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Lignan Constituents from the Fruits of <i>Viburnum macrocephalum</i> f. <i>keteleeri</i> and Their α-Amylase, α-Glucosidase, and Protein Tyrosine Phosphatase 1B Inhibitory Activities

Chun‐Chao Zhao, Jia Chen, Jian‐Hua Shao, Zhang Xiao-hui, Wen-Yan Gu, Jie Shen, Yang Liu

2020Journal of Agricultural and Food Chemistry28 citationsDOI

Abstract

Eight previously undescribed lignan glycosides, viburmacrosides A–H (1–8), and seven known analogues (9–15) were isolated from Viburnum macrocephalum f. keteleeri fruits through bioactivity-guided fractionation. Their structures and absolute configurations were elucidated by extensive spectroscopic analyses and chemical evidence. Using the well-recognized carbohydrate-hydrolyzing enzymes α-amylase and α-glucosidase, as well as the promising protein tyrosine phosphatase 1B (PTP1B), as inhibitory targets, all isolated compounds were tested for their antidiabetic potential in vitro. Compound 4 displayed potent inhibitory activities with IC50 values of 9.9 ± 0.6 and 8.9 ± 0.5 μM against α-glucosidase and PTP1B, respectively. The enzymatic kinetics results suggested that compound 4 competitively inhibited α-glucosidase while it suppressed α-amylase and PTP1B in the mixed-type manner. These findings supported that V. macrocephalum f. keteleeri fruits may be a new functional food resource with antidiabetic potential.

Topics & Concepts

LignanChemistryBiochemistryAmylaseEnzymeIC50GlycosideViburnumTyrosineIn vitroStereochemistryBiologyBotanyPhytochemistry and Biological ActivitiesNatural product bioactivities and synthesisNatural Antidiabetic Agents Studies
Lignan Constituents from the Fruits of <i>Viburnum macrocephalum</i> f. <i>keteleeri</i> and Their α-Amylase, α-Glucosidase, and Protein Tyrosine Phosphatase 1B Inhibitory Activities | Litcius