Chantriolides F-P, Highly Oxidized Withanolides with Hepatoprotective Activity from .

Yue Yang, Fei Zhou, Min Wang, Mukhammadrizo Turanazarov, Xiao-Rong Wang, Changqiang Ke, Sheng Yao, Ligen Lin, Chunping Tang, Yang Ye

Journal: Molecules (Basel, Switzerland) 2022;27(23):8197

PMID: 36500291

Abstract

Eleven highly oxidized withanolides, chantriolides F-P (-), together with six known analogues (-), were isolated from the rhizomes of . Their structures were established on the basis of comprehensive spectroscopic data analysis and comparison with published NMR data, and their absolute configurations were further confirmed by experimental ECD data and single crystal X-ray diffraction analysis. The structures of compounds - contained a chlorine atom substituted at C-3. Compounds and are a pair of epimers isomerized at C-24 and C-25, while compounds and are isomerized at C-1, C-7, C-24, and C-25. Next, the hepatoprotective effect of all the isolates was evaluated on -butyl hydroperoxide (-BHP)-injured AML12 hepatocytes. Compounds - and significantly enhanced cell viability. Compound decreased reactive oxygen species accumulation and increased glutathione level in -BHP injured AML12 hepatocytes through promoting nuclear translocation of nuclear factor erythroid 2-related factor 2 (Nrf2).

Address: State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China.; Natural Products Chemistry Department, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China.; State Key Laboratory of Quality Research in Chinese Medicine, Institute of Chinese Medical Sciences, University of Macau, Avenida da Universidade, Taipa, Macau 999078, China.; University of Chinese Academy of Sciences, No. 19A Yuquan Road, Beijing 100049, China.; Xishuangbanna Research Institute of Nationality Medicine, Xishuangbanna Hospital of Traditional Dai Medicine, No. 8 Zhuangdong Western Road of Xishuangbanna Tourism and Resort Zone, Xishuangbanna 666100, China.; School of Life Science and Technology, ShanghaiTech University, 393 Middle Huaxia Road, Pudong, Shanghai 201210, China.
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