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格柏德里辛A - F,六种从(林奈)施-比普中分离得到的未描述过的香豆素衍生物及其对东莨菪碱诱导的PC12细胞损伤的保护作用。

Gerberdriasins A-F, six undescribed coumarin derivatives from (Linn) Sch-Bip and their protective effects on scopolamine-induced injury in PC12 cells.

作者信息

Wu Zhi-Li, Sun Ze-Shi, Li Jia-Yu, Yang Yong-Xun, Zu Xian-Peng, Li Hui-Liang, Zhang Wei-Dong

机构信息

School of Pharmacy, Second Military Medical University Shanghai 200433 P. R. China

School of Traditional Chinese Pharmacy, China Pharmaceutical University Nanjing Jiangsu 211198 P. R. China.

出版信息

RSC Adv. 2022 Jul 20;12(32):20771-20777. doi: 10.1039/d2ra03166c. eCollection 2022 Jul 14.

Abstract

A chemical investigation on the herb (Linn) Sch-Bip led to the isolation and identification of six previously undescribed coumarin derivatives, named Gerberdriasins A-F (1-6). Structurally, their chemical structures and absolute configurations were determined by nuclear magnetic resonance (1D and 2D NMR), high resolution electrospray ionization mass spectroscopy (HR-ESI-MS), experimental and quantum mechanical nuclear magnetic resonance (QM-NMR) methods, Mosher's method and calculated electronic circular dichroism (ECD) experiments. The biological activity of the obtained compounds showed that they displayed significant neuroprotective effects against scopolamine-induced injury in PC12 cells at the concentrations 12.5, 25.0 and 50.0 nM. Further study demonstrated that 1 could inhibit cell apoptosis, decrease malondialdehyde (MDA) levels and increase superoxide dismutase (SOD) activity in scopolamine-treated PC12 cells.

摘要

对草药(Linn)Sch-Bip进行的化学研究导致分离并鉴定出六种先前未描述的香豆素衍生物,命名为Gerberdriasins A-F(1-6)。在结构上,它们的化学结构和绝对构型通过核磁共振(一维和二维核磁共振)、高分辨率电喷雾电离质谱(HR-ESI-MS)、实验和量子力学核磁共振(QM-NMR)方法、莫舍尔方法以及计算电子圆二色性(ECD)实验来确定。所获得化合物的生物活性表明,它们在12.5、25.0和50.0 nM浓度下对东莨菪碱诱导的PC12细胞损伤显示出显著的神经保护作用。进一步研究表明,1可以抑制东莨菪碱处理的PC12细胞中的细胞凋亡,降低丙二醛(MDA)水平并提高超氧化物歧化酶(SOD)活性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1b79/9297695/23c9f33610d8/d2ra03166c-f1.jpg

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