Isolation, structure elucidation and biological activity of angucycline antibiotics from an epiphytic yew streptomycete

✍ Scribed by Michal Maruna; Maria Sturdikova; Tibor Liptaj; Andrej Godany; Marta Muckova; Milan Certik; Nadezda Pronayova; Bohumil Proksa

• Publisher: John Wiley and Sons
• Year: 2010
• Tongue: English
• Weight: 166 KB
• Volume: 50
• Category: Article
• ISSN: 0233-111X
• DOI: 10.1002/jobm.200900227

✦ Synopsis

Abstract

In the course of study of epiphytic microorganisms occurring on the surface of roots of Taxus baccata L. a new strain Streptomyces sp. AC113 was isolated. According to 16S ribosomal DNA‐based identification the new strain is 99% identical with Streptomyces flavidofuscus. This strain cultivated in an arginine glycerol medium produced three major metabolites identified as (–)‐8‐O ‐methyltetrangomycin (1), 8‐O ‐methyltetrangulol (2) and 8‐O ‐methyl‐7‐deoxo‐7‐hydroxytetrangomycin (3). The chemical structures of these angucyclines were elucidated by 1D and 2D NMR as well as by mass spectrometry. Isolated angucycline metabolites showed significant antimicrobial activity against Bacillus cereus and Listeria mocytogenes. Cytotoxic activities of compounds 1, 2 and 3 against four cell lines (B16, HT‐29 and non – tumor V79, L929) were evaluated. Compound 3 was the most potent anticancer agents with IC~50~ 0.054 μg/ml against cell line B16. (© 2010 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim)