Advances on the in vivo and in vitro glycosylations of flavonoids.

Applied Microbiology and Biotechnology
Yuan JiXing Zhang

Abstract

Flavonoids possess diverse bioactivity and potential medicinal values. Glycosylation of flavonoids, coupling flavonoid aglycones and glycosyl groups in conjugated form, can change the biological activity of flavonoids, increase water solubility, reduce toxic and side effects, and improve specific targeting. Therefore, it is desirable to synthesize various flavonoid glycosides for further investigation on their medicinal values. Compared with chemical glycosylations, biotransformations catalyzed by uridine diphospho-glycosyltransferases provide an environmentally friendly way to construct glycosidic bonds without repetitive chemical synthetic steps of protection, activation, coupling, and deprotection. In this review, we will summarize the existing knowledge on the biotechnological glycosylation reactions either in vitro or in vivo for the synthesis of flavonoid O- and C-glycosides and other rare analogs.Key points• Flavonoid glycosides usually show improved properties compared with their flavonoid aglycones.• Chemical glycosylation requires repetitive synthetic steps and purifications.• Biotechnological glycosylation reactions either in vitro or in vivo were discussed.• Provides representative synthetic examples in detail.

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Citations

Mar 7, 2021·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Weerasak SongoenJohann Schinnerl
Apr 14, 2021·Critical Reviews in Food Science and Nutrition·Abid NaeemZheng Qin
May 8, 2021·Metallomics : Integrated Biometal Science·Haoxuan DingJie Feng
Jun 3, 2021·Biomolecules·Moon SajidParwinder Kaur
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Dec 16, 2021·Critical Reviews in Food Science and Nutrition·Xiaodan LiWeifeng Liu

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Methods Mentioned

BETA
glycosylation
glycosylations
glucosylation
transglycosylation

Software Mentioned

DGAS

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