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Glycosylation of luteolin in hydrophilic organic solvents and structure-antioxidant relationships of luteolin glycosides.

ABSTRACT: An effective approach was developed to biotransform luteolin glycosides in hydrophilic organic solvents. Bacillus cereus A46 cells showed high activity and stability in 5-20% (v/v) DMSO with 90-98% conversion rates of luteolin glycosides. Five glycosides of luteolin 7-O-β-glucoside, luteolin 4'-O-β-glucoside, luteolin 3'-O-β-glucoside, luteolin 7,3'-di-O-β-glucoside and luteolin 7,4'-di-O-β-glucoside were obtained. The addition of DMSO greatly promoted the solubility of luteolin and further regulated the formation of the main products from five luteolin glycosides to luteolin 7-O-β-glucoside (931.2 μM). Fourteen flavonoids and anthraquinones were used as tentative substrates. Glycosylation positions were located at the C-7, C-3' or C4' hydroxyl groups of flavonoids and C-5 hydroxyl group of anthraquinones. The 3',4'-dihydroxy arrangement played the key role for the antioxidant activity of luteolin.

SUBMITTER: Xu T

PROVIDER: S-EPMC9214715 | biostudies-literature | 2022 Jun

REPOSITORIES: biostudies-literature

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Glycosylation of luteolin in hydrophilic organic solvents and structure-antioxidant relationships of luteolin glycosides.

Xu Tingting T Wang Chen C Jiang Sijie S Yang Tingting T Wu Xueming X

RSC advances 20220622 28

An effective approach was developed to biotransform luteolin glycosides in hydrophilic organic solvents. Bacillus cereus A46 cells showed high activity and stability in 5-20% (v/v) DMSO with 90-98% conversion rates of luteolin glycosides. Five glycosides of luteolin 7-O-β-glucoside, luteolin 4'-O-β-glucoside, luteolin 3'-O-β-glucoside, luteolin 7,3'-di-O-β-glucoside and luteolin 7,4'-di-O-β-glucoside were obtained. The addition of DMSO greatly promoted t ...[more]

PMID: 35800321

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