Nortriterpenoids from Schisandra chinensis and their absolute configurational assignments by electronic circular dichroism study |
| |
Authors: | Yi-Ming Shi Li-Yan Wang Xi-Sheng Zou Xiao-Nian Li Shan-Zhai Shang Zhong-Hua Gao Cheng-Qin Liang Huai-Rong Luo Hong-Lin Li Wei-Lie Xiao Han-Dong Sun |
| |
Institution: | 1. State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, PR China;2. Shanghai Key Laboratory of New Drug Design, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, PR China;3. University of Chinese Academy of Sciences, Beijing 100049, PR China |
| |
Abstract: | Twelve new nortriterpenoids, namely wuweizidilactones J–P (1–7), schindilactones I–K (8–10), preschisanartanin N (11), and schisdilactone J (12), as well as 23 known analogues, were isolated from the leaves and stems of Schisandra chinensis. The absolute configurations of 1 and 11 were established by calculated electronic circular dichroism (ECD) spectra and that of 7 was confirmed by single-crystal X-ray diffraction. The absolute configurations of 2–6, 8, and 9 were determined by an empirical comparison of their experimental ECD spectra with that of 1. It is the first time that the ECD spectra of 18(13→14)-abeo-schiartane-, 18-norschiartane-, and schisanartane-type nortriterpenoids possessing an α,β-unsaturated-γ-lactone moiety are presented, this method providing an alternative means of obtaining absolute configurational assignments for these types of nortriterpenoids. All isolates were evaluated for their anti-acetylcholinesterase and anti-butyrylcholinesterase activities, and compounds 8, 13, 23, and 31 show anti-acetylcholinesterase activity at concentrations of 50 μM, with 12.7, 10.7, 16.6, and 32.1% inhibition, respectively. |
| |
Keywords: | Schisandra Schisandra chinensis Nortriterpenoid Electronic circular dichroism Absolute configuration |
本文献已被 ScienceDirect 等数据库收录! |
|