(S)-13-HYDROXYGERANYLGERANIOL-DERIVED FURANODITERPENES FROM BIFURCARIA-BIFURCATA

被引：49

作者：

VALLS, R

PIOVETTI, L

BANAIGS, B

ARCHAVLIS, A

PELLEGRINI, M

机构：

[1] UNIV TOULON & VAR,RECH CHIM MARINE ORGANOMET LAB,F-83957 LA GARDE,FRANCE

[2] UNIV PERPIGNAN,ETUD METAB MARINS INTERET BIOL GRP,F-66860 PERPIGNAN,FRANCE

[3] UNIV AIX MARSEILLE 3,ENSSPICAM,F-13397 MARSEILLE,FRANCE

[4] UNIV AIX MARSEILLE 2,BIOL MARINE FONDAMENTALE & APPL LAB,F-13288 MARSEILLE 9,FRANCE

来源：

PHYTOCHEMISTRY | 1995年 / 39卷 / 01期

关键词：

BIFURCARIA BIFURCATA; CYSTOSEIRACEAE; BROWN ALGA; DITERPENES; (S)-13-HYDROXYGERANYLGERANIOL; FURANE; EPOXYLACTONE; ANTIMITOTIC; GEOGRAPHICAL VARIATION;

D O I：

10.1016/0031-9422(94)00849-O

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：

Two new diterpenes were isolated from a sample of the brown alga Bifurcaria bifurcata collected from Brittany on the Atlantic coast and their structures established by spectroscopic methods. The new diterpenes are derived from (S)-13-hydroxygeranylgeraniol by terminal cyclization and oxidation leading to a furan-3-yl ring or a beta,gamma-epoxy-gamma-lactone. One of them showed a cytotoxic effect to fertilized sea urchin eggs. The chemical shifts of the methyl groups and quaternary carbons in (S)-13-hydroxygeranylgeraniol have been revised to take account of the results obtained in a 2D NMR long-range C-H correlation experiment and the absolute configuration at C-13 determined for the first time. The geographical variation in the diterpenoid composition of B. bifurcata was also studied.

引用

页码：145 / 149

页数：5

共 17 条

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