Microbial metabolites of 8-prenylnaringenin, an estrogenic prenylflavanone

Hyun Jung Kim; So-Hyun Kim; Bok Yun Kang; Ik-Soo Lee

doi:10.1007/s12272-001-2102-5

Microbial metabolites of 8-prenylnaringenin, an estrogenic prenylflavanone

Arch Pharm Res. 2008 Oct;31(10):1241-6. doi: 10.1007/s12272-001-2102-5. Epub 2008 Oct 29.

Authors

Hyun Jung Kim¹, So-Hyun Kim, Bok Yun Kang, Ik-Soo Lee

Affiliation

¹ College of Pharmacy and Research Institute of Drug Development, Chonnam National University, Gwangju 500-757, Korea.

PMID: 18958413
DOI: 10.1007/s12272-001-2102-5

Abstract

Microbial metabolism studies of the phyto-estrogen (+/-)-8-prenylnaringenin (8-PN) (1) has led to the isolation of three pairs of metabolites (2-4). The structures of these compounds were identified as 5,4'-dihydroxy-7,8-[2-(1-hydroxy-1-methylethyl)-2,3-dihydrofurano]flavanones (2), 8-prenylnaringenin 7-O-beta-D-glucopyranosides (3), and 8-prenylnaringenin 7-O-beta-D-(6'''-O-alpha-hydroxypropionyl)-glucopyranosides (4) on the basis of the spectroscopic analysis.

Publication types

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

MeSH terms

Bacteria / metabolism
Carbohydrate Conformation
Chromatography, High Pressure Liquid
Chromatography, Thin Layer
Cunninghamella / metabolism
Fermentation
Flavanones / metabolism*
Fungi / metabolism*
Humulus / chemistry*
Hydrolysis
Magnetic Resonance Spectroscopy
Mucor / metabolism
Phytoestrogens / metabolism*
Rhizopus / metabolism
Spectrophotometry, Infrared
Spectrophotometry, Ultraviolet

Substances

8-prenylnaringenin
Flavanones
Phytoestrogens