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树莓(Rubus idaeus L.)中倍半木脂素的手性拆分及其神经保护作用。

Chiral-phase resolution of sesquilignans from raspberries (Rubus idaeus L.) and their neuroprotective effects.

机构信息

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

School of Pharmaceutical Engineering, Liaoning Province, Shenyang Pharmaceutical University, Shenyang 110016, People's Republic of China.

出版信息

Fitoterapia. 2020 Oct;146:104655. doi: 10.1016/j.fitote.2020.104655. Epub 2020 Jun 2.

DOI:10.1016/j.fitote.2020.104655
PMID:32502503
Abstract

Two pairs of diastereoisomers (1/2 and 3/4) were isolated from the fruits of Rubus idaeus L. (Rosaceae). Their structures were elucidated on the basis of extensive spectroscopic analyses. Then chiral-phase HPLC resolution gave 1a/1b-4a/4b. Their absolute configurations were determined by comparison of the experimental ECD with the calculated data. Moreover, all isolated compounds were investigated for the neuroprotective effects against HO-induced neurotoxicity in human neuroblastoma SH-SY5Y cells, and 2a (66.04%) exhibited moderate neuroprotective effects, better than trolox (60.54%) at the concentration of 25 μM.

摘要

从悬钩子属(Rosaceae)植物覆盆子的果实中分离得到了两对非对映异构体(1/2 和 3/4)。基于广泛的光谱分析,阐明了它们的结构。然后通过手性相 HPLC 拆分得到 1a/1b-4a/4b。通过比较实验 ECD 与计算数据确定了它们的绝对构型。此外,还研究了所有分离得到的化合物对 HO 诱导的人神经母细胞瘤 SH-SY5Y 细胞神经毒性的神经保护作用,在 25 μM 浓度下,2a(66.04%)表现出中等的神经保护作用,优于 Trolox(60.54%)。

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