6-deoxy-α-L-talopyranosides from Streptomyces sp.

被引：9

作者：

Bitzer, Jens ^{[1
]}

Zeeck, Axel ^{[1
]}

机构：

[1] Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2006年 / 2006卷 / 16期

关键词：

carbohydrates; 6-deoxy-alpha-L-talopyranosides; deoxysugars; natural products; precursor-directed biosynthesis; streptomyces;

D O I：

10.1002/ejoc.200600221

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Streptomyces sp. strain GoM1 was found to produce seven novel glycosides (2-8) containing the rare deoxysugar 6-deoxy-alpha-L-talose. The aglycones are small phenols, isovaleric acid or aromatic carboxylic acids. By precursor-directed biosynthesis, the yields of the compounds could be increased significantly. Feeding of 4-hydroxybenzoic acid led to the production of both acyl and aryl glycosides, and of compound 9 with both structural elements. Pyrrol-2-ylcarbonyl 6-deoxy-alpha-L-talopyranoside (6) shows remarkable growth inhibition of some parasites. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)

引用

页码：3661 / 3666

页数：6

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