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Spirolindemers A and B, Lindenane Sesquiterpenoid Oligomers Equipped with Oxaspiro[4.5]decane from <i>Chloranthus henryi</i>

Jixin Li, Jun Chi, Pengfei Tang, Yunpeng Sun, Wei-Jia Lu, Wen‐Jun Xu, Yongyue Wang, Jun Luo, Lingyi Kong

2021Chinese Journal of Chemistry36 citationsDOI

Abstract

Comprehensive Summary Spirolindemers A and B, unprecedented lindenane sesquiterpenoid dimer (1) and trimer (2) equipped with oxaspiro[4.5]decane unit, were discovered from the medicinal plant Chloranthus henryi . Their structures including absolute configurations were achieved by HRMS, NMR, ECD, X‐ray diffraction analyses, and quantum chemical calculations. Biogenetically, hetero‐ and homo‐Diels‐Alder additions may dominate the formation of oxaspiro[4.5]decane and spiro[4.5]decane skeletons, respectively. Compound 1 showed anti‐inflammatory activity by inhibiting the expression of iNOS and COX‐2.

Topics & Concepts

DecaneChemistryTrimerStereochemistryDimerQuantum chemicalTwo-dimensional nuclear magnetic resonance spectroscopyOrganic chemistryMoleculeNatural product bioactivities and synthesisSesquiterpenes and Asteraceae StudiesPhytochemistry and Biological Activities