Neuroprotective schinortriterpenoids from Schisandra neglecta collected in Medog County, Tibet, China

Bin Wang; Kun Hu; Xiao-Nian Li; Han-Dong Sun; Hong-Bo Qin; Pema-Tenzin Puno

doi:10.1016/j.bioorg.2021.104785

Neuroprotective schinortriterpenoids from Schisandra neglecta collected in Medog County, Tibet, China

Bioorg Chem. 2021 May:110:104785. doi: 10.1016/j.bioorg.2021.104785. Epub 2021 Mar 2.

Authors

Bin Wang¹, Kun Hu², Xiao-Nian Li², Han-Dong Sun², Hong-Bo Qin³, Pema-Tenzin Puno⁴

Affiliations

¹ State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, and Yunnan Key Laboratory of Natural Medicinal Chemistry, Kunming 650201, Yunnan, People's Republic of China; University of Chinese Academy of Sciences, Beijing 100049, People's Republic of China.
² State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, and Yunnan Key Laboratory of Natural Medicinal Chemistry, Kunming 650201, Yunnan, People's Republic of China.
³ State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, and Yunnan Key Laboratory of Natural Medicinal Chemistry, Kunming 650201, Yunnan, People's Republic of China. Electronic address: qinhongbo@mail.kib.ac.cn.
⁴ State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, and Yunnan Key Laboratory of Natural Medicinal Chemistry, Kunming 650201, Yunnan, People's Republic of China. Electronic address: punopematenzin@mail.kib.ac.cn.

PMID: 33714022
DOI: 10.1016/j.bioorg.2021.104785

Abstract

Schisdilactones K-U (1-11), a series of previously unreported 16,17-secopreschisanartane-type schinortriterpenoids (SNTs), were isolated from the leaves and stems of Schisandra neglecta A. C. Smith. Their structures were mainly established through analysis of their spectroscopic data. Besides, schisdilactones K (1), O (5) and R (8) were confirmed by single-crystal X-ray crystallographic analysis, and the configurations of schisdilactones T and U (10 and 11) were elucidated via quantum chemical calculation of their NMR chemical shifts and electronic circular dichroism (ECD) spectra. Schisdilactones L-S (2-8) and U (11) were found to exhibit moderate protective activities against corticosterone-induced apoptosis of PC12 cells at 20 μM, with cell viability in the range of 62.95-66.97%.

Keywords: 16,17-secopreschisanartane-type schinortriterpenoids; Neuroprotective activity; Quantum chemical calculation; Schisandra neglecta; Schisdilactones K–U.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Apoptosis / drug effects
Cell Survival / drug effects
China
Corticosterone / antagonists & inhibitors
Corticosterone / pharmacology
Crystallography, X-Ray
Dose-Response Relationship, Drug
Models, Molecular
Molecular Structure
Neuroprotective Agents / chemistry
Neuroprotective Agents / isolation & purification
Neuroprotective Agents / pharmacology*
PC12 Cells
Rats
Schisandra / chemistry*
Structure-Activity Relationship
Tibet
Triterpenes / chemistry
Triterpenes / isolation & purification
Triterpenes / pharmacology*

Substances

Neuroprotective Agents
Triterpenes
Corticosterone