Microbial Transformation of Flavonoids by Isaria fumosorosea ACCC 37814

Abstract

Glycosylation is an efficient strategy to modulate the solubility, stability, bioavailability and bioactivity of drug-like natural products. Biological methods, such as whole-cell biocatalyst, promise a simple but highly effective approach to glycosylate biologically active small molecules with remarkable regio- and stereo-selectivity. Herein, we use the entomopathogenic filamentous fungus Isaria fumosorosea ACCC 37814 to biotransform a panel of phenolic natural products, including flavonoids and anthraquinone, into their glycosides. Six new flavonoid (4-O-methyl)glucopyranosides are obtained and structurally characterized using high resolution mass and nuclear magnetic resonance spectroscopic techniques. These compounds further expand the structural diversity of flavonoid glycosides and may be used in biological study.

Entomopathogenic fungi: unconventional applications

“…Entomopathogenic fungi can perform biotransformation, leading to the generation of derivatives with higher activity. These processes are favorable, because they improve the absorbability of products (Yang et al 2018;Dou et al 2019;Kozłowska et al 2019).…”

“…Flavonoids are derivatives of plant polyphenols. These are glycosides with O-and C-glycosidic bonds connecting the base with sugar residues (Dymarska et al 2018a, b;Dou et al 2019), including most often glucose, rhamnose, galactose, xylose, and arabinose (Yang et al 2018). It is believed that the sugar group of flavonoids is the main factor affecting the absorption of these compounds by the human body (Sordon et al 2017).…”

“…In addition, flavonoids have anti-tumor and immunomodulatory activity and protective effects on the human nervous system. The consumption of foods containing flavonoids can prevent the development of heart disease, diabetes, and depression (Dymarska et al 2018a;Yang et al 2018;Dou et al 2019). They occur naturally in vegetables, fruits, cereals, wine, and tea (Yang et al 2018;Dou et al 2019).…”

“…Because of high enzymatic activity, the ability to produce secondary metabolites, and good growth in culture media, EPF are also being tested for use in other fields of biotechnology, e.g., nanoparticle biosynthesis and bioconversion of steroids or flavonoids, which are important from an economic point of view (Ró _ zalska et al 2016;Gonzalez et al 2017;Yosri et al 2018;Dou et al 2019;Kozłowska et al 2019).…”

Biotransformation of Methoxyflavones by Selected Entomopathogenic Filamentous Fungi

“…Some methoxyflavones (e.g., 3′-methoxyflavone) have the ability to prevent parthanatos [ 9 ]. It is estimated that we consume a maximum of about 1 g of flavonoids a day, depending on the type and amount of meals consumed [ 10 ].…”