Production of Two Novel Methoxy-Isoflavones from Biotransformation of 8-Hydroxydaidzein by Recombinant Escherichia coli Expressing O-Methyltransferase SpOMT2884 from Streptomyces peucetius

doi:10.3390/ijms161126070

CNU IR > Pharmacy and Science > Dept. of Biotechnology (including master's program) > Periodical Articles > Item 310902800/29685

Please use this identifier to cite or link to this item: https://ir.cnu.edu.tw/handle/310902800/29685

Title:	Production of Two Novel Methoxy-Isoflavones from Biotransformation of 8-Hydroxydaidzein by Recombinant Escherichia coli Expressing O-Methyltransferase SpOMT2884 from Streptomyces peucetius
Authors:	Chiang, Chien-Min Ding, Hsiou-Yu Tsai, Ya-Ting Chang, Te-Sheng
Contributors:	生物科技系化粧品應用與管理系
Keywords:	7,4'-dihydroxy-8-methoxy-isoflavone 8,4'-dihydroxy-7-methoxy-isoflavone 8-hydroxydaidzein melanogenesis inhibition o-methyltransferase spomt2884
Date:	2015-11
Issue Date:	2016-04-19 19:04:33 (UTC+8)
Publisher:	Mdpi Ag, Postfach
Abstract:	Biotransformation of 8-hydroxydaidzein by recombinant Escherichia coli expressing O-methyltransferase (OMT) SpOMT2884 from Streptomyces peucetius was investigated. Two metabolites were isolated and identified as 7,4-dihydroxy-8-methoxy-isoflavone (1) and 8,4-dihydroxy-7-methoxy-isoflavone (2), based on mass, 1H-nuclear magnetic resonance (NMR) and 13C-NMR spectrophotometric analysis. The maximum production yields of compound (1) and (2) in a 5-L fermenter were 9.3 mg/L and 6.0 mg/L, respectively. The two methoxy-isoflavones showed dose-dependent inhibitory effects on melanogenesis in cultured B16 melanoma cells under non-toxic conditions. Among the effects, compound (1) decreased melanogenesis to 63.5% of the control at 25 M. This is the first report on the 8-O-methylation activity of OMT toward isoflavones. In addition, the present study also first identified compound (1) with potent melanogenesis inhibitory activity.
Relation:	International Journal of Molecular Sciences, v.16 n.11, pp.27816-27823
Appears in Collections:	[Dept. of Cosmetic Science and institute of cosmetic science] Periodical Articles [Dept. of Biotechnology (including master's program)] Periodical Articles

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