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An Unusual Metabolite of Cimicidol‐3‐ O ‐ β ‐ D ‐xyloside from Cimicifugae rhizoma by Rat Intestinal Bacteria
Author(s) -
Li JianXin,
Li JunFeng,
Chen SongJie,
Yu ZhiYong
Publication year - 2008
Publication title -
chemistry and biodiversity
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.427
H-Index - 70
eISSN - 1612-1880
pISSN - 1612-1872
DOI - 10.1002/cbdv.200890026
Subject(s) - chemistry , hydroxylation , metabolite , bacteria , hydrolysis , metabolism , biochemistry , metabolic pathway , incubation , stereochemistry , microbial metabolism , enzyme , biology , genetics
Cimicidol‐3‐ O ‐ β ‐ D ‐xyloside ( 1 ), one of the main components isolated from Cimicifugae rhizoma , is an active component with antiosteoporotic effect. The metabolism of 1 by rat intestinal bacteria was investigated, and two metabolites, 11 β ‐hydroxycimigenol ( 2 ) and foetidinol ( 3 ), were isolated and characterized by spectroscopic means including two‐dimensional NMR. Furthermore, the structures of six intermediates in the bacterial incubation were proposed on the basis of LC/MS analyses, and the possible metabolic pathway of the formation of 2 , which passes through a unique sequence including hydrolysis, hydroxylation, and reduction, is discussed in detail.