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. 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.