Biocatalytic synthesis of acylated derivatives of troxerutin: their bioavailability and antioxidant properties in vitro.

ABSTRACT: Flavonoid glycosides have many beneficial effects on health, but these bioactivities tend to decrease after oral administration owing to their poor lipophilicity. In this study, a facile whole-cell-based method was developed for selective preparation of monoester or diester of troxerutin, a flavonoid derivative. In addition, the bioavailabilities and antioxidant properties of troxerutin and its acylated derivatives were also investigated in cells.Pseudomonas aeruginosa and Pseudomonas stutzeri cells showed high catalytic efficiency (substrate conversion?>?90%) and different preferences for troxerutin, resulting in the production of its monoester (TME) and diester (TDE), respectively. The logP values of troxerutin, TME, and TDE were -?2.04?±?0.10, -?0.75?±?0.08, and 1.51?±?0.05 and their Papp values were 0.34?×?10-6?±?0.05, 0.99?×?10-6?±?0.12, and 1.54?×?10-6?±?0.17 cm/s, respectively. The results of hydroxyl radical, ABTS, and ORAC assays indicated that the antiradical activities of acylated derivatives did not exceed that of troxerutin, but showed higher inhibition effects upon 2,2'-azobis(2-amidinopropane) dihydrochloride-induced erythrocyte hemolysis than that of troxerutin (P?

SUBMITTER: Xin X 

PROVIDER: S-EPMC6106897 | biostudies-other | 2018 Aug

REPOSITORIES: biostudies-other