Configurations of polyunsaturated sesterterpenoids from the diatom, Haslea ostrearia

被引：12
作者：
Johns, L
Belt, S
Lewis, CA
Rowland, S
Massé, G
Robert, JM
König, WA
机构：
[1] Univ Plymouth, Dept Environm Sci, Petr & Environm Geochem Grp, Plymouth PL4 8AA, Devon, England
[2] Univ Nantes, Fac Sci & Tech, ISO Mer, F-44072 Nantes 3, France
[3] Univ Hamburg, Inst Organ Chem, D-20146 Hamburg, Germany
来源：
PHYTOCHEMISTRY | 2000年 / 53卷 / 05期
基金：
英国自然环境研究理事会;
关键词：
Haslea ostrearia; Bacillariophyceae; microalgae; diatoms; isoprenoid alkenes; highly branched isoprenoids C-25 alkenes; configuration; stereochemistry;
D O I：
10.1016/S0031-9422(99)00571-3
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
The partial configurations of C-25 isoprenoid alkenes isolated from the diatom Haslea ostrearia Gaillon (Simonsen) have been established. A combination of NMR spectroscopy studies of the alkenes with chiral shift reagents in conjunction with soluble silver beta-diketonate complexes and enantioselective gas chromatography of oxidation products of the alkenes was used. Unexpected differences in highly branched isoprenoid isomer configurations were observed between different laboratory cultures of the alga. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：607 / 611
页数：5
相关论文
共 12 条
[1]   Structural characterisation of widespread polyunsaturated isoprenoid biomarkers: A C-25 triene, tetraene and pentaene from the diatom Haslea ostrearia Simonsen. [J].
Belt, ST ;
Cooke, DA ;
Robert, JM ;
Rowland, S .
TETRAHEDRON LETTERS, 1996, 37 (27) :4755-4758
[2]  
DANSON MJ, 1992, ARCHAEBACTERIA BIOCH, P212
[3]   Identification of a C25 highly branched isoprenoid (HBI) diene in Antarctic sediments, Antarctic sea-ice diatoms and cultured diatoms [J].
Johns, L ;
Wraige, EJ ;
Belt, ST ;
Lewis, CA ;
Massé, G ;
Robert, JM ;
Rowland, SJ .
ORGANIC GEOCHEMISTRY, 1999, 30 (11) :1471-1475
[4]   MODIFIED CYCLODEXTRINS - NOVEL, HIGHLY ENANTIOSELECTIVE STATIONARY PHASES FOR GAS-CHROMATOGRAPHY [J].
KONIG, WA ;
LUTZ, S ;
WENZ, G .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1988, 27 (07) :979-980
[5]   The terpenoid theory of the origin of cellular life: the evolution of terpenoids to cholesterol [J].
Ourisson, Guy ;
Nakatani, Yoichi .
CHEMISTRY & BIOLOGY, 1994, 1 (01) :11-23
[6]  
Risatti J.B., 1984, Org. Geochem, V6, P93, DOI DOI 10.1016/0146-6380(84)90030-5
[7]   IDENTIFICATION OF NOVEL WIDELY DISTRIBUTED SEDIMENTARY ACYCLIC SESTERTERPENOIDS [J].
ROBSON, JN ;
ROWLAND, SJ .
NATURE, 1986, 324 (6097) :561-563
[8]   THE WIDESPREAD OCCURRENCE OF HIGHLY BRANCHED ACYCLIC C-20, C-25 AND C-30 HYDROCARBONS IN RECENT SEDIMENTS AND BIOTA - A REVIEW [J].
ROWLAND, SJ ;
ROBSON, JN .
MARINE ENVIRONMENTAL RESEARCH, 1990, 30 (03) :191-216
[9]   C25 AND C30 HIGHLY BRANCHED ISOPRENOID ALKENES IN LABORATORY CULTURES OF 2 MARINE DIATOMS [J].
VOLKMAN, JK ;
BARRETT, SM ;
DUNSTAN, GA .
ORGANIC GEOCHEMISTRY, 1994, 21 (3-4) :407-413
[10]   NUCLEAR MAGNETIC-RESONANCE STUDIES OF TERPENES WITH CHIRAL AND ACHIRAL LANTHANIDE(III) SILVER(I) BINUCLEAR SHIFT-REAGENTS [J].
WENZEL, TJ ;
SIEVERS, RE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (02) :382-388
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