Regioselective ortho-Hydroxylations of Flavonoids by Yeast

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• 作者：Sandra Sordon ; Anna Madej ; Jarosław Popłoński ; Agnieszka Bartmańska ; Tomasz Tronina ; Ewa Brzezowska ; Piotr Juszczyk ; Ewa Huszcza
• 刊名：Journal of Agricultural and Food Chemistry
• 出版年：2016
• 出版时间：July 13, 2016
• 年：2016
• 卷：64
• 期：27
• 页码：5525-5530
• 全文大小：292K
• 年卷期：0
• ISSN：1520-5118

文摘

Natural flavonoids, such as naringenin, hesperetin, chrysin, apigenin, luteolin, quercetin, epicatechin, and biochanin A, were subjected to microbiological transformations by Rhodotorula glutinis. Yeast was able to regioselectively C-8 hydroxylate hesperetin, luteolin, and chrysin. Naringenin was transformed to 8- and 6-hydroxyderivatives. Quercetin, epicatechin, and biochanin A did not undergo biotransformation. A metabolic pathway for the degradation of chrysin has been elucidated. The metabolism of chrysin proceeds via an initial C-8 hydroxylation to norwogonin, followed by A-ring cleavage to 4-hydroxy-6-phenyl-2H-pyran-2-one.