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短葶飞蓬全草中的倍半萜和γ-吡喃酮衍生物及其神经保护作用。

Sesquiterpenoids and γ-pyranone derivatives from the whole plant of Erigeron breviscapus and their neuroprotective effects.

机构信息

School of Traditional Chinese Materia Medica, Key Laboratory of Computational Chemistry-Based Natural Antitumor Drug Research & Development, Liaoning Province, Shenyang Pharmaceutical University, Shenyang 110016, People's Republic of China.

Shanghai Key Laboratory of Psychotic Disorders, Shanghai Mental Health Center, Shanghai Jiao Tong University School of Medicine, Shanghai, 200030, People's Republic of China.

出版信息

Fitoterapia. 2019 Oct;138:104288. doi: 10.1016/j.fitote.2019.104288. Epub 2019 Aug 6.

DOI:10.1016/j.fitote.2019.104288
PMID:31398450
Abstract

Four new sesquiterpenes (1-2, 6-7), a new pyranone glycoside (10) along with six known compounds, were isolated from the whole plant of Erigeron breviscapus. Their planar structures were elucidated using extensive spectroscopic analyses. Brevisterpene A (1) and brevisterpene B (2) were proved to be a pair of diastereomer followed by mixtures resolution using chiral HPLC. Their absolute configurations were determined by ECD calculation. The relative configuration of brevisnoside B (7) was elucidated by a combined analysis of NOESY spectrum and computation of C NMR chemical shifts, and determination of the absolute configurations of 6 and 7 assisted by optical rotation calculations. Compounds 1 and 2 displayed moderate neuroprotective effects against HO-induced damage in SH-SY5Y cells.

摘要

从短葶飞蓬全草中分离得到四个新的倍半萜(1-2,6-7)、一个新的吡喃酮糖苷(10)以及六个已知化合物。通过广泛的光谱分析阐明了它们的平面结构。短葶萜 A(1)和短葶萜 B(2)被证明是一对非对映异构体,然后通过手性 HPLC 进行混合物拆分。通过 ECD 计算确定了它们的绝对构型。通过 NOESY 光谱和 C NMR 化学位移计算的综合分析阐明了 brevisnoside B(7)的相对构型,并通过旋光计算确定了 6 和 7 的绝对构型。化合物 1 和 2 对 HO 诱导的 SH-SY5Y 细胞损伤表现出中等的神经保护作用。

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