New 2-o-methylrhamno-isoflavones from Streptomyces sp

Jin-Feng Hu; Dirk Wunderlich; Isabel Sattler; Ralf Thiericke; Susanne Grabley; Xiao-Zhang Feng

doi:10.1080/1478641031000120534

New 2-o-methylrhamno-isoflavones from Streptomyces sp

Nat Prod Res. 2003 Dec;17(6):451-8. doi: 10.1080/1478641031000120534.

Authors

Jin-Feng Hu¹, Dirk Wunderlich, Isabel Sattler, Ralf Thiericke, Susanne Grabley, Xiao-Zhang Feng

Affiliation

¹ Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, No. 1 Xian Nong Tan Street, Beijing 100050, P. R. China.

PMID: 14577698
DOI: 10.1080/1478641031000120534

Abstract

Chemical screening with extracts of Actinomycetes strains resulted in the detection, isolation and structure elucidation of five new isoflavone glycosides from Streptomyces sp. (GT 51173): 5-O-alpha-L-rhamnopyranosyl genestein (genestein G1, 1), 5-O-alpha-L-rhamnopyranosyl-7-O-[2-O-(methyl)-alpha-L-rhamnopyranosyl] genestein (genestein G2, 2), 7,4'-O-di-[2-O-(methyl)-alpha-L-rhamnopyranosyl] daidzein (daidzein G1, 3), 6-O-methyl-7-O-[2-O-(methyl)-alpha-L-rhamnopyranosyl] daidzein (daidzein G2, 4) and 7-O-[2-O-(methyl)-alpha-L-rhamnopyranosyl] daidzein (daidzein G3, 5). As a striking structural feature, 2-5 bear one or two alpha-L-rhamnopyranosyl sugar moieties with methoxy groups in an axial position at C-2.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Isoflavones / chemistry
Isoflavones / isolation & purification*
Magnetic Resonance Spectroscopy
Streptomyces / chemistry*

Substances

Isoflavones