New 9-thiocyanatopupukeanane sesquiterpenes from the nudibranch Phyllidia varicosa and its sponge-prey Axinyssa aculeata

Yasman Yasman; Ru Angelie Edrada; Victor Wray; Peter Proksch; Ruangelie Edrada-Ebel

doi:10.1021/np030237j

New 9-thiocyanatopupukeanane sesquiterpenes from the nudibranch Phyllidia varicosa and its sponge-prey Axinyssa aculeata

Yasman Yasman, Ru Angelie Edrada, Victor Wray, Peter Proksch, Ruangelie Edrada-Ebel

Strathclyde Institute Of Pharmacy And Biomedical Sciences

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135 Citations (Scopus)

Abstract

Two new 9-thiocyanatopupukeanane sesquiterpene isomers were isolated as major metabolites from the MeOH extract of the sponge Axinyssa aculeata and from its nudibranch predator Phyllidia varicosa. The presence of the sesquiterpenes was monitored by GC-MS, and the structures were confirmed by both 1D and 2D NMR spectroscopy. The isolated sesquiterpenes were found to be toxic toward brine shrimp at LC(50) of 5 ppm. At a dose level of 20 microg, they were found to be weakly and moderately active against B. subtilis and C. albicans, respectively.

Original language	English
Pages (from-to)	1512-1514
Number of pages	3
Journal	Journal of Natural Products
Volume	66
Issue number	11
DOIs	https://doi.org/10.1021/np030237j
Publication status	Published - Nov 2003

Keywords

animals
Artemia
bacillus subtilis
candida albicans
escherichia coli
Indonesia
microbial sensitivity tests
molecular structure
mollusca
nuclear magnetic resonance
porifera
sesquiterpenes
staphylococcus aureus

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10.1021/np030237j

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title = "New 9-thiocyanatopupukeanane sesquiterpenes from the nudibranch Phyllidia varicosa and its sponge-prey Axinyssa aculeata",

abstract = "Two new 9-thiocyanatopupukeanane sesquiterpene isomers were isolated as major metabolites from the MeOH extract of the sponge Axinyssa aculeata and from its nudibranch predator Phyllidia varicosa. The presence of the sesquiterpenes was monitored by GC-MS, and the structures were confirmed by both 1D and 2D NMR spectroscopy. The isolated sesquiterpenes were found to be toxic toward brine shrimp at LC(50) of 5 ppm. At a dose level of 20 microg, they were found to be weakly and moderately active against B. subtilis and C. albicans, respectively.",

keywords = "animals, Artemia, bacillus subtilis, candida albicans, escherichia coli, Indonesia, microbial sensitivity tests, molecular structure, mollusca, nuclear magnetic resonance, porifera, sesquiterpenes, staphylococcus aureus",

author = "Yasman Yasman and Edrada, {Ru Angelie} and Victor Wray and Peter Proksch and Ruangelie Edrada-Ebel",

year = "2003",

month = nov,

doi = "10.1021/np030237j",

language = "English",

volume = "66",

pages = "1512--1514",

journal = "Journal of Natural Products",

issn = "0163-3864",

publisher = "American Chemical Society",

number = "11",

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TY - JOUR

T1 - New 9-thiocyanatopupukeanane sesquiterpenes from the nudibranch Phyllidia varicosa and its sponge-prey Axinyssa aculeata

AU - Yasman, Yasman

AU - Edrada, Ru Angelie

AU - Wray, Victor

AU - Proksch, Peter

AU - Edrada-Ebel, Ruangelie

PY - 2003/11

Y1 - 2003/11

N2 - Two new 9-thiocyanatopupukeanane sesquiterpene isomers were isolated as major metabolites from the MeOH extract of the sponge Axinyssa aculeata and from its nudibranch predator Phyllidia varicosa. The presence of the sesquiterpenes was monitored by GC-MS, and the structures were confirmed by both 1D and 2D NMR spectroscopy. The isolated sesquiterpenes were found to be toxic toward brine shrimp at LC(50) of 5 ppm. At a dose level of 20 microg, they were found to be weakly and moderately active against B. subtilis and C. albicans, respectively.

AB - Two new 9-thiocyanatopupukeanane sesquiterpene isomers were isolated as major metabolites from the MeOH extract of the sponge Axinyssa aculeata and from its nudibranch predator Phyllidia varicosa. The presence of the sesquiterpenes was monitored by GC-MS, and the structures were confirmed by both 1D and 2D NMR spectroscopy. The isolated sesquiterpenes were found to be toxic toward brine shrimp at LC(50) of 5 ppm. At a dose level of 20 microg, they were found to be weakly and moderately active against B. subtilis and C. albicans, respectively.

KW - animals

KW - Artemia

KW - bacillus subtilis

KW - candida albicans

KW - escherichia coli

KW - Indonesia

KW - microbial sensitivity tests

KW - molecular structure

KW - mollusca

KW - nuclear magnetic resonance

KW - porifera

KW - sesquiterpenes

KW - staphylococcus aureus

UR - http://www.aseanbiodiversity.info/Abstract/53004295.pdf

U2 - 10.1021/np030237j

DO - 10.1021/np030237j

M3 - Article

C2 - 14640531

SN - 0163-3864

VL - 66

SP - 1512

EP - 1514

JO - Journal of Natural Products

JF - Journal of Natural Products

IS - 11

ER -

New 9-thiocyanatopupukeanane sesquiterpenes from the nudibranch Phyllidia varicosa and its sponge-prey Axinyssa aculeata

Abstract

Keywords

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