2-Hydroxy-5-(ethanolamino)-3-(10'-Z-pentadecenyl)-1,4-benzoquinone, new microbial phase II metabolite of maesanin.
The use of microbial models for biotransformation of the natural benzoquinone, maesanin (1), resulted in the isolation of an ethanolamine conjugate (5) from the culture broth of Debaryomyces polymorphus ATCC 20280. Metabolite 5 was characterized as 2-hydroxy-5-(ethanolamino)-3-(10'-Z-pentadecenyl)-1,4-benzoq uinone. The production of 5 represents a new type of phase II conjugation reaction in microbial systems. The results of preliminary mammalian metabolism of 1 in rats were inconclusive.
Abourashed
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EA
Department of Pharmacognosy, National Center for Natural Products Research, School of Pharmacy, University of Mississippi, University 38677, USA.
el-Feraly
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FS
Khan
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Hufford
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CD
D000107:Acetylation; D000818:Animals; D016227:Benzoquinones / Q000737:chemistry* / Q000378:metabolism / Q000493:pharmacokinetics* / Q000652:urine; D001711:Biotransformation; D002851:Chromatography, High Pressure Liquid; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D010946:Plants, Medicinal / Q000737:chemistry*; D051381:Rats; D017208:Rats, Wistar; D004718:Saccharomycetales / Q000378:metabolism
C406433:2-hydroxy-5-(ethanolamino)-3-(10'-pentadecenyl)-1,4-benzoquinone; D016227:Benzoquinones; C064887:maesanin