Triterpenoids from the stems and leaves of Schisandra incarnata.

Ming Zhou, Xiaogang Peng, Jia Zhou, Ye Liu, Xianggao Meng, Hanli Ruan

Journal: Phytochemistry 2020;177():112448

PMID: 32570050

Full Text on Elsevier Science View on PubMed

Abstract

Six undescribed triterpenoids, schincarins A‒F, categorized as the preschisanartane (schincarin A), 3,4-secocycloartane (schincarins B‒D), 3,4; 9,10-disecocycloartane (schincarin E), and 3,4-secolanostane (schincarin F) classes, along with twelve known analogues, were obtained from the stems and leaves of Schisandra incarnata Stapf. Their structures were elucidated on the basis of extensive spectroscopic analyses. The absolute configuration of schincarin A was corroborated by analysis of the experimental ECD spectrum, and single-crystal X-ray diffraction with Mo Kα irradiation. Schincarin A represented the first example of preschisanartane-type triterpenoid with two oxa-bridged hemiketals. Among the selected compounds which were evaluated for immunosuppressive activities, schincarin C and kadsudilactone A showed potential inhibition against ConA-induced T-cell proliferation with IC values of 5.83 and 6.32 μM, and LPS-induced B cell proliferation with IC values of 10.21 and 11.49 μM, respectively.

Address: School of Pharmacy, Tongji Medical College of Huazhong University of Science and Technology, Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, Hangkonglu 13, Wuhan, 430030, People's Republic of China; Key Laboratory of Plant Germplasm Enhancement and Specialty Agriculture, Wuhan Botanical Garden, Chinese Academy of Sciences, Wuhan, 430074, People's Republic of China.; School of Pharmacy, Tongji Medical College of Huazhong University of Science and Technology, Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, Hangkonglu 13, Wuhan, 430030, People's Republic of China.; College of Chemistry, Central China Normal University, Wuhan, 430079, People's Republic of China.; School of Pharmacy, Tongji Medical College of Huazhong University of Science and Technology, Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, Hangkonglu 13, Wuhan, 430030, People's Republic of China. Electronic address: [email protected].

DOI: 10.1016/j.phytochem.2020.112448

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MeSH Terms: Crystallography, X-Ray, Molecular Structure, Plant Leaves, Plant Stems, Schisandra, Triterpenes