Phytochemistry Vol. 100

Contents

PROTEIN BIOCHEMISTRY AND PROTEOMICS

Antibodies against CKI1RD, a receiver domain of the sensor histidine kinase in Arabidopsisthaliana: From antigen preparation to in planta immunolocalization

pp 6–15

Petra Borkovcová, Blanka Pekárová, Martina Válková, Radka Dopitová, Bretislav Brzobohaty,Lubomír Janda, Jan Hejátko*

Polyclonal antibodies raised against receiver domain of sensor histidine kinase CKI1 from Arabidopsis are ofsufficient specificity and sensitivity to recognize CKI1 protein in both bacterial and plant expression systems.

MOLECULAR GENETICS AND GENOMICS

OsAlba1, a dehydration-responsive nuclear protein of rice (Oryza sativa L. ssp. indica),participates in stress adaptation

pp 16–25

Jitendra Kumar Verma, Saurabh Gayali, Suchismita Dass, Amit Kumar, Shaista Parveen,Subhra Chakraborty, Niranjan Chakraborty*

Screening of the dehydration-responsive nuclear proteome of indica rice identified an Alba-family protein,designated OsAlba1, distantly related to the archaeal DNA/RNA-binding Alba protein. We describe, for the first time,the complete sequence of OsAlba1, its genomic organization, and possible function/s.

Identification and stress-induced expression of three 3b-hydroxysteroid dehydrogenasesfrom Erysimum crepidifolium Rchb. and their putative role in cardenolide biosynthesis

pp 26–33

Jennifer Munkert, Mona Ernst, Frieder Müller-Uri, Wolfgang Kreis*

Three individual cDNAs (EcHSD1, EcHSD2, EcHSD3) encoding functional 3b-hydroxysteroid dehydrogenases (3bHSD)were isolated from Erysimum crepidifolium leaves. Various forms of stress enhanced transcription of EcHSD2, EcHSD3but not EcHSD1.

Phytochemistry 100 (2014) 1–5

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Phytochemistry

journal homepage: www.elsevier .com/locate /phytochem

ECOLOGICAL BIOCHEMISTRY

Lipidomic profiling of snow algae by ESI-MS and silver-LC/APCI-MS pp 34–42

Tomáš Rezanka*, Linda Nedbalová, Lenka Procházková, Karel Sigler

The development is described of methods enabling a rapid determination of total lipids of algae by lipidomicanalysis and detailed identification and quantification of a complex mixture of natural TAGs by silver-LC/APCI-MSand NARP-LC/APCI-MS. This approach can readily identify, both qualitatively and semiquantitatively, triacylgly-cerols containing 16:3 and 16:4 acids in the molecule. We conclude that the genus Chloromonas is a major producerof C16 PUFAs mostly contained in TAGs. Since more detailed studies in this field have been stymied by the shortageof 16:3 and 16:4 FAs, we decided to study the alga Chloromonas as a potential biotechnological source of C16 PUFAs.

Characterization and heterologous expression of a PR-1 protein from traps of thecarnivorous plant Nepenthes mirabilis

pp 43–50

Franziska Buch, Yannick Pauchet, Matthias Rott, Axel Mithöfer*

Carnivorous Nepenthes plants catch prey or additional nutrients. The digestive fluid contains hydrolytic enzymes aswell as defensive proteins such as PR-1 protein to suppress microbial growth.

Floral scent emitted by white and coloured morphs in orchids pp 51–59

L. Dormont*, R. Delle-Vedove, J.-M. Bessière, B. Schatz

Floral volatiles emitted by white- and coloured-flowered morphs of Orchis mascula, Orchis simia, and Anacamptiscoriophora fragrans were not different between white and coloured morphs, except for O. simia.

Accumulation and tolerance of lead in two contrasting ecotypes of Dianthuscarthusianorum

pp 60–65

Małgorzata Wójcik*, Anna Tukiendorf

Growth parameters, Pb accumulation as well as thiol peptide and organic acid concentrations weredetermined in metalliferous (M) and nonmetalliferous (NM) ecotypes of Dianthus carthusianorumcultivated hydroponically in the presence of Pb.

2 Contents / Phytochemistry 100 (2014) 1–5

Attraction of pea moth Cydia nigricana to pea flower volatiles pp 66–75

Gunda Thöming*, Geir K. Knudsen

Wind tunnel and field experiments identified four synthetic pea flower volatiles as important attractants of peamoth, Cydia nigricana.

CHEMOTAXONOMY

Terpenoid indole alkaloids from Mappianthus iodoides Hand.-Mazz. pp 76–85

Hai-Jian Cong, Qing Zhao, Shu-Wei Zhang, Jiao-Jiao Wei, Wen-Qiong Wang, Li-Jiang Xuan*

NH

N

O

COOHO

OGlc

O HH

H

NH

N+

O

COO-

HO

H

H

NH

N

O

COOH

H

HHOOC

H

HO

NH

N

O

COOH

GlcO O

HH

H

NH

N

COOH

H3COOC

OHH

HO

NH

N

O

COOHO

OGlc

O HH

HTen terpenoid indole alkaloids were isolated from stems of Mappianthus iodoides Hand.-Mazz. Their structureswere elucidated by spectroscopic analyses including 1D, 2D NMR and MS methods. Absolute configurationsof two of these were assigned from their CD spectra.

BIOACTIVE PRODUCTS

Hymenosetin, a 3-decalinoyltetramic acid antibiotic from cultures of the ash diebackpathogen, Hymenoscyphus pseudoalbidus

pp 86–91

Sandra Halecker, Frank Surup, Eric Kuhnert, Kathrin I. Mohr, Nelson L. Brock,Jeroen S. Dickschat, Corina Junker, Barbara Schulz, Marc Stadler*

A tetramic acid antibiotic with strong activities against MRSA was isolated from virulent strain of the importantphytopathogenic fungus, Hymenoscyphus pseudoalbidus.

Acylated glucosinolates with diverse acyl groups investigated by high resolution massspectrometry and infrared multiphoton dissociation

pp 92–102

Giuliana Bianco, Niels Agerbirk, Ilario Losito, Tommaso R.I. Cataldi*

Acylated glucosinolates of Barbarea vulgaris seeds were investigated by electrospray ionization withFourier-transform ion cyclotron resonance mass spectrometry and infrared multiphoton dissociation.

Contents / Phytochemistry 100 (2014) 1–5 3

An antibacterial metabolite from Lasiodiplodia pseudotheobromae F2 pp 103–109

Wei Wei, Nan Jiang, Ya Ning Mei, Yan Liang Chu, Hui Ming Ge, Yong Chun Song, Seik Weng Ng,Ren Xiang Tan*

Sulfureous diketopiperazines, designated as lasiodiplines A–F (1–6), were isolated from a culture of Lasiodiplodiapseudotheobromae F2. Lasiodipline E (5) was demonstrated to be antibacterial against the clinical strains examined.Compounds 4 and 6 exemplify two unusual architectures of natural cyclodipeptides, signifying the uniquebiochemical characteristics of the producing fungus.

CHEMISTRY

Caspicaosides E–K, triterpenoid saponins and cytotoxic acylated saponins from fruits ofGleditsia caspica Desf.

pp 110–119

F.R. Melek*, I.A.A. Kassem, Toshio Miyase, Walid Fayad

CH3

CH3

O

OH6

2

34

57

8

10

9

MT

H

H

H

O

O

O

OH

OHO

OH

O

OHO

OH

OHOH

OH

O

OO

OHOH

CH3

O

OHO

OHOH

OH

O

O

O

OHOH

O

O

OHOCH3

OH

R

OR2

R3O

1

34

5

6

7

810

9

11

1213

15

1416

1718

19

20

21

24 23

25 26

27Glc

Glc

Xyl'

Xyl''Rha'

'

Xyl Rha

13

51

3

5

13

5

30 29

1

5

3

1

3

5

13

5

1

5

3

15

3

Ara

1

CH2OH

CH3

O

O

HH

6 '

MT '

2 '

3 '

4 '

5 '7 '

8 '

10 '

9 '

R1 R2 R3

1 H MT MT2 OH MT MT’

Seven triterpenoid saponins named caspicaosides E–K were isolated from the fruits of Gleditsia caspica Desf. Theirstructures were determined by 1D and 2D NMR spectroscopy as well as HR-MS and acid hydrolysis.

Cytotoxic dinorditerpenoids from Drypetes perreticulata pp 120–125

Ying-Zi Ge, Hua Zhang, Hong-Chun Liu, Lei Dong, Jian Ding, Jian-Min Yue*

OHHO

O OOR

OHHO

O OOR

1 R = Me2 R = H

3 R = Me4 R = H

1

35 7

10

1819

201712

914

Four dinorditerpenoids (1–4) and eight known triterpenoids were isolated from the twigs and leaves of Drypetesperreticulata. Cytotoxic and antimicrobial activities were evaluated. The structure–activity relationship of thecytotoxic compounds was briefly discussed.

Iteamine, the first alkaloid isolated from Itea virginica L. inflorescence pp 126–131

Benjamin J. Ayers*, Jacqueline Hollinshead, Alexander W. Saville, Shinpei Nakagawa,Isao Adachi, Atsushi Kato, Ken Izumori, Barbara Bartholomew, George W.J. Fleet,Robert J. Nash*

Iteamine, o-aminobenzyl b-DD-glucopyranoside, is the first alkaloid isolated from Itea, the only plant source of therare sugar DD-psicose in development as a zero calorie food.

4 Contents / Phytochemistry 100 (2014) 1–5

Novel chemical constituents with anti-inflammatory activity from the leaves of Sesbaniaaculeata

pp 132–140

Shelly Sharma, Sunil K. Chattopadhyay*, Monika Singh, Dnyaneshwar U. Bawankule,Satyanshu Kumar

Three phyto-constituents were isolated and identified to be ceramide, cerebroside and triterpene glycoside from theaerial parts of Sesbania aculeata with moderate anti-inflammatory activity.

Balsacones D-I, dihydrocinnamoyl flavans from Populus balsamifera buds pp 141–149

François Simard, Jean Legault, Serge Lavoie, André Pichette*

Twelve flavan derivatives, consisting of six pairs of enantiomers, were isolated and characterized and theirantibacterial activity evaluated.

Triterpenoid saponins from Polycarpaea corymbosa Lamk. var. eriantha Hochst pp 150–155

Mahenina Jaovita Manase, Anne-Claire Mitaine-Offer, Tomofumi Miyamoto, Chiaki Tanaka,Stéphanie Delemasure, Patrick Dutartre, Marie-Aleth Lacaille-Dubois*

O

ROOH

1

3 5

25 26

27

30 29

24 23

1613

1 ROOH

1

3 5

25 26

27

30 29

24 23

16

2

OH

ROR1

1

3 5

25 26

27

30 29

24 23

1613

3−

OH

22

R2

Xyl-(1 2)-Glc II-(1 4)-[Glc I-(1 2)]-AraR =

18

5Four and one know triterpenoid saponins (1–5) were isolated from Polycarpaea corymbosa Lamk. var. erianthaHochst. 16a,22a-diacetyl-camilliagenin A was not previously described. Two aglycones were reported for the firsttime in saponins of the Caryophyllaceae family. Their cytotoxicity was also evaluated and the 13,28-epoxyoleanane-type saponin exhibited a significant activity.

OTHER CONTENTS

Announcement for the Phytochemical Society of Europe (PSE) p I

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Abstracted/indexed in: Current Awareness in Biological Sciences (CABS), Curr Cont ASCA. Chem. Abstr. BIOSIS Data, PASCAL-CNRS Data,CAB Inter, Cam Sci Abstr, Curr Cont/Agri Bio Env Sci, Curr Cont/Life Sci, Curr Cont Sci Cit Ind, Curr Cont SCISEARCH Data, Bio Agri Ind. Alsocovered in the abstract and citation database Scopus�. Full text available on ScienceDirect�.

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Contents / Phytochemistry 100 (2014) 1–5 5