Dendryphiellin A, the First Fungal Trinor‐eremophilane. Isolation from the marine deuteromyceteDendryphiella salina(SUTHERLAND) PUGHetNICOT
作者:
Antonio Guerriero,
Michele D'Ambrosio,
Francesco Pietra,
Vincenzo Cuomo,
Fortunato Vanzanella,
期刊:
Helvetica Chimica Acta
(WILEY Available online 1988)
卷期:
Volume 71,
issue 1
页码: 57-61
ISSN:0018-019X
年代: 1988
DOI:10.1002/hlca.19880710107
出版商: WILEY‐VCH Verlag GmbH
数据来源: WILEY
摘要:
AbstractThe novel metabolite dendryphiellin A ( = (+)‐(1R,2S,8aR)‐ 1,2,6,7,8,8a‐hexahydro‐7‐hydroxy‐1,8a‐dimethyl‐6‐oxonaphthalen‐2‐yl (6R*, 2E,4E)‐8‐hydroxy‐6‐methylocta‐2,4‐dienoate; (+)‐1) is isolated from cultures of the marine deuteromyceteDendryphiella salina. There is no precedent in fungi for trinor‐eremophilanes or for branched C9carboxylic acids, the two classes of compounds constituting (+)‐1. The structure is secured by NMR spectroscopy and hydrolysis of (+)‐1 to give the side‐chain moiety ((6R*,2E,4E)‐8‐hydroxy‐6‐methylocta‐2,4‐dienoic acid (2)) intact, whilst the trinor‐ermophilane moiety is decomposed. The absolute configuration at the trinor‐eremophilane moiety is established from exciton
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