ISOLATION AND STRUCTURE ELUCIDATION OF TSUGICOLINES A-D NOVEL PROTOILLUDANE SESQUITERPENES FROM LAURILIA-TSUGICOLA

被引：40

作者：

ARNONE, A ^{[1
]}

BRAMBILLA, U ^{[1
]}

NASINI, G ^{[1
]}

DEPAVA, OV ^{[1
]}

机构：

[1] POLITECN MILAN,CNR,CTR SOSTANZE ORGAN NAT,DIPARTIMENTO CHIM POLITECN,I-20131 MILAN,ITALY

来源：

TETRAHEDRON | 1995年 / 51卷 / 48期

关键词：

D O I：

10.1016/0040-4020(95)00848-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Four novel sesquiterpenes, tsugicolines A-D (1a, 2, 3a, 4), have been isolated from still cultures of the fungus Laurilia tsugicola (Basidiomycetae). Their structures were elucidated by means of chemical correlations and NMR studies and the relative configurations were established through a series of NOE difference spectra. The absolute configuration of tsugicoline A 1a (3-epi-illudol-5-one) was determined as 3S,6S,7R,9R,13S by the 'partial resolution' method of Horeau. Treatment of tsugicoline A In with triethylamine in MeOH gave the metabolite 4; a possible mechanism is reported Tsugicoline A is inactive on bacteria and fungi but inhibits the germination of the water cress Lepidium sativum.

引用

页码：13357 / 13364

页数：8

共 11 条

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