Entomopathogenic filamentous fungi of the genus Isaria are effective biocatalysts in the biotransformation of flavonoids as well as steroids. In the present study, the species Isariafumosorosea and Isariafarinosa isolated from the environment were used. Their catalytic capacity to carry out biotransformations of flavones-unsubstituted, with hydroxy- and amino-substituents as well as a hydroxylated isoflavone-was investigated. Biotransformations of flavone, 5-hydroxyflavone, 6-hydroxyflavone, 7-hydroxyflavone, and daidzein resulted in the formation of O-methylglucosides, in the case of flavone and 5-hydroxyflavone with additional hydroxylations. 7-Aminoflavone was transformed into two acetamido derivatives. The following products were obtained: From flavone⁻flavone 2'-O-β-D-(4''-O-methyl)-glucopyranoside, flavone 4'-O-β-D-(4''-O-methyl)-glucopyranoside and 3'-hydroxyflavone 4'-O-β-D-(4''-O-methyl)-glucopyranoside; from 5-hydroxyflavone⁻5-hydroxyflavone 4'-O-β-D-(4''-O-methyl)-glucopyranoside; from 6-hydroxyflavone⁻flavone 6-O-β-D-(4''-O-methyl)-glucopyranoside; from 7-hydroxyflavone⁻flavone 7-O-β-D-(4''-O-methyl)-glucopyranoside; from daidzein⁻daidzein 7-O-β-D-(4''-O-methyl)-glucopyranoside; and from 7-aminoflavone⁻7-acetamidoflavone and 7-acetamido-4'-hydroxyflavone. Seven of the products obtained by us have not been previously reported in the literature.
biotransformations, flavone, daidzein, 5-hydroxyflavone, 6-hydroxyflavone, 7-hydroxyflavone, 7-aminoflavone, Isaria fumosorosea, Isaria farinosa
NCBI PubMed ID: 29874813Publication DOI: 10.3390/molecules23061356Journal NLM ID: 100964009Publisher: Basel, Switzerland: MDPI
Correspondence: Dymarska M
; Janeczko T ; Kostrzewa-Suslow E
Institutions: Department of Chemistry, Faculty of Biotechnology and Food Science, Wrocław University of Environmental and Life Sciences, Wrocław, Poland
Methods: 13C NMR, 1H NMR, TLC, HPLC, optical rotation measurement, HMBC, COSY, HSQC
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