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Molecules 2017, 22(1), 81; doi:10.3390/molecules22010081

Microbial Glycosylation of Daidzein, Genistein and Biochanin A: Two New Glucosides of Biochanin A

Department of Chemistry, Wrocław University of Environmental and Life Sciences, Norwida 25, 50-375 Wrocław, Poland
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Author to whom correspondence should be addressed.
Academic Editor: Derek J. McPhee
Received: 27 November 2016 / Revised: 20 December 2016 / Accepted: 30 December 2016 / Published: 3 January 2017
(This article belongs to the Special Issue Green Production of Bioactive Natural Products)
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Abstract

Biotransformation of daidzein, genistein and biochanin A by three selected filamentous fungi was investigated. As a result of biotransformations, six glycosylation products were obtained. Fungus Beauveria bassiana converted all tested isoflavones to 4″-O-methyl-7-O-glucosyl derivatives, whereas Absidia coerulea and Absidia glauca were able to transform genistein and biochanin A to genistin and sissotrin, respectively. In the culture of Absidia coerulea, in addition to the sissotrin, the product of glucosylation at position 5 was formed. Two of the obtained compounds have not been published so far: 4″-O-methyl-7-O-glucosyl biochanin A and 5-O-glucosyl biochanin A (isosissotrin). Biotransformation products were obtained with 22%–40% isolated yield. View Full-Text
Keywords: isoflavones; daidzein; genistein; biochanin A; microbial glycosylation; fungi isoflavones; daidzein; genistein; biochanin A; microbial glycosylation; fungi
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Sordon, S.; Popłoński, J.; Tronina, T.; Huszcza, E. Microbial Glycosylation of Daidzein, Genistein and Biochanin A: Two New Glucosides of Biochanin A. Molecules 2017, 22, 81.

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