Importance of oxygen functions in the biological hydroxylation of flavonoids by absidia blackesleeana

Y. J. Abul-Hajj, M. A. Ghaffari, S. Mehrotra

Research output: Contribution to journalArticle

8 Scopus citations

Abstract

1. The synthesis and microbiological transformation of 2-phenyl-1-tetralone (compound 3, 1-deoxyisoflavanone), 3-phenyl-l-tetralone (compound 4, 1-deoxyflavanone), 2-phenylchroman (compound 7, 4-deoxyflavanone), 3-phenylchroman (compound 8, 4-deoxyisoflavanone) and 1,2-dihydro-3-phenylnaphthalene (compound 10, 1,4-dideoxy-dehydroflavanone) by Absidia blackesleeana are described. 2. Compounds 3, 4, 7 and 8 were hydroxylated at the 4'position while compound 10 was not utilized as a substrate. The two phenylchroman analgoues 7 and 8 gave approximately the same yield (22% and 26% respectively) of the 4'hydroxylation products, while the phenyltetralone analogues 3 and 4 showed significant differences in 4'hydroxylation (2% and 47% respectively).

Original languageEnglish (US)
Pages (from-to)1171-1177
Number of pages7
JournalXenobiotica
Volume21
Issue number9
DOIs
StatePublished - Jan 1 1991

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