Microbial metabolism. Part 10: Metabolites of 7,8-dimethoxyflavone and 5-methoxyflavone.
Microbial transformation of 7,8-dimethoxyflavone (1) by Mucor ramannianus produced five metabolites: 7,8-dimethoxy-4'-hydroxyflavone (2), 3',4'-dihydroxy-7,8-dimethoxyflavone (3), 7,3'-dihydroxy-8-methoxyflavone (4), 7,4'-dihydroxy-8-methoxyflavone (5) and 8-methoxy-7,3',4'-trihydroxyflavone (6). It was, however, completely converted to a single metabolite, 7-hydroxy-8-methoxyflavone (7) by Aspergillus flavus. 5-Methoxyflavone (8), when fermented with Beauveria bassiana, gave a single product, 5-methoxyflavanone (9). Conversion of 8 with Aspergillus alliaceus yielded the metabolite 4'-hydroxy-5-methoxyflavone (10). The structures of the compounds 2-7, 9 and 10 were established by spectroscopic methods.
Herath
Wimal
W
National Center for Natural Products Research, University of Mississippi, University, MS 38677, USA.
Rakel Mikell
Julie
J
Ahmad Khan
Ikhlas
I
D001230:Aspergillus / Q000378:metabolism*; D001231:Aspergillus flavus / Q000378:metabolism; D052982:Beauveria / Q000378:metabolism*; D047309:Flavones; D005419:Flavonoids / Q000737:chemistry* / Q000378:metabolism*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009089:Mucor / Q000378:metabolism*
D047309:Flavones; D005419:Flavonoids; C043562:flavone