Fermentation of 3-hydroxyflavone (1) with Beauveria bassiana (ATCC 13144) yielded 3,4'-dihdroxyflavone (3), flavone 3-O-β-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-β-D-4-O-metylglucopyranoside (7) and 4'-hydroxyflavone 7-O-β-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 β'-chalcanol structure (9). Compounds 4, 7 and 8 are reported as new compounds. Structure elucidation of the metabolites was based on spectroscopic data.
Nocardia, flavonoid, microbial metabolism, Beauveria bassiana, Aspergillus alliaceus
NCBI PubMed ID: 16508185Publication DOI: 10.1248/cpb.54.320Journal NLM ID: 0377775Publisher: Pharmaceutical Society Of Japan
Correspondence: Khan IA
Institutions: National Center for Natural Products Research, The University of Mississippi, Mississippi, USA, Department of Pharmacognosy, Research Institute of Pharmaceutical Sciences, School of Pharmacy, The University of Mississippi, Mississippi, USA
Methods: 13C NMR, 1H NMR, TLC, FTIR, UV, extraction, CC, HR-ESI-MS
Found