846%) 4602.432 (68.889%) 437.702

Europe 1.575 (0.057%) 0.317 (0.005%) 4968.454

North and Central

America 65.870 (2.382%) 127.254 (1.905%) 517.626

South America 79.655 (2.880%) 110.485 (1.654%) 720.958

——————————————————————————————————————————–

World Total 2765.419 (100%) 6680.870 (100%) 413.931

1Based on FAOSTAT database (2003).2Data in parenthesis are the percentage of total.

542 SESAME OIL

Page 7: Sesame Oil Composition

In 2000, the world trade of sesame seed was 620,000 MT, which was 21.5%

of the total production. Japan imported 165,000 MT (26% of the world imports)

and was the largest importer of sesame seed. South Korea was the second

largest importer (70,000 MT) followed by United States (49,000 MT), Taiwan

(35,000 MT) and Egypt (34,000 MT). Although China and India are the top two

sesame seed producers, most of the seeds are consumed locally. Only 12�15%

of the sesame seeds produced in India were exported in the past ten years. China

was the world number one sesame seeds exporting country, which exported

Sudan(122,000 Mt)

4%

India(620,000 Mt)

22%

Uganda(106,000 Mt)

4%

Others(866,888 Mt)

32%

China(825,531 Mt)

30%

Myanmar(225,000 Mt)

8%

(Data source: FAOSTAT database)

Figure 5. Major sesame seed-producing countries and their percentage shares of the world

production in 2003.

Ton

nage

(10

6M

t)

0

0.1

0.2

0.3

0.4

0.5

0.6

0.7

0.8

0.9

1990

1991

1992

1993

1994

1995

1996

1997

1998

1999

2000

2001

2002

2003

Years

China

India

Sudan

Myanmar

Uganda

(Data source: FAOSTAT database)

Figure 6. Major sesame seed-producing countries (1990–2003). (This figure is available in full

color at http://www.mrw.interscience.wiley.com/biofp.)

WORLD PRODUCTION 543

Page 8: Sesame Oil Composition

17�25% of its sesame production before 1996. Because of the fast economic

growth in China, domestic demand of sesame seed increased tremendously

after 1996. Although China became the world’s biggest sesame seed producer since

1997 (Figure 6), the export of sesame seed from China dropped from 119,000 MT

(in 1996) to 41,000 MT (in 1997). Starting from 1996, Sudan became the world’s

top sesame exporting country followed by India and China.

3.2. Sesame Oil

Each year, the world consumes close to 120 million MT of edible fats and oils (14).

Soybean oil is the leading oil that accounts for 30% of the world production of

edible fats and oils. In 2003, it is closely followed by palm oil, whereas rapeseed

oil ranked third has only one-third of the production tonnage of soybean oil.

Sesame oil, with an annual production of 760,000 MT in 2003, is the twelfth largest

vegetable oil produced in the world, higher in quantity than olive oil and safflower

oil (13). The production of sesame oil increased 20% in the recent 10 years, it was

632,000 MT in 1992. China has almost doubled the production of sesame oil

(from 142,000 to 210,000 MT), whereas India has decreased the production by

44% (from 236,000 to 131,000 MT) in the above period. Both China and India

are the largest producers of sesame oil, together they account for nearly half of

the total world production of sesame oil. Besides China and India, Myanmar,

Sudan, and Japan are the top five sesame oil producers.

4. CHEMICAL COMPOSITION

Sesame seed contains high levels of fat and protein. The chemical composition of

sesame seed varies with the variety, origin, color, and size of the seed. The fat con-

tent of sesame seed is around 50% whereas the protein content is around 25%.

Table 2 lists the proximate composition of sesame seeds from different sources.

Sesame seed contains about 5% of ash, whereas the fiber and carbohydrate contents

show large variation. Crude fiber from one variety of Nigerian black sesame

was reported to have 19.6% of crude fiber (15), whereas one variety of Taiwanese

TABLE 2. Proximate Composition of Sesame Seed (%).

Crude Crude

Sesame Crude Fat Protein Carbohydrate Fiber Ash Moisture Reference

Black sesame 35.8 17.2 9.19 19.6 4.01 4.73 15

White sesame 34.6 20.8 9.19 14.2 10.1 4.14 15

Brown sesame 41.3 20.2 10.3 18.6 5.19 4.12 15

Yellow sesame 53.8 22.0 6.85 13.0 6.09 4.28 15

Black sesame 48.4–56.7 22.8–30.3 3.4–10.8 2.8–7.2 4.4–5.5 4.6–6.4 16

White sesame 50.1–51.7 22.6–24.1 7.9–13.2 5.3–7.5 4.2–4.5 4.4–4.7 16

Brown sesame 46.3–53.1 21.8–27.6 4.7–13.6 3.7–7.3 3.9–5.4 5.0–8.2 16

Nigerian sesame 51.5 20.0 12.5 6.0 5.0 5.0 17

whole seed

Dehulled seed 55.0 24.3 10.4 2.0 3.0 5.3 17

544 SESAME OIL

Page 9: Sesame Oil Composition

black seed contained only 2.81% of crude fiber (16). The carbohydrate content

ranged from 3% to 14% (15–17).

Sesame seed has about 17% seed weight as hull, which is high in oxalic acid

(2�3%), calcium, and crude fiber. Oxalic acid could complex with calcium and

reduce its bioavailability; indigestible fiber would reduce the digestibility of pro-

tein. Sesame seed hull is therefore recommended to be removed if sesame meal

is used for human food (18). When sesame seed is properly dehulled, the oxalic

acid content can be decreased to less than 0.25% of the seed weight (19). After

dehulling, the fat and protein contents are raised, whereas the fiber, ash, and carbo-

hydrate contents are lowered (Table 2).

4.1. Content of Oil

Sesame seed is a rich source of edible oil. It contains more oil than the major oil-

seeds, such as soybean, rapeseed-canola, sunflower seed, and cotton seed. The oil

content of sesame seed varies with the variety of sesame; it may range from 28%

to 59% (20–22). The wild seeds contain less oil (around 30%) than the cultivated

seeds because the oil content is an important criterion for seed selection in agri-

culture practice. In general, the cultivated seed has around 50% oil, whereas the

color of the seed coat exhibits slight influence on the oil content. Black seeds

appear to contain slightly less oil than the white and brown seeds in the Japanese

strains (Table 3). The oil content was found to be influenced also by the growing

condition, daily mean temperature, and the cumulative degrees of daily temperatures

during reproductive stage, which showed negative correlation with the oil content

(23).

TABLE 3. Oil Content of Sesame Seed.

Sesame Color of Seed Oil Content

Species Coat (% Seed) Reference

Sesamum indicum L.

Sudan strainsa Black 50.7 20

Sudan strains Brown 52.3 20

Sudan strains White 47.4 – 55.5 20

Japanese strainsb Black 43.4 – 51.1 21

Japanese strains Brown 50.5 – 56.5 21

Japanese strains White 51.8 – 58.8 21

Turkish strainsc Black 43.3 – 48.2 22

Turkish strains Brown 42.8 – 46.9 22

Turkish strains White 43.1– 46.3 22

Sesamum alatum T.d Brown 28.1– 29.8 20

Sesamum radiatum S. and T.d Black 30.3 – 33.4 20

Sesamum angustifolium E.d Black 29.2–29.7 20

a The cultivated species of sesame grown in Sudan.b Forty-two species of sesame grown in Japan.c The cultivated species of sesame grown in Turkey.d The wild species of sesame grown in Sudan.

CHEMICAL COMPOSITION 545

Page 10: Sesame Oil Composition

Table 4 lists the chemical and physical properties of sesame oil (24).

4.2. Fatty Acid Composition

Sesame oil belongs to the oleic-linoleic acid group. It has less than 20% saturated

fatty acid, mainly palmitic (7.9�12%) and stearic (4.8�6.1%) acids. Oleic acid and

linoleic acid constitute more than 80% of the total fatty acids in sesame oil. Unlike

other vegetable oils in this group, the percentages of oleic acid (35.9–42.3%) and

linoleic acid (41.5–47.9%) in the total fatty acids of sesame oil are close (Table 5).

Table 5 lists the first FAO/WHO Codex Alimentarius Standard of the sesame

oil fatty acid composition as reported by O’Connor and Herb (25) and the most

recent Codex Standard (24). Besides the four major fatty acids, there are low

TABLE 4. Chemical and Physical Characteris-

tics of Sesame Oil (24).

Properties Range

Relative density 0.915 – 0.924

(20�C/water at 20�C)

Refractive index 1.465 –1.469

(ND 40�C)

Saponification value 186 –195

(mg KOH/g oil)

Iodine value 104 –120

Unsaponifiable matter �20

(g/kg)

TABLE 5. Fatty Acid Composition of Sesame Oil (% Total Fatty Acids).

Kamal-Eldin and Appelqvist(20)

Fatty Acid Codex(24) O’Connor(25) Cultivateda Wildb

Myristic (C14:0) NDc-0.1 <0.5

Palmitic (C16:0) 7.9–12.0 7.0–12 9.0–9.6 8.2–12.7

Palmitoleic (C16:1) 0.1–0.2 <0.5 0.1–0.2 0.2–0.3

Heptadecanoic (C17:0) ND-0.2

Heptadecenoic (C17:1) ND-0.2

Stearic (C18:0) 4.8–6.1 3.5–6.0 5.6–6.4 5.6–9.1

Oleic (C18:1) 35.9–42.3 35–50 41.9–45.2 34.3–48.1

Linoleic (C18:2) 41.5–47.9 35–50 38.0–41.6 33.2–48.4

Linolenic (C18:3) 0.3–0.4 <1.0 0.5–0.6 0.6–0.9

Arachidic (C20:0) 0.3–0.6 <1.0 0.3 0.2–0.8

Eicosenoic (C20:1) ND-0.3 <0.5 0.1 0.1

Behenic (C22:0) ND-0.3 <1.0 0.1 0.1

Lignoceric (C24:0) ND-0.3 trace trace

aSesamum indicum L.bSesamum alatum T, Sesamum radiatum S. and T., Sesamum angustifolium E.cND: Not detected.

546 SESAME OIL

Page 11: Sesame Oil Composition

percentages (less than 1%) of other fatty acids—myristic (ND-0.1), palmitoleic

(0.1–0.2), heptadecanoic (ND-0.2), heptadecenoic (ND-0.2), linolenic (0.3–0.4),

arachidic (0.3–0.6), eicosenoic (ND-0.3), behenic (ND-0.3), and lignoceric acid

(ND-0.3). Fatty acid composition varies with the species of sesame seed (20, 22).

Species with high oleic acid and linoleic acid contents are often selected for planta-

tion (22). Sesame oils from the wild seeds, therefore, are higher in saturated fatty

acids than oils from the cultivated sesame seeds (Table 5).

Fatty acid compositions of different lipid classes in sesame oil also show varia-

tion. The major sesame seed lipid is triacylglycerol, which represents nearly 90% of

the total lipid (20). It has a lower percentage of saturated fatty acids and a higher

percentage of unsaturated fatty acids than the other lipid classes, namely, diacylgly-

cerol, free fatty acid, polar lipid, and steryl ester. Slightly higher percentages of

long-chain fatty acids (20:0, 20:1, 22:0, and 24:0) were found in lipid classes other

than triacylglycerol (20, 26).

4.3. Sterols

Sesame oil is relatively high in unsaponifiable matter (�2%) compared with other

vegetable oils. The unsaponifiable matter includes sterols, triterpenes and triterpene

alcohols, tocopherols, and sesame lignans. Sterols are present in vegetable oils in

free form or as sterol esters, sterol glucosides, or esterified steryl glucosides, but free

sterols and sterol esters are often the dominant forms. Among the three classes of

sterols, desmethylated sterol is the major one (85�89% of total sterols) followed by

monomethylated (9�11%) and dimethylated (2�4%) sterols in sesame oil (27).

According to the Codex Standard, sesame oil may contain as high as 1.9% of total

sterols; it is one of the richest oil source of phytosterols (24). Table 6 lists the levels

of desmethylsterols composition in sesame oil. b-sitosterol is the most abundant

sterol in sesame oil. There are also campesterol, stigmasterol, �5-avenasterol, �7-ave-

TABLE 6. Levels of Desmethylsterols in Sesame Oil.a

Kamal-Eldin and Appelqvist (27)

———————————————————-

Desmethyl Sterol Codex (24) Cultivated Sesameb Wild Sesamec

Cholesterol 0.1–0.5 0.1–0.2 0.2–0.3

Brassicasterol 0.1–0.2 — —

Campesterol 10.1–20.0 12.5–16.9 10.3–20.5

Stigmasterol 3.4–12.0 6.0–8.7 4.4–14.2

b-sitosterol 57.7–61.9 57.5–62.0 33.9–60.2

�5-avenasterol 6.2–7.8 8.1–11.5 12.4–23.5

�7-stigmasterol 0.5–7.6 0.4–3.1 0.1–3.0

�7-avenasterol 1.2–5.6 0.3–1.3 0.9–3.7

Others 0.7–9.2 3.6–6.1 4.6–7.3

——————————————————————————————————————————

Total sterols (mg/kg) 4500–19000 4335–6764 3420–10005

a Expressed as a percentage of total sterols.b The cultivated species of sesame grown in Sudan.c The wild species of sesame grown in Sudan.

CHEMICAL COMPOSITION 547

Page 12: Sesame Oil Composition

nasterol, and �7-stigmasterol present in descending abundance. Only a trace

amount (<0.5%) of cholesterol was found in sesame oil. Oils from the wild species

of sesame contain higher levels of sterols, especially �5-and �7-avenasterols.

These two sterols having the �24;28 ethylidene side chain showed antipolymeriza-

tion effects that could protect vegetable oils from high-temperature oxidation (28).

Phytosterols and cholesterol have similar structures; phytosterols are therefore

competitors of cholesterol absorption. Consumption of phytosterol may lower

blood cholesterol and thus protect from cardiovascular diseases (29). Phytosterol,

especially, b-sitosterol, inhibits the growth of human colon cancer cell (30), pros-

tate cancer cell (31), and breast cancer cell (32).

4.4. Tocopherols

Sesame oil is well known for its oxidative stability; one of the reasons for this

extra-stability is attributed to its tocopherol content. The total tocopherol content

of sesame oil ranges from 330-mg/kg to 1010-mg/kg oil according to the Codex

Standard. Sesame oil from black sesame seeds contains less tocopherols than oils

from brown or white sesame seeds (Table 7). The wild species of sesame, Sesamum

angustifolium E. and Sesamum radiatum S. and T., have higher levels of total

tocopherol (760 mg/kg and 810 mg/kg, respectively) in the oil than the cultivated

species (486–680 mg/kg) although they have a black seed coat. Regardless of the

species and the color of seed coat, g-tocopherol is the predominant tocopherol

in sesame oil, whereas d-tocopherol accounted for less than 5% of the total toco-

pherols. a-Tocopherol is present in sesame oil in trace amount only. Among the

different tocopherol isomers, g-tocopherol is a more potent antioxidant in oils

(33), but it has lower Vitamin E value in biological systems than a-tocopherol (34).

TABLE 7. Levels of Tocopherols in Sesame Oil.

Tocopherol (mg/kg Oil)

Sesame Color of —————————————————

Species Seed Coat a g d Total Reference

Sesamum indicum L.

Japanese strainsa Black 5.2 468.5 12.2 485.9 26

Brown 6.2 517.9 13.6 537.7 26

White 3.8 497.8 20.5 522.1 26

Sudan strainsb Black NDd 527.0 12.6 540 27

Brown 4.8 663.7 11.6 680 27

White 3.1 603.9 13.0 620 27

Sesamum alatum T.c Brown 2.9 310.1 7.0 320 27

Sesamum radiatum S. and T.c Black 6.5 800.3 3.2 810 27

Sesamum angustifolium E.c Black ND 754.7 5.3 760 27

Codex standard — ND–3.3 521–983 4–21 330–1010 24

a The cultivated species of sesame grown in Japan.b The cultivated species of sesame grown in Sudan.c The wild species of sesame grown in Sudan.dND: Not detected.

548 SESAME OIL

Page 13: Sesame Oil Composition

4.5. Protein

The protein content of sesame seed is approximately 25% with a range of 17�31%

depending on the source of the seed. Sesame protein is low in lysine (3.1% protein),

but it is rich in sulfur-containing amino acids methionine and cystine (6.1%), which

are often the limiting amino acids in legumes. Comparing with the standard

values recommended by FAO and WHO for children, sesame protein is borderline

deficient in other essential amino acids such as valine, threonine, and isoleucine.

Sesame seed protein, however, contains an adequate amount of tryptophanm, which

is limiting in many oilseed proteins. Because of its characteristic amino acid

composition, sesame seed protein is regarded as an excellent protein source for

supplementing many vegetable proteins such as soybean and peanut to increase

their nutritional value.

The protein efficiency ratio (PER) of sesame seed protein is 1.86 (35). The PER

value can be raised to 2.9 when sesame seed protein is supplemented with lysine

(36). El-Adawy (37) added sesame products including sesame meal, sesame protein

isolate, and protein concentrate to red wheat flour to produce flour blends. It was

found that water absorption, development time, and dough weakening were increas-

ed as the protein level increased in all blends; however, dough stability decreased.

Sesame products could be added to wheat flour up to 16% protein without any detri-

mental effect on bread sensory properties. The addition of sesame products to red

wheat flour increased the contents of protein, minerals, and total essential amino

acids; the in vitro protein digestibility also increased significantly.

Inyans and Nwadimkpa (17) investigated the protein functionality of dehulled

sesame seed flour. They reported that the emulsification capacity was higher at

alkaline condition and ranged from 25-ml oil/g at pH 4 to 66-ml oil/g at pH 10.

The highest foaming capacity (315%) was observed at pH 2. Protein solubility

ranged from 7.9% at pH 2 to 14.2% at pH 10. The viscosity of the flour dispersion

ranged from 2.5 cps at 1% concentration to 7.0 cps at 10% concentration. The se-

same flour could impart desirable characteristics when incorporated into products

such as ice cream, frozen dessert, sausage, baked food, and confectionary.

When sesame seeds were boiled or allowed to sprout, in order to reduce bitter

taste, there was a slight increase in protein content of sprouted seeds and the foam-

ing capacity of flour from boiled seeds was increased (38). The emulsion stability

was improved after sprouting or boiling, whereas the emulsion capacity was low-

ered after boiling. The bitter taste was not detected in flour from boiled seed but

still persisted in that from sprouted seed.

5. SESAME LIGNANS AND LIGNAN GLYCOSIDES

5.1. Lignans

Sesame oil contains high levels of unsaturated fatty acids (more than 80% of total

fatty acids); however, it is highly resistant to oxidative deterioration as compared

with other edible vegetable oils (39, 40). The superior oxidative stability is not

SESAME LIGNANS AND LIGNAN GLYCOSIDES 549

Page 14: Sesame Oil Composition

only attributed to the presence of tocopherols, but it is mainly associated with the

unique group of compounds-lignans (41). Lignans are compounds formed by oxi-

dative coupling of r-hydroxyphenylpropane. They are widely distributed in all parts

of plants. Oilseeds such as sesame and flaxseed are well known to contain abundant

lignans (42). Two types of lignan compounds existed in sesame seeds, the oil solu-

ble lignans and the water soluble lignan glycosides. In raw sesame seed, sesamin

and sesamolin are the two major lignans. Sesamin has been found in other plants,

whereas sesamolin is characteristic of sesame and has not been found in plants

other than Sesamum. Fukuda et al. (43) determined the lignan contents of 14 vari-

eties of commercial sesame seeds grown in Japan and noticed that sesamin content

was always higher than sesamolin content and that the average ratio of sesamolin to

sesamin in the black varieties (0.6�1.0) was greater than the white varieties

(0.2�0.5). Other types of lignans such as sesamol, P1, sesamolinol, and sesaminol

were only present in minor quantity as shown in Table 8 (43). The structures of the

sesame lignans are illustrated in Figure 7.

Tashiro et al. (21) further investigated the oil and lignan (sesamin and sesamolin)

contents in 42 strains of Sesamum indicum L. originated from different parts of the

world. The strains included white-, brown-, black-, and yellow-colored seed types.

The results of this study indicated that the sesamin content in the oil ranging from

0.07% to 0.61% with an average of 0.36%, whereas the sesamolin content was low-

er (ranging from 0.02% to 0.48% with an average of 0.27%). There was a signifi-

cant positive correlation between the oil content of the seed and the sesamin content

of the oil, whereas no correlation existed between the oil and the sesamolin

TABLE 8. Lignan Contents in Different Strains of Sesame Seeds.a,b

Strain Color of Sesamolin/

no. Seed Coat Sesamin Sesamolin Sesamin Sesamol P1 Sesamolinol Sesaminol

48 White 821.3 441.2 0.537 2.0 1.6 1.0 1.4

611 White 410.6 441.2 0.537 2.5 1.3 1.0 1.0

630 White 522.7 123.5 0.236 2.5 2.3 0.9 0.3

638 White 885.2 476.5 0.538 NDc 2.9 1.1 1.0

643 White 464.0 229.4 0.494 5.0 2.0 1.1 1.0

785 Yellow 453.3 247.0 0.545 Trace 2.0 0.9 0.3

673 Violet 464.0 317.6 0.684 2.5 1.8 1.5 1.1

675 Brown 528.0 264.6 0.501 Trace 3.8 0.6 0.7

126 Brown 682.7 458.8 0.672 4.0 2.9 1.2 1.0

201 Black 502.5 441.2 0.878 3.6 2.5 1.2 1.1

601 Black 314.3 235.3 0.749 10.8 1.6 1.9 1.1

631 Black 362.7 229.4 0.632 2.5 1.5 0.8 0.5

792 Black 154.7 152.9 0.988 4.9 1.5 0.9 0.9

801 Black 293.3 294.0 1.002 6.5 1.6 1.1 1.2

————————————————————————————————————————————————

Mean 490.6 300.4 3.4 2.1 1.1 0.9

SD 198.6 113.6 2.9 0.7 0.3 0.3

aData adapted from (43).bUnit: mg/100-g oil.cND: Not detected.

550 SESAME OIL

Page 15: Sesame Oil Composition

contents. It was also noticed that the black seed types contained significantly less

oil and a high ratio of sesamolin to sesamin. In the wild species of sesame seeds,

Fukuda et al. (43) found that an Indian variety had an extreme low sesamolin con-

tent (only 14% of its sesamin content), whereas one variety from Borneo contained

OO

O

OO

OH

O

O

O

OO

OO

O

OO

OO

O

OO

O

O

O

O O

OO

O

OO

OCH3

O

O

OCH3

H3CO

H3CO

OO

OCH3O

OO

OH

OO O

O

OH OH

Sesamin Episesamin Sesamolin

Sesangolin 2-episesalatin Sesamol

Sesaminol Sesamol dimer(direct-linked)

Figure 7. Structures of lignans.

SESAME LIGNANS AND LIGNAN GLYCOSIDES 551

Page 16: Sesame Oil Composition

several times more sesamin (1152.3 mg/100 g oil) and sesamolin (1360.7 mg/100 g

oil) than in other species. Kamal-Eldin and Appelqvist (27) determined the contents

of sesamin and sesamolin in three wild species of Sesamum. They reported that S.

radiatum was extremely high in sesamin (2.40% in oil) but contained only a minor

amount of sesamolin (0.02%), whereas S. alatum contained minor amounts of sesa-

min and sesamolin (both were 0.01%); S. angustifolium possessed reasonable

amounts of both sesamin (0.32%) and sesamolin (0.16%).

Other types of lignans were found in wild species of Sesamum. Sesangolin was

present in S. angolense (44) and was the major lignan in S. angustifolium, which

contained 3.15% sesangolin in its oil (27). 2-Episesalatin occurred in S. alatum

(45) and was its most abundant lignan present at 1.37% in its oil (27). The struc-

tures of sesangolin and 2-episesalatin are shown in Figure 7. The contents of

different lignans present in sesame oil are listed in Table 9.

5.2. Lignan Glycosides

Lignan glycosides are the glycosilated forms of lignans; they are water soluble.

Although most lignans are found in the oil-soluble part of sesame seed, lignan

glycosides are present in sesame meal. Sesaminol, sesamolinol, and pinoresinol

OO O

O

OH OH

CH2

OO O

O

O OO

O

OH

OO

OO

O

OCH3

OH

O O

OCH3

OH

O

OCH3

OH

O

OO

O

O

OCH3

OH

P-1

Sesamol dimer(Methylene-bridged)

Sesamol dimerquinone Samin

Sesamolinol Pinoresinol

Figure 7. (Continued)

552 SESAME OIL

Page 17: Sesame Oil Composition

glucosides (Figure 8) are the major lignan glycosides in sesame. Acetone extract of

sesame seed contained sesamolinol and sesaminol (46, 47), and it was revealed that

they were released after treating defatted sesame seed flour with b-glucosidase (48).

Later, three pinoresinol diglucosides (KP1, KP2, and KP4) and one pinoresinol tri-

glucoside (KP3) were isolated from the ethanol extract of sesame seed (49, 50).

Kuriyama et al. (51) analyzed the lignan glycosides composition of white sesame

seed with high-performance liquid chromatography (HPLC) and found eight lignan

glycosides. There were two pinoresinol glucosides with two or three glucose

units, three sesaminol glucosides with one to three glucose units, two sesamolinol

glucosides with one or two glucose units, and one P-1 glucoside with two glucose

units. The total contents of lignan glycosides in white sesame seed were around

100–170-mg/100-g seed, with sesaminol triglucoside the most predominant one.

In black sesame seed, the lignan glycosides content varied greatly with the

species of the sesame (from 6.4 to 361.3-mg/100-g seed), whereas sesaminol tri-

glucoside was still the major lignan glycoside (52). This effect of sesame variety

on the lignan glycoside contents was also noticed by Ryu et al. (53). They reported

that a significant difference existed between the black and white sesame seeds in

their sesaminol contents, which were analyzed after hydrolysis of the sesaminol

glucosides. White sesame seeds contained an average of 84.5-mg sesaminol in

100-g seed (ranging from 32.5 to 98.5 mg/100 g), and black sesame seeds contained

113.2 mg/100 g of sesaminol in average with a range of 41.5 to 134.5-mg/

100-g seed. Table 10 lists the contents of sesaminol glucosides in various sesame

seeds.

TABLE 9. Levels of Lignans in Sesame Oil.

Lignan Contents (% Oil)

Color of ———————————————————————— Reference

Sesame Species Seed Coat Sesamin Sesamolin Sesamol Sesangolin 2-Epsesalatin

Sesamum indicum L.

Eleven strains Black 0.24 0.27 — — — 21

(0.07–0.40) (0.13–0.40)

Twelve strains Brown 0.36 0.30 — — — 21

(0.11–0.61) (0.13–0.42)

Fifteen strains White 0.44 0.25 — — — 21

(0.12–0.61) (0.02–0.48)

Japanese strains Black 0.45 0.54 NDa — — 26

Japanese strains Brown 0.46 0.66 ND — — 26

Japanese strains White 0.66 0.42 ND — — 26

Sudan strains Black 0.45 0.54 — ND ND 27

Sudan strains Brown 0.46 0.66 — ND ND 27

Sudan strains White 0.23–0.72 0.39–0.41 — ND ND 27

Sesamum alatum T.b Brown 0.01 0.01 — ND 1.37 27

Sesamum radiatum

S. and T.b Black 2.4 0.02 — ND ND 27

Sesamum angustifolium E.b Black 0.32 0.16 — 3.15 ND 27

aND: Not detected.bThe wild species of sesame grown in Sudan.

SESAME LIGNANS AND LIGNAN GLYCOSIDES 553

Page 18: Sesame Oil Composition

TABLE 10. Contents of Sesaminol Glucosides in Different

Sesame Seeds.a

Sesaminol Glucosides (mg/100g Seed)

————————————————————

Color of Seed Coat Meanb Range CV (%)c

Black ðn ¼ 10Þd 113.2�� 41.5–134.5 23.5

Brown ðn ¼ 5Þ 78.5� 39.4–91.4 8.9

White ðn ¼ 10Þ 84.5� 32.5–98.5 11.8

aData adapted from (53).bMean values bearing different superscripts are different significantly at 1% level.cCV: coefficient of variance.dn: represents the number of samples analyzed.

R = Glc= Glc-Glc

R = Glc= Glc-Glc= Glc-Glc-Glc

KP1 : R1 = H, R2 = Glc GlcKP2 : R1 = H, R2 = Glc GlcKP3 : R1 = H, R2 = Glc-Glc-GlcKP4 : R1 = Glc, R2 = Glc

(1→6)

(1→2)

OO

O

OO

OR

O

OO

O

O O

OCH3

OR

OCH3

R1O

O

O

OCH3

OR2

Sesaminol glucosides

Pinoresinol glucosides

Sesamolinol glucosides

Figure 8. Structures of lignan glycosides.

554 SESAME OIL

Page 19: Sesame Oil Composition

6. PROCESSING

Sesame oil has a long history of human consumption. The processing of sesame

seed to yield sesame oil varies from region to region. The major differences

are (1) whether the seed coat is removed and (2) whether the seed is roasted.

Figure 9 shows the flow diagrams of the processing of three major types of sesame

oils produced worldwide, namely (1) refined sesame oil, which is produced from

unroasted sesame seed either with seed coat or without seed coat; (2) roasted

sesame oil, which is produced from roasted sesame seed; and (3) small mill sesame

oil, which is produced from roasted dehulled sesame seed.

Refined sesame oil is the salad oil grade of sesame oil. It is the most common

type of sesame oil consumed worldwide except in the Orient. Sesame seeds are

cleaned and cooked before oil extraction with expeller. Crude sesame oil is refined

by alkali-refining, bleaching, and deodorization to obtain the refined sesame oil

(Figure 9). Sesame cake from oil extraction with expeller may still contain

18�22% of residual oil (54). It is often extracted with solvent or pressed again

to obtain more oil. The desolventized sesame cake can then be processed into

food grade sesame flour if the dehulled sesame seed is used. If the seed coats are

not removed, the sesame cake can only be used as feedstuff because it contains

undesirable constituents. The dehulling process will be discussed later.

Roasted sesame oil has a strong characteristic flavor of roasted sesame seed. It is

the most popular sesame oil consumed in China, Japan, and Korea. It is also

believed to be beneficial to health (40). As shown in Figure 9, sesame seeds are

roasted at 140�200�C prior to oil extraction. The conditions of the roasting process

Sesame seed

Cleaning

Dehulling Cooking Soaking Roasting Grinding

Roasting

Dehulling

Milling

Sesame paste

Stirring in hot water

Separation of oil by gravitation or centrifugation

Small mill sesame oil

Cooking

Oil extraction by expeller

Roasted sesame crude oil

Filtration

Roasted sesame oil

Oil extraction with expeller

Oil extraction with expeller

Sesame cake

Crude Sesame oil

Sesame flour (Food grade)

Crude sesame oil

Sesame cake

Sesame meal (Feed grade)

Alkali-refining

Bleaching

Deodorization

Refined sesame oil

Solvent extraction

Solvent extraction

Cooling by spraying water

Figure 9. Flow diagram showing the processing of different sesame oils.

PROCESSING 555

Page 20: Sesame Oil Composition

is of prime importance to the quality of the roasted sesame oil. The effect of roast-

ing on sesame seed and oil will be discussed later. After roasting, sesame seeds are

ground, cooked, and pressed to obtain the crude roasted sesame oil. The crude oil is

simply filtered without further purification to produce roasted sesame oil. The color

of roasted sesame oil ranges from light yellow to dark brown depending on the

roasting conditions.

Small mill sesame oil, also known as Shiang-you, is a unique sesame oil product

of Northern China. It has a light roasted sesame flavor and is light brownish in col-

or. Shiang-you is often used as seasoning oil for cold dishes; it is seldom used for

cooking purpose. Roasted sesame oil, however, is mainly used as cooking oil. The

processing scheme of small mill sesame oil is shown in Figure 9. Sesame seeds are

cleaned and soaked in water for about an hour in order for the sesame seed to reach

a water content of 35%, which can facilitate protein denaturation, assure even heat-

ing, and avoid burning during the subsequent roasting process. Roasting process is

recommended to conduct at 200�C for 30 min. The roasted sesame seeds are cooled

to 140�150�C by spraying water. Before milling the roasted sesame seeds with

stone mill, the seed coats are removed by blowing air or sieving through screen.

The milling process is important for the separation of oil from sesame paste.

Successful milling will result in sesame paste with fine particle size, which will

give rise to a higher oil yield (55). After milling, hot water is added to the sesame

paste and stirred slowly (around 30 rpm). The addition of hot water (temperature

above 90�C) is usually conducted three to four times with decreasing amount of

added water. Sesame oil will slowly rise to the top by gravitational force when

the addition of water is completed and the paste is allowed to stand for 1 hour

(56). The processing of Shiang-you is labor-intensive, and the oil yield (around

40%) is low. Many efforts were made to increase the yield of Shiang-you. Yen

and Tsai (57) tried to include soybean oil in hot water to separate oil from sesame

paste. They reported that the highest yield of Shiang-you was obtained with the

combination ratio of sesame paste-soybean oil-boiling water (10 : 9 : 7, w/w).

6.1. Dehulling

Generally, sesame seeds are processed without removal of seed coat. Seed coat con-

tains undesirable oxalic acid and indigestible fiber that may lower the nutritional

value of the meal. The presence of seed coat will also impart a dark color and bitter

taste to the meal. In India, where sesame meal is an important food, dehulling is an

indispensable step of sesame oil processing. Sesame meal prepared with dehulled

sesame seed is non-bitter, light-colored, low in fiber, and rich in protein. Dehulling

is performed either manually at village level or mechanically in conventional oil

mills in India (58, 59). Manual dehulling involved soaking sesame seeds in water

and removal of hulls from the swell and burst seeds by light pounding or rubbing on

stone or wooden block. It is tedious, labor intensive, and inefficient; therefore, it

limits the production of sesame oil and its meal.

Mechanical dehulling can be processed either by soaking sesame seeds in water

followed by removal of seed coat mechanically (58) or by alkali treatment (60–62).

556 SESAME OIL

Page 21: Sesame Oil Composition

In alkali treatment or lye peeling method, sesame seeds are treated with hot lye for

a short time. Either hot 0.6% NaOH for 1 minute (60) or 6% NaOH at 60�C for

10 seconds (61) have been used to decorticate sesame seed. There was no appreci-

able loss in protein and oil contents after alkali treatment. Nag et al. (63) reported

that dehulling not only increased oil content but also produced oil of better color

quality compared with the whole seed. Sesame oil extracted from dehulled sesame

seeds, however, was oxidatively less stable (measured by the Rancimat test) than

that extracted from whole seeds (64). The presence of natural antioxidants such

as g-tocopherol, sesamin, and sesamolin in the seed coat may contribute to the oxi-

dative stability of whole sesame seed oil. In addition, Chang et al. (65) recently

reported that the sesame seed coat also contained phenolic compounds and tetra-

nortriterpenoids, which had good antioxidative activity. Dehulled sesame seeds

are not suitable for roasting process either. Abou-Gharbia et al. (66) demonstrated

that sesame oil prepared from coated seeds had better oxidative stability than from

dehulled seeds either roasted at 200�C for 20 min or without roasting as evaluated

by peroxide value, conjugated diene formation, and TBA value.

6.2. Roasting

In Oriental countries such as China, Japan, and Korea, sesame seeds are often

roasted prior to oil extraction. Roasting is important for the development of desir-

able color and flavor for sesame oil, and it will enhance the oxidative stability of

sesame oil (67). The conditions of roasting may influence the sensory quality and

composition of the roasted sesame oil. When sesame seeds were roasted between

180�C and 260�C for 30 min, Yen (68) reported that the red color unit of the roasted

sesame oil increased with temperature up to 220�C and then decreased while the

flavor score showed an optimum at 200�C. There was almost no change in fatty

acid composition until the roasting temperature was above 220�C (68, 69). The

antioxidant, sesamol, content also increased with roasting temperature up to

220�C and then decreased with higher roasting temperature. The roasting tempera-

ture of 200�C was therefore recommended (68, 70).

Yoshida and Takagi (69) compared the quality of sesame oils prepared at

roasting temperatures between 160�C and 250�C. They found that the typical

dark-brown color was apparent after 15 min, and the roasted sesame seeds had a

burnt smell when the roasting temperature was above 220�C. Roasted sesame oil

obtained from seeds roasted at temperature above 220�C had burnt and bitter

tastes; the peroxide, anisidine, carbonyl, and TBARS values were also higher indi-

cating poor oil quality. They suggested that a high-quality roasted sesame oil would

be obtained by roasting for 25 min at 160�C and 180�C, 15 min at 200�C, and 5 min

at 220�C.

6.2.1. Effect of Roasting on Antioxidative Activity Roasted sesame oil was

reported to be much more antioxidative than unroasted purified sesame oil (71).

Yen and Shyu (67) found that roasted sesame oils prepared from sesame seeds

with different roasting temperatures (between 180�C and 210�C) exhibited

PROCESSING 557

Page 22: Sesame Oil Composition

differences in their oxidative stability. The oxidative stability appeared to increase

with roasting temperature; sesame oil prepared from 200�C roasted seed was found

to exhibit the best stability.

Koizumi et al. (72) also noticed the relationship between the roasting conditions

of sesame seeds and the development of antioxidative activity. The antioxidative

activity of oil obtained from sesame seed roasted at 200�C for as short as 5 min

was higher than at 180�C for 30 min. This observation indicated that the develop-

ment of antioxidant activity in roasted sesame oil depends primarily on tempera-

ture. In an attempt to investigate the contributing antioxidants in roasted sesame

oil, Fukuda et al. (73) reported that either sesamol alone or g-tocopherol alone at

the concentrations present in roasted sesame oil showed weak antioxidant activity.

Even the combination of both was not enough to explain the strong antioxidative

activity of roasted sesame oil. As roasting of sesame seed caused significant brown-

ing (74), the browning products from roasted sesame seed were isolated and found

to show weak antioxidative activity (73). The combination of g-tocopherol, sesame

lignans (sesamol and sesamin), and the browning products was shown to be respon-

sible for the superior oxidative stability of roasted sesame oil (73).

6.2.2. Effect of Roasting on Different Classes of Lipids Roasting of sesame

seed not only affects the antioxidative activity and the lignans of sesame oil,

the lipid composition will also be affected. The lipids in sesame seeds consist of

neutral lipids, phospholipids, and glycolipids. The major lipid fraction is neutral

lipids, which constitute about 91�96% of the total lipids. Phospholipids and

glycolipids represent around 3% and 0.3�6% of the total lipids, respectively (69,

70, 75–78).

Roasting will cause a significant reduction in the phospholipids content in

sesame seed because of browning reaction (75). Phospholipids fraction in sesame

seeds decreased with roasting temperature and time (69, 70, 75–77). There was

no appreciable change in phospholipids content when sesame seeds were roasted

at 160–180�C for 10 min (69); the reduction in phospholipeds content was

69�73% at 220�C for 25 min (70, 77) and 96% at 250�C for 25 min (69). Even

with microwave roasting, phospholipids in sesame seed decreased appreciably;

more than half of the original phospholipids were lost after microwaving at

2450 MHz for 15 min (76), and less than 14% were left after 30 min (78). The

highest rate of phospholipid loss was observed in the phosphatidyl ethanolamine

(PE) fraction followed by the phosphatidyl choline (PC) and phosphatidyl inositol

(PI) fractions. This trend became more pronounced with longer roasting time and

higher roasting temperature. After roasting at 220�C for 25 min, PE was completely

destroyed while there were still 22% of PC and 42% of PI left in the roasted sesame

seeds (77). The amino group of PE or PC was suggested to be involved in browning

reaction and donation of hydrogen or electron to tocopherol or sesamol (79).

Glycolipids content of sesame seed, on the other hand, increased with roasting

temperature and time (75, 78). When sesame seeds were roasted in an electric oven

from 120�C to 250�C for 30 min, the glycolipids content was found to increase

from 6.9-mg/1000-g seeds (0.5% of total lipids) to 262.9-mg/1000-g seeds (17.2%

558 SESAME OIL

Page 23: Sesame Oil Composition

of total lipids) as reported by Yoshida (75). Glycolipid components of microwaved

sesame seeds increased slowly in the first 25 min of heating and rapidly thereafter; a

ninefold increase in glycolipids content after 30 min of microwaving at 2450 MHz

was observed (78). The color of sesame seeds become brownish after heating, indi-

cating that browning reaction has taken place. The browning substances are gener-

ally very polar, and the increase in browning substances may be attributed to the

increase of glycolipids (78).

The dominant component of sesame lipids, neutral lipids, did not change in its

content when sesame seeds were roasted at temperature below 200�C for 30 min.

As the roasting temperature increased to 220�C and 250�C, a significant decrease in

the neutral lipids content was noticed (75). This decrease became more severe when

the roasting time was increased (69, 70, 77). Yoshida et al. (70) examined the effect

of roasting on the molecular species of triacylglycerols. They reported that roasting

for 10 min at 220�C caused a significant decrease not only in molecular species

containing more than four double bonds, but also in the amount of diene and

triene species present in triacylylycerols. They also confirmed that no significant

changes in molecular species or fatty acid distribution of triacylglycerols would

occur within 25 min of roasting at 180�C.

6.3. Extraction of Oil

The tradition way of extracting sesame oil from unroasted sesame seeds in India is

done by ghani, which is basically a large pestle and mortar. The ghani is driven by

bullocks (79). Sesame seeds are cleaned and dehulled before used in the ghani. In

many parts of India, water or brown sugar is added to sesame seed in the ghani to

facilitate oil extraction (80). Sesame oil is removed from the ghani after milling

and allowed to settle, skimmed, and sometimes strained through a cloth before

sale. The bullock-driven ghani is replaced by power-driven mills in most of the

Indian villages in order to improve the efficiency of oil production (58, 80).

The modern commercial methods of oil extraction from oilseeds include (1)

batch hydraulic pressing: Oil seeds are expressed by hydraulic pressure to yield

oil; (2) continuous mechanical pressing: Oil seeds are squeezed through a taper-

ing outlet and oil is expressed by the increasing pressure; and (3) solvent

extraction: Oil seeds are extracted with solvent followed by removal of solvent

to yield oil. These methods are also employed in the extraction of sesame seeds

with some modification.

For unroasted sesame seeds, the commercial extraction of oil is carried out using

a continuous screw-press or hydraulic press. Sesame seeds are small; they are

usually cooked prior to oil extraction. Sesame oil is generally extracted in three

stages (60, 79). The first stage is cold press; the cold-pressed oil obtained after fil-

tration is ready to use and has very good quality. It is light in color and agreeable in

taste and odor. The second stage pressing is conducted with sesame residue under

high pressure; it yields a highly colored oil that needs refining before used for

edible purpose. The residue left after the second stage pressing is extracted for

the third time under similar conditions as the second stage. Sesame oil obtained

PROCESSING 559

Page 24: Sesame Oil Composition

from the third stage pressing has very low quality and is used for nonedible pur-

poses.

Alternatively, unroasted sesame seeds are pressed once followed by solvent

extraction to recover the oil from residue. The oxidative stability of sesame oil

was found to be dependent on the extraction method and seed pretreatment (64).

Extraction of the sesame seeds after effective seed crushing with polar solvent,

heptane-isopropanol (3 : 1, v/v), would yield a more stable oil from whole sesame

seeds because more antioxidative substances and phospholipids could be extracted.

Phospholipids may act as synergists to antioxidants (81).

The extraction of sesame oil from roasted sesame seed is generally performed

with pressing. Solvent extraction is not used because the desirable roasted flavor

may be removed during evaporation of solvent. In commercial production, contin-

uous screw-press or hydraulic press is employed (42). The hydraulic press can be

vertical or horizontal. The continuous screw may be operated twice in order to

increase the oil yield (82). Proper cooking (100�C, 7 min) and addition of water

(12.5%) after roasting can also raise the oil yield (83).

6.4. Refining

Sesame oil from roasted sesame seed has the characteristic flavor and color of the

roasted sesame oil; the filtered crude oil is used without further refining. Sesame oil

from cold-pressed unroasted sesame seed is also used directly after filtration as a

flavored oil. Crude sesame oil from unroasted sesame seeds after screw-press or

hydraulic press or solvent extraction, which varies in color from yellow to dark

amber, may need further refining. Refined sesame oil is usually pale yellow in color.

Crude sesame oil does not require extensive purification and refining. The

suspended meal particles in crude oil can be removed by settling, screening, and

filtering. The filtered crude oil can be used directly or be further refined to remove

impurities such as phospholipids, resins, free fatty acids, and coloring substances.

The refining steps include removal of free fatty acids, gums, and some water-

miscible substances by alkaline treatment, removal of pigments by bleaching,

and removal of odorous substances by deodorization. Degumming is not necessary

because sesame oil contains a limited amount (<3%) of phospholipids (69).

Alkali-refining of sesame oil can use sodium carbonate as the neutralizing

agent in order to reduce the refining loss, because sodium carbonate does not attack

the neutral triacylglycerols. The free fatty acids are first neutralized by sodium

carbonate, and then a weak sodium hydroxide (NaOH) wash is given to improve

color. Liberation of carbon dioxide, which makes the separation of soapstock

difficult, has limited the practice of using sodium carbonate in alkali-refining.

Mukhopadhyay et al. (84) reported an easy way of refining sesame oil with alkali-

enriched dry sodium metasilicate (SMS). This method precluded emulsion forma-

tion, and thus the separation of soapstock could be easily achieved. It is superior to

the sodium carbonate process because no liberation of carbon dioxide is involved.

The reduction in free fatty acids by this dry refining process was dependent on the

560 SESAME OIL

Page 25: Sesame Oil Composition

alkalinity of SMS-NaOH mixture. Color of the oil was not markedly improved by

this process. The process appears to be useful for the refining of crude oils with low

free fatty acids and medium color. Therefore, it is specially useful for the alkali-

refining of sesame oil.

After alkali-refining, the neutralized sesame oil is bleached with a relatively

lower quantity of bleaching earth as compared with that required for most other

vegetable oils. Bleaching conditions and the bleaching agent employed may

influence the bleaching efficiency. Increase in bleaching temperature was found

to increase bleaching efficiency until a maximum was reached and then decreased

(85). Agitation speed also affect the result of bleaching; 40 rpm (86) or 50�100 rpm

(85) was found to be the optimal condition. The higher the ratio of adsorbent/edible

oil, the higher is the bleaching ability of adsorbent (87). Recently, activated rice

hull ash was investigated as the bleaching agent of sesame oil (88, 89). Rice hull

ashed at 500�C for 30 min followed by activation with 6N H2SO4 at 30�C for 60

min was found to possess the maximum bleaching efficiency (88). Using this acid-

activated rice hull ash as bleaching agent, sesame oil could be successfully bleached

at 120�C with an agitation speed of 80 rpm employing 25 mg of rice hull ash per

gram of sesame oil (89).

Bleaching removes most pigments, and the bleached oil is light in color. In order

to produce a bland oil suitable for salad dressing, the bleached sesame oil is further

deodorized. Deodorization is conducted in vacuum with steam at 200�250�C as

most other vegetable oils.

6.5. Changes of Lignans During Processing

The two major lignans, sesamin and sesamolin, present in sesame seed are reported

to be responsible for many unique chemical and physiological properties of sesame

seed oil (39). Sesamin and sesamolin, however, do not have antioxidative activity in

themselves because of a lack of phenolic groups (90). The high oxidative stability

of sesame oil came mainly from the transformation products of these sesame lig-

nans. Sesamol, which possesses antioxidative activity and is usually present in trace

amount in the oil of raw sesame seed, may be released from sesamolin during the

roasting process of sesame seed prior to pressing for oil (46). Sesamol could also be

formed from the hydrolysis of sesamolin after heating at frying temperature for 1–2

hours (47). During sesame oil refining, the antioxidative sesaminol was formed in

high concentration from sesamolin under the acidic anhydrous condition of bleach-

ing (acid clay are used for bleaching) as reported by Fukuda et al. (41).

Sesamolin is first decomposed to sesamol by protonolysis to form an oxonium

ion, and then the carbon-carbon bond is formed; thus, it is hypothesized that sesa-

minol is formed from sesamolin by intermolecular group transformation (91). The

conversion of sesamolin to sesamol and sesaminol is illustrated in Figure 10. Both

sesamol and sesaminol are strong antioxidants; they contribute to the superior

oxidative stability of refined or roasted sesame oil.

Sesamol is unstable to heat and is completely destroyed when the roasted sesame

oil is heated at the deep frying temperature of 180�C for 4 hours. Sesaminol,

PROCESSING 561

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however, is more heat stable. The retention of sesaminol in the roasted sesame oil

after heating at 180�C for 6 hours was 40.5% (52).

The other sesame lignan, sesamin, will undergo epimerization upon heating

with acid (92). A marked change in the sesamin content of sesame oil was observed

after bleaching and deodorization. The decrease in sesamin was accompanied by

the formation of epi-sesamin. The deodorization process of oil refining will also

destroy the thermally liable lignan sesamol. Sesamol produced from sesamolin dur-

ing the bleaching step was lost in the next deodorization step (93). Only trace

amounts (<20 ppm) of sesamol were found in the commercially deodorized sesame

oil (41).

The changes in the contents of sesame lignans during industrial refining of

unroasted sesame oil, which included alkaline treatment, warm water washing,

bleaching with acid clay, and deodorization, are listed in Table 11. These data

clearly revealed that the significant changes in the sesame lignans contents

occurred at the bleaching step. There were epimerization of sesamin (41%),

disappearance of sesamolin, and formation of sesamol, sesaminol, epi-sesaminol,

and a minor amount of sesamol dimer. It was also evident that the contents of

TABLE 11. Contents of Sesame Lignans and Tocopherol in Unroasted Sesame Oil

During Industrial Refining Process (mg/100-g Oil).a

Sesamol Sesaminol

Refining Stage Sesamin Epi-Sesamin Sesamolin (Sesamol Dimer) (Epi-Sesaminol) g-Tocopherol

Crude sesame oil 813.3 0 510.0 4.3 0 33.5

(0) (0)

Alkaline-refining 730.6 0 458.0 2.5 0 23.4

(0) (0)

Warm water 677.8 0 424.8 0.7 0 22.6

washing (0) (0)

Bleaching 375.5 277.6 0 46.3 33.9 21.8

(trace) (48.0)

Deodorizing 258.3 192.6 0 1.7 28.4 18.4

(trace) (34.4)

aData adapted from (41).

O

O

OO

O

O

O

O

O

OO

OO

OH

Sesamolin Sesamol Sesaminol

H

O

O

OO

OO

OH

Oxonium ion

Protonolysis

Figure 10. Conversion of sesamolin to sesamol and sesaminol.

562 SESAME OIL

Page 27: Sesame Oil Composition

TABLE 12. Effect of Processing Method on the Retention of Sesamin and Sesamolin in Sesame Oil (mg/100-g Oil).a

Sesamin Sesamolin

———————————————————————— —————————————————————————–

Coated Seed Dehulled Seed Coated Seed Dehulled Seed

———————————— ————————————— ——————————— ————————————

Processing Method Fresh Storedb Fresh Storedb Fresh Storedb Fresh Storedb

Raw seed 649 � 20d,x 584 � 15d,y 610 � 21d,x 461 � 16d,y 183 � 7d,x 123 � 6d,y 168 � 5d,x 117 � 5d,y

Roasting 576 � 14e,x 436 � 10g,y 489 � 15f,x 315 � 14f,y 146 � 5e,x 73 � 2f,y 119 � 3f,x 55 � 1g,y

Steaming 601 � 18e,x 514 � 14e,y 531 � 16e,f,x 325 � 13f,y 129 � 5f,x 88 � 4e,y 108 � 4g,x 52 � 1g,y

Roasting plus steaming 583 � 15e,x 506 � 13e,f,y 555 � 18e,x 411 � 15e,y 146 � 6e,x 115 � 7d,y 139 � 4e,x 106 � 3e,y

Microwaving 590 � 17e,x 475 � 12f,y 520 � 12e,f,x 422 � 16e,y 123 � 3f,x 71 � 3f,y 129 � 2e,f,x 75 � 2f,y

aData adapted from (94).bThe extracted oil was stored at 65�C for 35 days.cResults are mean values of three determinations � SD. Values in each column with different superscripts (d-g ) are significantly ðp < 0:05Þ different from one another. Values

of fresh and stored oil with different superscripts (x and y ) are significantly ðp < 0:05Þ different from each other.

Page 28: Sesame Oil Composition

sesaminol and its epimer did not decrease by deodorization as much as sesamol. In

refined unroasted sesame oil, sesaminol, epi-sesaminol, and g-tocopherol are thus the

antioxidative substances responsible for its excellent oxidative stability (41).

Shahidi et al. (94) investigated the effect of different processing methods, in-

cluding roasting (200�C for 20 min), steaming (100�C for 20 min), roasting

(200�C for 15 min) plus steaming (100�C for 7 min), and microwaving

(2450 MHz for 15 min) on the endogenous antioxidants in the resultant sesame

oil and upon storage. Sesamin content in oil was well retained (nearly 90%) in

oil from coated seed immediately after processing, but the decrease was more

pronounced (nearly 50%) in oil from dehulled seed especially after the oil was

stored (65�C for 35 days). The roasting process resulted in the highest loss of

sesamin. The corresponding changes in sesamolin contents were more drastic

than sesamin (Table 12).

The changes of sesame lignans during processing is summarized in Figure 11.

Recently, Asakura et al. (95) have prepared the ortho methylene-bridged and

direct-link oligomers from sesamol. The structures are shown in Figure 7. The

methylene-bridged oligomers showed much stronger antioxidant activities on

the autoxidation of lard than the sesamol monomer because of a greater average

number of hydroxyl groups per sesamol unit. The direct-linked oligomers prepared

in acidic conditions were better antioxidants for lard than the sesamol monomer,

whereas oligomers prepared under neutral and alkaline conditions did not improve

the antioxidant effect of sesamol.

7. NUTRITIONAL CHARACTERISTICS

7.1. Effect on Polyunsaturated Fatty Acid Metabolism

Linoleic acid and a-linolenic acid are essential fatty acids and are the important

fatty acids involved in the metabolic pathway of prostaglandin synthesis.

Epi-sesamin Sesamin Epi-sesamin

Sesamol Sesamolin Sesamol Sesamol dimer

bleaching Sesaminol

Sesamol dimer

decomposition Samin and sesamol

Sesamoldimmer quinone

Roasted Sesame Oil Sesame Seed Refined Sesame Oil

roasting deodorizaiton

heating deodorizaiton roasting

[o]

[o]

(heat stable)

(heat unstable)

Figure 11. Changes of sesame lignan during processing.

564 SESAME OIL

Page 29: Sesame Oil Composition

Converting linoleic acid to g-linolenic acid and dihomo-g-linolenic acid (DGLA) is

catalyzed by �6-desaturase, whereas �5-desaturase catalyzes the transformation of

DGLA to arachidonic acid. Shimizu et al. (96) reported that sesame oil could cause

an accumulation of DGLA acid in the cell. Sesamin was discovered to be the active

component in sesame oil; it can inhibit the activity of �5-desatursase (97). When

rats were fed sesamin, there was an accumulation of DGLA in liver phospholipids

and the ratio of DGLA to arachidonic acid increased. Arachidonic acid is the

precursor of eicosanoids such as 2 series’ prostaglandin and 4 series’ leukotriene.

Consequently, sesamin tended to reduce the production of eicosanoids from

arachidonic acid (98), and the plasma concentration of PGE2 was decreased (99).

Fujiyama-Fujiwara et al. (100) also reported that sesame lignans (sesamin and epi-

sesamin) inhibited �5 desaturation from DGLA ðn-6Þ to arachidonic acid ðn-6Þ, but

not from 20 : 4ðn-3Þ to eicosapentaenoic acid (EPA, n-3) in cultured rat hepatocytes,

and Umeda-Sawada et al. (101) confirmed this finding in vivo and also found that

dietary sesame lignans decreased arachidonic acid content and increased n-6/n-3

ratio. Umeda-Sawada et al. (102) further examined the effect of dietary sesame lig-

nans on hepatic metabolism and n-6/n-3 ratio of essential fatty acids in rats; they

concluded that sesame lignans could inhibit extreme changes of n-6/n-3 ratio and

function to bring it close to the appropriate n-6/n-3 ratio. Epidemiological and clin-

ical studies have shown that the plasma n-6/n-3 ratio is associated with the preva-

lence of thrombosis (99, 103). Therefore, sesame lignans would be beneficial to the

prevention of thrombosis.

7.2. Hypocholesterolemic Effect of Sesame Lignans

Sesame oil was reported to lower the absorption of fatty acid and cholesterol in

lymph by 50% when rats were fed diet containing 24% sesame oil as compared

with control diet containing no sesame oil (104). As the lymphatic system is the

major route for the transport of absorbed fatty acids and cholesterol, serum and liver

cholesterol levels were significantly reduced, especially LDL-cholesterol (105).

Crude lignan fraction separated from sesame oil was found to have a weak but signi-

ficant hypocholesterolemic activity (98). The cholesterol-lowering activity depen-

ded on the dietary level of the lignans. With purified sesame lignan (sesamin),

the hypocholesterolemic effect was clearly demonstrated (106). As shown in

Table 13, sesamin (0.5%) significantly reduced the serum cholesterol in rats fed

a cholesterol-enriched diet (Exp. I) or a commercial chow diet (Exp. II). Sesamin

lowered intestinal absorption of cholesterol by precipitating cholesterol from the

bile acid micelles, and thus the serum cholesterol level is reduced. Table 13 also

shows that liver cholesterol concentration was also significantly lowered when

rats were fed a sesamin-containing diet because of the reduction in the activity

of liver microsomal 3-hydroxy-3-methylglutaryl coenzyme A reductase (HMG-

CoA reductase), the key enzyme in the cholesterol synthesis pathway of liver. Sesa-

min thus possess a unique function in that it can simultaneously inhibit cholesterol

synthesis and absorption. It is, therefore, a potential hypocholesterolemic agent of

natural origin.

NUTRITIONAL CHARACTERISTICS 565

Page 30: Sesame Oil Composition

The hypocholesterolemic effect of sesamin could be enhanced by a-tocopherol

(107). Data shown in Table 14 clearly indicated that rats fed sesamin together with

tocopherol (1%), the serum cholesterol-lowering effect of sesamin, could be

demonstrated at a much lower level (0.05%). This synergistic effect was found to

be related to both the levels of sesamin and cholesterol in the diet. The combination

of a-tocopherol with sesamin has a practical value for the treatment of hyper-

cholesterolemia. The cholesterol-lowering effect of sesamin has also been demon-

strated in humans with dietary supplementation of sesamin at 64.8-mg/day

level (108).

With regard to the mechanism underlying the hypocholesterolemic effect of

dietary sesamin, Hirose et al. (109) demonstrated in rats that it increased fecal

TABLE 14. Combined Effects of Sesamin and a-Tocopherol

on Serum Cholesterol Levels of Rats.1,2

Group Serum Cholesterol (mg/dl)

Cholesterol diet 490 � 94a

Diet þ 1.0% tocopherol 460 � 70a

Diet þ 0.05% sesamin 437 � 76a

Diet þ 0.05% sesamin þ 1.0% tocopherol 244 � 23b,c

Diet þ 0.2% sesamin 371 � 28a,c

Diet þ 0.2% sesamin þ 0.2% tocopherol 243 � 5c

Diet þ 0.2% sesamin þ 1.0% tocopherol 149 � 9c

1Data adapted from (107).2Values are means � SE (n ¼ 6 � 9). Values with different letters are signi-

ficantly different in each experiment ðp < 0:05Þ. Male Wistar rats were fed

experimental diets for 4 weeks.

TABLE 13. Effect of Sesamin on the Concentrations of Serum Cholesterol, Liver

Cholesterol, and the Liver Enzyme Activity.1,2

Serum Cholesterol Liver Cholesterol Liver HMG-CoA Reductase

————————— ——————— ————————————

Diet (mg/dl) (mg/g liver) (pmol/min/mg protein)

Exp. I

Purified diet 108 � 4a 2.54 � 0.13a 203 � 12a

Diet þ sesamin (0.5%) 110 � 5a 1.95 � 0.06b 151 � 11b

Diet þ cholesterol (0.5%) 136 � 8b 20.8 � 2.2c 51.6 � 2.0c

Diet þ cholesterol (0.5%) 102 � 5a 9.13 � 1.02d 29.0 � 2.4d

and sesamin (0.5%)

Exp. II

Commercial chow 69.1 � 5.2a 2.86 � 0.19a 269 � 27a

Chow þ sesamin(0.5%) 55.5 � 3.0b 1.82 � 0.04b 172 � 13b

1Data adapted from (106).2Values are means � SEM (n ¼ 6 � 8). Values with different letters are significantly different in each

experiment ðp < 0:05Þ. Male Wistar rats were fed experimental diets for 4 weeks.

566 SESAME OIL

Page 31: Sesame Oil Composition

cholesterol excretion and reduced the hepatic activity of HMG-CoA reductase. In

addition, Ashakumary et al. (110) examined the effect of sesame lignan (a 1 : 1

mixture of sesamin and episesamin) on hepatic fatty acid oxidation in rats. They

concluded that sesame lignan greatly increased the activity and gene expression

of hepatic fatty acid oxidation enzymes and thus increased the rate of fatty acid

b-oxidation through the activation of peroxisome proliferator activated receptor

(PPAR)a. Sesame lignan was also demonstrated to decrease the hepatic fatty acid

synthesis in rats by decreasing the activity and gene expression of many hepatic

enzymes involved in fatty acid synthesis (111) because sesame lignan contains

both sesamin and episesamin. The effect of each component was examined by

Kushiro et al. (112). They found that episesamin caused a larger magnitude of

increase in the activity and gene expression of enzymes in fatty acid oxidation

than sesamin. Sesamin and episesamin showed no difference, however, in lowering

the activity and gene expression of hepatic lipogenic enzymes.

7.3. Effect on Vitamin E

Sesame seed has long been regarded as a health food for longevity. Namiki et al.

(113–115) examined the effect of sesame seed in aging by using a senescence-

accelerated mouse, and they have found that the advancement of senescence was

suppressed by long-term feeding of sesame seed. Vitamin E is recognized as a

food component that may exert an anti-aging effect (116). Sesame seed, however,

contains mainly g-tocopherol whose Vitamin E activity is only 6–16% that of

a-tocopherol (117, 118), although it exhibits a stronger antioxidative activity in

vitro than a-tocopherol (119, 120). The effects of sesame seed and sesame lignans

on Vitamin E activity were, therefore, studied extensively to elucidate if sesame is a

good source of Vitamin E.

Yamashita et al. (121) first reported that sesame seed and its lignans could raise

the bioactivity of g-tocopherol to almost the same level as a-tocopherol in rats.

Later, they reported that sesame seed lignans could also act synergistically with

a-tocopherol to enhance its Vitamin E activity in rats fed a low a-tocopherol diet

(122). Kamal-Eldin et al. (123) showed that feeding rats with sesamin, a lignan

from sesame oil, increased g-tocopherol and g-/a-tocopherol ratio in the plasma,

liver, and lung. Sesamin appears to enhance the bioavailabity of g-tocopherol in

rat plasma and tissues, and this effect persists in the presence of a-tocopherol. Diet-

ary sesame seed can also elevate the tocotrienol concentration in the adipose tissue

and skin of rats fed tocotrienol-rich diet (124). The effect of sesame lignans on the

levels of tocopherols was also demonstrated in humans. In a study with 40 healthy

Swedish women (mean age 26), serum g-tocopherol concentrations were raised sig-

nificantly after consuming a diet that contained 22.5 g/day of sesame oil (125).

Coonery et al. (126) gave muffins containing equivalent amounts of g-tocopherol

from sesame seeds, walnuts, or soy oil to nine volunteers; they observed that con-

sumption of as little as 5 mg of g-tocopherol per day over a 3-day period from

sesame seeds but not from walnuts nor soy oil significantly elevated serum g-toco-

pherol levels in the volunteers.

NUTRITIONAL CHARACTERISTICS 567

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7.4. Effect on Blood Pressure

Sesamin, the most abundant lignan present in sesame seed and sesame oil, was

demonstrated to suppress the development of hypertension in rats induced by

deoxycorticosterone acetate (DOCA) and salt (127). Dietary sesamin was also

reported to effectively prevent the elevation of blood pressure and cardiac hypertro-

phy in two-kidney, one-clip (2k, 1c) renal hypertensive rats (128). In the stroke-

prone spontaneously hypertensive rats (SHRSP), sesamin feeding was much

more effective as an anti-hypertensive regimen in salt-loaded SHRSP (with 1%

salt in drinking water) than in unloaded SHRSP (129).

7.5. Antioxidative Effect in Biological System

In the development of atherosclerosis, oxidative modification of low-density lipo-

protein (LDL) is the critical step and is therefore a target for interventions aimed at

slowing down the progression of atherogenesis (130). Antioxidants such as Vitamin E,

probucol, and N,N0-diphenylphenylenediamine (DPPD) were suggested to prevent

the oxidation of LDL (131–133). Sesame oil is highly resistant to oxidative dete-

rioration because of the presence of endogenous antioxidants such as sesaminol,

sesamolinol, pinoresinol, and P1. Sesaminol exerted a strong inhibitory effect on

the 2,20-azobis (2,4-dimethylvaleronitrile) (AMVN)-induced peroxidation of LDL

by acting as a chain breaker in the lipid peroxidation cascade in vitro (134). In inhi-

biting either Cu2þ-induced or 2,20-azobis (2-amidinopropane) dihydrochloride

(AADH)-induced lipid peroxidation in LDL, sesaminol was found to be more effec-

tive than a-tocopherol and probucol. Sesaminol was also the strongest antioxidant

among the sesame lignans (sesamolinol, pinoresinol, and P1) for protecting LDL

from oxidative modification (135). The reason for the strong antioxidative effect

of sesaminol is possibly because of its highly lipophilic nature that makes it act

within the LDL particle to exert a sparing effect on tocopherol (122, 123).

The in vivo antioxidative activity of sesame lignan was examined in an animal

model (136). When SD rats were fed a diet containing 1% sesamolin, the lipid per-

oxidation activity (measured as 2-thiobarbituric acid reactive substances, TBARS)

in the liver and kidney was significantly lowered. The amount of 8-hydroxy-20-deoxyguanosine, a DNA base-modified product generated by reactive oxygen spe-

cies and a good marker for oxidative damage (137), was also significantly lower in

the sesamolin-fed rats. Sesamolin is one of the major sesame lignans present in the

oil fraction of sesame; however, it does not possess any appreciable in vitro anti-

oxidant activity (138). The significant in vivo antioxidative activity of sesamolin

came from its metabolites, sesamol and sesamolinol, when sesamolin was supple-

mented in rats diet (136). Feeding rats with a diet containing 40% of dietary energy

as either sesame, soybean, olive, or canola oils for 7 weeks, sesame oil was shown

to be the most effective one in lowering lipid peroxidation (139). Sesame seeds rich

in sesame lignans, sesamin and sesamolin, could lower the activities of enzymes

involved in fatty acid synthesis, and thus the serum triacylglycerol levels were

lower in rats fed diets high in sesame lignans (140).

568 SESAME OIL

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Sesame seeds contain two types of lignans, the oil-soluble lignans such as sesa-

min and sesamolin and the water-soluble lignan glycosides including pinoresinol

glucosides (141) and sesaminol glucosides (142). Both of the glucosides were lower

in peroxyl radical scavenging activity than their corresponding aglycones because

of the lack of phenolic group. Using hypercholesterolimic rabbit as the animal

model, Kang et al. (143) were able to demonstrate that dietary defatted sesame flour

(containing 1% sesaminol glucoside ) could decrease the peroxidation in liver and

serum. Sesaminol, the principal metabolite of sesaminol glucoside and the active

antioxidant, was found in abundant quantities in the serum and liver of rabbit

(143). In an insulin-resistance animal model, rats were fed with high fructose

diet in order to develop insulin-resistance, which was accompanied by a high oxi-

dative stress status (144). When the insulin-resistant rats were given 1.0 g/kgBW of

crude lignan glycosides, liver TBARS were significantly lowered and the insulin

sensitivity was improved, indicating an alleviation of oxidative stress (145).

7.6. Effect on Cancer

Antioxidants are well recognized to play an important role in the defense against

oxidative stress, which may cause damage to membrane, nucleic acid, and protein

resulting in circulatory ailments, senility, mutation, and cancer (146). As sesame

lignans possess antioxidative ability, their effect on the model systems for in vivo

peroxidation, such as the peroxidation of ghost membranes of rabbit erythrocyte

and the peroxidation of rat liver microsome, were investigated (147). Sesame

lignans were found to suppress lipid peroxidation equal to or stronger than toco-

pherol in these systems. One of the sesame lignan, sesaminol, was observed to

be as strongly suppressive as tocopherol in mutagenicity of E. Coli WP2s induced

by peroxidation of membrane lipid of erythrocytes (147).

As mentioned earlier that sesame lignans, especially sesamin and epi-sesamin,

could influence the metabolism of polyunsaturated fatty acid and the production of

prostaglandins. As prostaglandin is one of the most influential factors for mammary

carcinogenesis, Hirose et al. (99) studied the effect of sesamin on dimethylbenz-

anthracene (DMBA)-induced mammary cancer. Their results showed that sesamin

at a dietary level of 0.2% considerably reduced the cumulative number and

mean number of mammary cancer; the effectiveness of sesamin was similar to a-

tocopherol.

The anti-tumor promotion activity of topically and orally admistered sesame

components was tested in ICR mice using a two-stage skin tumorigenesis model

(148). Skin tumor was initiated with 7,12-dimethylbenz [a]-anthracene (DMBA)

and promoted with 12-o-tetra-decanoylphorbol-13-acetate (TPA). The sesame com-

ponents applied topically after TPA treatment were able to delay the formation of

papilloma remarkably. It was suggested that sesame components had radical

scavenging ability toward the reactive oxygen species or peroxidized molecules

generated by TPA. Therefore, the inhibition of tumorigenesis by sesame compo-

nents was the result of metabolic inactivation. When sesame components were

admistered orally, the formation of skin papilloma was also inhibited effectively,

NUTRITIONAL CHARACTERISTICS 569

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indicating that the sesame components could be absorbed and remained active even

after passing through digestive organs (149).

Sesamin, however, did not significantly reduce the number of N-nitrosobis-

(2-oxopropyl)-amine(DOP)-induced pancreatic cancer in hamsters (150). It was

noticed that 2% sesamol in the diet exerts forestomach carcinogenic activity in

rats and mice (151). Fortunately, human beings do not have a forestomach and daily

ingestion of sesamol is much lower than 2%.

7.7. Effect on Liver Function

Sesamin fed to rats at a level above 0.5% caused a temporary liver enlargement

because of an increase in liver phospholipids; no specific histological changes

were observed, and the activities of serum GOT and GPT remained unchanged

(99, 106). It was suggested that sesamin could act as a stimulus to the liver function,

particularly in the endoplasmic reticula. When mice were exposed to a high concen-

tration of carbon tetrachloride or continuously inhaled ethanol to cause liver

damage, sesamin was able to improve the liver function (152). Furthermore, rats

previously given sesamin were found to reduce their plasma ethanol levels more

rapidly than the control rats. This effect of sesamin on alcohol metabolism was

studied in human trials. Male adults given sesamin (100 mg/day for 7 days) were

found to have a significantly faster rate of ethanol reduction in their blood (153).

The effect of dietary sesamin and sesaminol on the ethanol-induced modulation

of immune indices related to food allergy has also been studied. Although chronic

ethanol drinking would increase the plasma IgA, IgM, and IgG concentrations,

0.2% sesamin in the diet could suppress this increase of IgA and IgM, whereas

sesaminol was not effective. In addition, the increase in relative liver weight

because of ethanol consumption was alleviated by dietary supplementation of

sesamin but not by sesaminol (154).

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