Novel antifungal polyene amides from the myxobacterium Cystobacter fuscus:: isolation, antifungal activity and absolute structure determination

被引:20
作者
Kundim, BA
Itou, Y
Sakagami, Y
Fudou, R
Yamanaka, S
Ojika, M [1 ]
机构
[1] Nagoya Univ, Grad Sch Bioagr Sci, Chikusa Ku, Nagoya, Aichi 4648601, Japan
[2] Ajinomoto Co Inc, Inst Life Sci, Kawasaki Ku, Kawasaki, Kanagawa 2100801, Japan
[3] Shinshu Univ, Fac Text Sci & Technol, Ueda, Nagano 3868567, Japan
基金
日本学术振兴会;
关键词
myxobacteria; Cystobacter fuscus; antifungal; polyene antibiotics;
D O I
10.1016/j.tet.2004.09.013
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Three new unstable metabolites, (6E,10Z)-2'-O-methylmyxalamide D (1), 2'-O-methylmyxalamide D (2) and (6E)-2'-O-methylmyxalamide D (3) were isolated from the myxobacterium Cystobacter fuscus. The planar structures were elucidated by spectroscopic analyses to be geometrical isomers of a polyene amide related to a myxobacterial metabolite, myxalamide D (4). Their absolute stereochemistry was determined by synthesis of degradation products. Antifungal activities of 1-3 as well as their acetates were evaluated against the phythopathogenic fungus Phythopthora capsici. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:10217 / 10221
页数:5
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