Artemsieverolactones A-H,Eight Guaiane-Type Sesquiterpe-noid Trimers from Artemisia sieversiana

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外文摘要：Eight new guaiane-type sesquiterpenoid trimers,artemsieverolactones A-H,possessing unprecedented scaffolds via biocatalyzed[4+2]Diels-Alder cycloaddition reactions were identified from Artemisia sieversiana.Their structures were determined by compre-hensive spectroscopic data,single-crystal X-ray diffraction analyses,and ECD calculations.In terms of structure,artemsieverolactones A-H are first examples of sesquiterpenoid trimers from guaiane-type sesquiterpenoid through four different[4+2]Diels-Alder cy-cloaddition models.Antihepatic fibrosis assay suggested that five compounds exhibited activity against HSC-LX2 with IC50 values rang-ing from 37.8 to 117.1 μmol/L.The most active artemsieverolactone B(2)displayed significant inhibitory activity against HSC-LX2 with IC50 value of 37.8 μmol/L,which was 3 times more active than the positive drug silybin(IC50,139.7 μmol/L).Preliminary mechanism study revealed that artemsieverolactone B could inhibit the deposition of human collagen type Ⅰ(Col I),human hyaluronic acid(HA),and human laminin(HL)with IC50 values of 40.4 μmol/L(Col I),55.1 μmol/L(HL),47.3 μmol/L(HA),which was 2 to 3-fold more potent than silybin.

外文关键词：

Artemisia sieversianaArtemsieverolactones A-HGuaiane-type sesquiterpenoid trimersAntihepatic fibrosisExtracellular matrixCancerNMR spectroscopyX-ray diffraction

作者：

Wei Dong、Xiao-Yan Huang、Tian-Ze Li、Yan-Mei Weng、Chang-An Geng、Ji-Jun Chen

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作者单位：

State Key Laboratory of Phytochemistry and Plant Resources in West China,Kunming Institute of Botany,Chinese Academy of Sciences,Kunming,Yunnan 650201,China

University of Chinese Academy of Sciences,Beijing 100049,China

基金：

Key Program of National Natural Science Foundation of ChinaXingdian Yingcai ProjectYouth Innovation Promotion Association,CASReserve Talents of Young and Middleaged Academic and Technical Leaders in Yunnan Province

项目编号：

22137008YNWR-KJLJ-2019-0022020386202105AC160021

出版年：

2024

DOI：

10.1002/cjoc.202300631

中国化学(英文版)

中国化学会上海有机化学研究所

中国化学(英文版)

CSTPCD

影响因子：0.848

ISSN：1001-604X

年,卷(期)：2024.42(10)