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Microbial metabolism. Part 6. Metabolites of 3- and 7-hydroxyflavones.
Chem Pharm Bull (Tokyo). 2006 Mar; 54(3):320-4.CP

Abstract

Fermentation of 3-hydroxyflavone (1) with Beauveria bassiana (ATCC 13144) yielded 3,4'-dihdroxyflavone (3), flavone 3-O-beta-D-4-O-methylglucopyranoside (4) and two minor metabolites. 7-Hydroxyflavone (2) was transformed by Nocardia species (NRRL 5646) to 7-methoxyflavone (5) whilst Aspergillus alliaceus (ATCC 10060) converted it to 4',7-dihydroxyflavone (6). Flavone 7-O-beta-D-4-O-metylglucopyranoside (7) and 4'-hydroxyflavone 7-O-beta-D-4-O-methylglucopyranoside (8) were the metabolic products of 7-hydroxyflavone (2) when fermented with Beauveria bassiana (ATCC 7159). One of the minor metabolites of 3-hydroxyflavone (1) was tentatively assigned a beta'-chalcanol structure (9). Compounds 4, 7 and 8 are reported as new compounds. Structure elucidation of the metabolites was based on spectroscopic data.

Authors+Show Affiliations

National Center for Natural Products Research, Research Institute of Pharmaceutical Sciences, The University of Mississippi, University 38677, USA.No affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article
Research Support, U.S. Gov't, Non-P.H.S.

Language

eng

PubMed ID

16508185

Citation

Herath, Wimal, et al. "Microbial Metabolism. Part 6. Metabolites of 3- and 7-hydroxyflavones." Chemical & Pharmaceutical Bulletin, vol. 54, no. 3, 2006, pp. 320-4.
Herath W, Mikell JR, Hale AL, et al. Microbial metabolism. Part 6. Metabolites of 3- and 7-hydroxyflavones. Chem Pharm Bull. 2006;54(3):320-4.
Herath, W., Mikell, J. R., Hale, A. L., Ferreira, D., & Khan, I. A. (2006). Microbial metabolism. Part 6. Metabolites of 3- and 7-hydroxyflavones. Chemical & Pharmaceutical Bulletin, 54(3), 320-4.
Herath W, et al. Microbial Metabolism. Part 6. Metabolites of 3- and 7-hydroxyflavones. Chem Pharm Bull. 2006;54(3):320-4. PubMed PMID: 16508185.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Microbial metabolism. Part 6. Metabolites of 3- and 7-hydroxyflavones. AU - Herath,Wimal, AU - Mikell,Julie Rakel, AU - Hale,Amber Lynn, AU - Ferreira,Daneel, AU - Khan,Ikhlas Ahmad, PY - 2006/3/2/pubmed PY - 2006/5/31/medline PY - 2006/3/2/entrez SP - 320 EP - 4 JF - Chemical & pharmaceutical bulletin JO - Chem. Pharm. Bull. VL - 54 IS - 3 N2 - Fermentation of 3-hydroxyflavone (1) with Beauveria bassiana (ATCC 13144) yielded 3,4'-dihdroxyflavone (3), flavone 3-O-beta-D-4-O-methylglucopyranoside (4) and two minor metabolites. 7-Hydroxyflavone (2) was transformed by Nocardia species (NRRL 5646) to 7-methoxyflavone (5) whilst Aspergillus alliaceus (ATCC 10060) converted it to 4',7-dihydroxyflavone (6). Flavone 7-O-beta-D-4-O-metylglucopyranoside (7) and 4'-hydroxyflavone 7-O-beta-D-4-O-methylglucopyranoside (8) were the metabolic products of 7-hydroxyflavone (2) when fermented with Beauveria bassiana (ATCC 7159). One of the minor metabolites of 3-hydroxyflavone (1) was tentatively assigned a beta'-chalcanol structure (9). Compounds 4, 7 and 8 are reported as new compounds. Structure elucidation of the metabolites was based on spectroscopic data. SN - 0009-2363 UR - https://www.unboundmedicine.com/medline/citation/16508185/Microbial_metabolism__Part_6__Metabolites_of_3__and_7_hydroxyflavones_ L2 - http://joi.jlc.jst.go.jp/JST.JSTAGE/cpb/54.320?from=PubMed DB - PRIME DP - Unbound Medicine ER -