Bioassay-guided isolation of α-Glucosidase inhibitory constituents from Hypericum sampsonii  

作　　者：TAO Linlan XU Shuangyu ZHANG Zizhen LI Yanan YANG Jue GU Wei YI Ping HAO Xiaojiang YUAN Chunmao 

机构地区：[1]State Key Laboratory of Functions and Applications of Medicinal Plants,Guizhou Medical University,Guiyang 550014,China [2]School of Pharmaceutical Sciences,Guizhou Medical University,Guiyang 550025,China [3]Natural Products Research Center of Guizhou Province,Guiyang 550014,China [4]State Key Laboratory of Phytochemistry and Plant Resources in West China,Kunming Institute of Botany,Chinese Academy of Sciences,Kunming 650201,China

出　　处：《Chinese Journal of Natural Medicines》2023年第6期443-453,共11页中国天然药物（英文版）

基　　金：supported by the National Natural Science Foundation of China(No.32270413,U1812403);the Science and Technology Department of Guizhou Province(No.QKH 2020-1Z076);the 13th batch of Outstanding Young Scientific and Technological Talents in Guizhou Province(No.QKHPTRC[2021]5633);Cultivation project of National Natural Science Foundation of Guizhou Medical University(No.19NSP003);the Education Department of Guizhou Province(No.QJH KY[2021]189);the Natural Science Foundation of Guizhou Province(No.QKHZYD[2022]4015);High-level Innovative Talents in Guizhou Province(Thousand Levels of Talent for Chunmao Yuan in 2018);“Light of the West”Talent Cultivation Program of Chinese Academy of Sciences for Chunmao Yuan(No.RZ[2020]82).

摘　　要：This study employed the α-glucosidase inhibitory activity model as an anti-diabetic assay and implemented a bioactivity-guided isolation strategy to identify novel natural compounds with potential therapeutic properties.Hypericum sampsonii was investigated,leading to the isolation of two highly modified seco-polycyclic polyprenylated acylphloroglucinols(PPAPs)(1 and 2),eight phenolic derivatives(3-10),and four terpene derivatives(11-14).The structures of compounds 1 and 2,featuring an unprecedented octahydro-2H-chromen-2-one ring system,were fully characterized using extensive spectroscopic data and quantum chemistry calculations.Six compounds(1,5-7,9,and 14)exhibited potential inhibitory effects against α-glucosidase,with IC_(50) values ranging from 0.050±0.0016 to 366.70±11.08μg·mL^(-1).Notably,compound 5(0.050±0.0016μg·mL^(-1))was identified as the most potential α-glucosidase inhibitor,with an inhibitory effect about 6900 times stronger than the positive control,acarbose(IC_(50)=346.63±15.65μg·mL^(-1)).A docking study was conducted to predict molecular interactions between two compounds(1 and 5)and α-glucosidase,and the hypothetical biosynthetic pathways of the two unprecedented seco-PPAPs were proposed.

关 键 词：Hypericum sampsonii Chemical constituents Structure elucidation Α-GLUCOSIDASE Molecular docking 

分 类 号：R284.1[医药卫生—中药学]