title: Microbial Glycosylation of Daidzein, Genistein and Biochanin A: Two New Glucosides of Biochanin A.
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. FungusBeauveria bassianaconverted all tested isoflavones to 4″-O-methyl-7-O-glucosyl derivatives, whereasAbsidia coeruleaandAbsidia glaucawere able to transform genistein and biochanin A to genistin and sissotrin, respectively. In the culture ofAbsidia 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.
authors.affiliation: Department of Chemistry, Wrocław University of Environmental and Life Sciences, Norwida 25, 50-375 Wrocław, Poland. sandra.sordon@wp.pl.
authors.forename: Sandra
authors.initials: S
authors.lastname: Sordon
authors.affiliation: Department of Chemistry, Wrocław University of Environmental and Life Sciences, Norwida 25, 50-375 Wrocław, Poland. jaroslaw.poplonski@up.wroc.pl.
authors.forename: Jarosław
authors.initials: J
authors.lastname: Popłoński
authors.affiliation: Department of Chemistry, Wrocław University of Environmental and Life Sciences, Norwida 25, 50-375 Wrocław, Poland. tomasz.tronina@up.wroc.pl.
authors.forename: Tomasz
authors.initials: T
authors.lastname: Tronina
authors.affiliation: Department of Chemistry, Wrocław University of Environmental and Life Sciences, Norwida 25, 50-375 Wrocław, Poland. ewa.huszcza@up.wroc.pl.
authors.forename: Ewa
authors.initials: E
authors.lastname: Huszcza
mesh_terms: D020095:Absidia / Q000378:metabolism*; D052982:Beauveria / Q000378:metabolism*; D019149:Bioreactors / Q000382:microbiology*; D001711:Biotransformation / Q000502:physiology; D005285:Fermentation / Q000502:physiology; D019833:Genistein / Q000378:metabolism*; D006031:Glycosylation; D007529:Isoflavones / Q000096:biosynthesis / Q000378:metabolism*
chemical_list: D007529:Isoflavones; C040641:genistin; C004742:daidzein; D019833:Genistein; C004541:biochanin A
keywords: biochanin A; daidzein; fungi; genistein; isoflavones; microbial glycosylation