Applanoids A—E as the First Examples of C-15/C-20 Michael Adducts in Ganoderma Triterpenoids and Their PXR Agonistic Activity  

作　　者：Hai-Guo Su Hang-Fei Liang Gui-Lin Hu Lin Zhou Xing-Rong Peng Hui-Chang Bi Ming-Hua Qiu 

机构地区：[1]Guangdong Provincial Key Laboratory of New Drug Design and Evaluation,School of Pharmaceutical Sciences,Sun Yat-sen University,Guangzhou,Guangdong510006,China [2]State Key Laboratory of Phytochemistry and Plant Resources in West China,Kunming Institute of Botany,Chinese Academy of Sciences,Kunming,Yunnan 650201,China [3]NMPA Key Laboratory for Research and Evaluation of Drug Metabolism&Guangdong Provincial Key Laboratory of New Drug Screening,School of Pharmaceutical Sciences,Southern Medical University,Guangzhou,Guangdong 510515,China

出　　处：《Chinese Journal of Chemistry》2022年第22期2633-2641,共9页中国化学（英文版）

基　　金：supported by the Basic Research Project of Yunnan Province(202001AT070070);the Youth Innovation Promotion Association of CAS(2019383);the Natural Science Foundation of China(Nos.82025034,81973392,81973195 and 82104020);the Shenzhen Science and Technology Program(No.KQTD20190929174023858).

摘　　要：Ganoderma triterpenoids(GTs),a class of major active constituents of Ganoderma fungi,possess diverse structures and remarkable activities.In the present study,nine new GTs,namely applanoids A—I(1—9),were isolated from the medicinal fungus of Ganoderma applanatum.Their structures including absolute configurations were established by comprehensive spectroscopic analyses and ECD calculation.Applanoids A—E(1—5)represent the first example of GTs with 6/6/5/6/5 pentacyclic system and the formation of the ether ring between C-15 and C-20 involves Michael addition reaction.Furthermore,compounds 1—8 were evaluated for their human pregnane X receptor(hPXR)agonistic activity using dual-luciferase reporter gene assay,and the results showed that compounds 1,2 and 4 can dose-dependently activate hPXR.This investigation further illustrated the structural diversity of GTs and provided new insights for searching PXR agonists from GTs.

关 键 词：Ganoderma applanatum Lanostane triterpenoids Michael adducts Structure elucidation Pregnane X receptor 

分 类 号：O62[理学—有机化学]