Litcius/Paper detail

Structurally Diverse Sesquiterpenoids from <i>Chloranthus henryi</i> var. <i>hupehensis</i> and Their Anti‐inflammatory Activities

Danyang Zhang, Yun‐Ran Hu, Hui Yang, Yanan Wang, Shuai Liu, Yun‐He Zou, Jing‐Jing Zhou, Peng‐Yu Zhuang, Xiaoxia Wang, Hang Liu

2023Chinese Journal of Chemistry16 citationsDOIOpen Access PDF

Abstract

Comprehensive Summary In this study, 27 new sesquiterpenoids: twenty monomers and seven dimers, with diverse structures, along with one known chlorajaponilide F ( 25 ) were isolated from the aerial parts of Chloranthus henryi var. hupehensis. Structurally, chlorahupetolides A ( 1 ) and B ( 2 ), two eudesmane‐type merosesquiterpenoids with an undescribed C 18 carbon framework, and chlorahupetene E ( 18 ) are the first example of dimers comprising two eudesmane sesquiterpenoids bridged by a four‐membered ring in the Chloranthus . Their structures were characterized by nuclear magnetic resonance (NMR), electronic circular dichroism (ECD), and X‐ray diffraction analysis. In the RAW264.7 macrophages model of inflammation induced by LPS, compounds 12 , 18 , and 25 significantly reduced NO production in a dose dependent manner and without cytotoxicity. The mRNA expression of COX‐2 was considerably inhibited by treatments with compounds 12 , 18 , and 25 .

Topics & Concepts

ChemistryStereochemistryCircular dichroismCytotoxicityTerpeneMonomerTwo-dimensional nuclear magnetic resonance spectroscopyBiochemistryOrganic chemistryIn vitroPolymerSesquiterpenes and Asteraceae StudiesNatural product bioactivities and synthesisBioactive Compounds and Antitumor Agents