Aromatic hydroxylation and sulfation of 5-hydroxyflavone by Streptomyces fulvissimus.
The conversion of 5-hydroxyflavone by various microorganisms was studied. Among them, Streptomyces fulvissimus was the sole microbe which produced a new polar metabolite from 5-hydroxyflavone in addition to 5,4-dihydoxy- and 5,3,4-trihydroxyflavone. The structure of this polar metabolite was determined to be 5,4-dihydroxyflavone-4-sulfate on the basis of mass, infrared, and nuclear magnetic resonance spectroscopies. These results demonstrate that S. fulvissimus catalyzes sulfation at the 4 position of 4,5-dihydroxyflavone.
Ibrahim
A R
AR
Department of Medicinal Chemistry, College of Pharmacy, University of Minnesota, Minneapolis 55455.
Abul-Hajj
Y J
YJ
D005419:Flavonoids / Q000378:metabolism*; D006868:Hydrolysis; D006900:Hydroxylation; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D015394:Molecular Structure; D013055:Spectrophotometry, Infrared; D013302:Streptomyces / Q000378:metabolism*
D005419:Flavonoids; C062711:5-hydroxyflavone