Flavonoids are widely described plant secondary metabolites with high and diverse pro-health properties. In nature, they occur mostly in the form of glycosides. Our research showed that an excellent way to obtain the sugar derivatives of flavonoids is through biotransformations with the use of entomopathogenic filamentous fungi as biocatalysts. In the current paper, we described the biotransformations of five methoxylated flavonoid compounds (2'-methoxyflavanone, 3'-methoxyflavanone, 4'-methoxyflavanone, 6-methoxyflavanone, and 6-methoxyflavone) in cultures of Isaria fumosorosea KCH J2. As a result, we obtained twelve new flavonoid 4-O-methylglucopyranosides. The products were purified with methods that enabled the reduction of the consumption of organic solvents (preparative TLC and flash chromatography). The structures of the products were confirmed with spectroscopic methods (NMR: ¹H, 13C, HSQC, HMBC, COSY). The compounds obtained by us expand the library of available flavonoid derivatives and can be used in biological research.
fungi, biotransformations, flavonoids, Isaria, flavonoid glycosides, 4-O-methylglucopyranoside, methoxyflavanone, methoxyflavone
NCBI PubMed ID: 30304815Publication DOI: 10.3390/molecules23102578Journal NLM ID: 100964009Publisher: Basel, Switzerland: MDPI
Correspondence: Dymarska M
; 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, HRESI-MS
Found