Neritriterpenols A-G, euphane and tirucallane triterpenes from Euphorbia neriifolia L. and their bioactivity.

Stephen S Chang, Hung-Tse Huang, Yu-Chi Lin, Chih-Hua Chao, Geng-You Liao, Zhi-Hu Lin, Hui-Chi Huang, Jenny Chun-Ling Kuo, Chia-Ching Liaw, Chen-Jei Tai, Yao-Haur Kuo

Phytochemistry 2022 Jul

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Euphorbia neriifolia L. is widely distributed in India, Thailand, and China and has been used to treat diseases such as rotten sores and asthma as well as for its antidiabetic and anticancer effects. In this study, seven undescribed triterpenes, including six euphanes, neritriterpenols A-B and D-G, and a tirucallane, neritriterpenol C, together with four known triterpenes, were isolated from ethanolic extracts of E. neriifolia stems. Their structures with absolute configurations were determined through detailed spectroscopic data, including 1D and 2D NMR data analyses, single-crystal X-ray diffraction analysis, ECD spectra, and DP4+ NMR data calculations as well as Mo2(OAc)4-induced ECD analysis. Furthermore, preliminarily evaluation of the anti-inflammatory and anti-proliferative effects of the isolated triterpenes leads to the structure-activity relationship (SAR) studies implying that the unsaturated functional group at the end of the C17 side chain on euphane-type triterpenes may be correlated with the increase of anti-inflammatory and anti-proliferative activities. Copyright © 2022 Elsevier Ltd. All rights reserved.

Citation

Stephen S Chang, Hung-Tse Huang, Yu-Chi Lin, Chih-Hua Chao, Geng-You Liao, Zhi-Hu Lin, Hui-Chi Huang, Jenny Chun-Ling Kuo, Chia-Ching Liaw, Chen-Jei Tai, Yao-Haur Kuo. Neritriterpenols A-G, euphane and tirucallane triterpenes from Euphorbia neriifolia L. and their bioactivity. Phytochemistry. 2022 Jul;199:113199