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Microbial Glycosylation of Daidzein, Genistein and Biochanin A: Two New Glucosides of Biochanin A.
Molecules. 2017 Jan 03; 22(1)M

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.

Authors+Show Affiliations

Department of Chemistry, Wrocław University of Environmental and Life Sciences, Norwida 25, 50-375 Wrocław, Poland. sandra.sordon@wp.pl.Department of Chemistry, Wrocław University of Environmental and Life Sciences, Norwida 25, 50-375 Wrocław, Poland. jaroslaw.poplonski@up.wroc.pl.Department of Chemistry, Wrocław University of Environmental and Life Sciences, Norwida 25, 50-375 Wrocław, Poland. tomasz.tronina@up.wroc.pl.Department of Chemistry, Wrocław University of Environmental and Life Sciences, Norwida 25, 50-375 Wrocław, Poland. ewa.huszcza@up.wroc.pl.

Pub Type(s)

Journal Article

Language

eng

PubMed ID

28054950

Citation

Sordon, Sandra, et al. "Microbial Glycosylation of Daidzein, Genistein and Biochanin A: Two New Glucosides of Biochanin A." Molecules (Basel, Switzerland), vol. 22, no. 1, 2017.
Sordon S, Popłoński J, Tronina T, et al. Microbial Glycosylation of Daidzein, Genistein and Biochanin A: Two New Glucosides of Biochanin A. Molecules. 2017;22(1).
Sordon, S., Popłoński, J., Tronina, T., & Huszcza, E. (2017). Microbial Glycosylation of Daidzein, Genistein and Biochanin A: Two New Glucosides of Biochanin A. Molecules (Basel, Switzerland), 22(1). https://doi.org/10.3390/molecules22010081
Sordon S, et al. Microbial Glycosylation of Daidzein, Genistein and Biochanin A: Two New Glucosides of Biochanin A. Molecules. 2017 Jan 3;22(1) PubMed PMID: 28054950.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Microbial Glycosylation of Daidzein, Genistein and Biochanin A: Two New Glucosides of Biochanin A. AU - Sordon,Sandra, AU - Popłoński,Jarosław, AU - Tronina,Tomasz, AU - Huszcza,Ewa, Y1 - 2017/01/03/ PY - 2016/11/27/received PY - 2016/12/20/revised PY - 2016/12/30/accepted PY - 2017/1/6/entrez PY - 2017/1/6/pubmed PY - 2017/5/24/medline KW - biochanin A KW - daidzein KW - fungi KW - genistein KW - isoflavones KW - microbial glycosylation JF - Molecules (Basel, Switzerland) JO - Molecules VL - 22 IS - 1 N2 - 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. SN - 1420-3049 UR - https://www.unboundmedicine.com/medline/citation/28054950/Microbial_Glycosylation_of_Daidzein_Genistein_and_Biochanin_A:_Two_New_Glucosides_of_Biochanin_A_ L2 - http://www.mdpi.com/resolver?pii=molecules22010081 DB - PRIME DP - Unbound Medicine ER -