Abstract

Abstract Gymnema sylvestre is known for its potent antidiabetic activity. Phytochemical investigations of this plant led to the isolation of three new pregnane glycosides, gymnepregosides R-T (1-3) and four known analogues, 12β-acetyloxy-3β,8β,14β,17β-tetrahydroxypregn-5-en-20-one 3-O-β- d -glucopyranosyl-(1→4)-6-deoxy-3-O-methyl-β- d -allopyranosyl-(1→4)-β- d -oleandropyranosyl-(1→4)-β- d -cymaropyranosyl-(1→4)-β- d -cymaropyranoside (4), 12-O-(E)-cinnamoylgymnepregoside F (5), gymnepregoside F (6), and stephanoside I (7). Their structures were identified based on spectroscopic evidence and compared with those reported in the literature. All compounds were evaluated for antiglycative inhibitory activity. Compounds 1, 3, 5, and 6 showed the inhibitory effect on BSA-MGO formation ranging from 6.0 to 8.8 % at the concentrations of 400 μM. Compounds 1 and 2 showed significant breaking properties on MGO-AGE-protein crosslink with percent modification ranging from 54.6 to 58.4 %. Notably, a novel AGEs inhibitor (1) may inhibit the formation and accumulation of MGO-AGEs and protect cells from MGO-AGEs cross-linking damage.

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