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从 中分离、结构鉴定、半合成及结构修饰 C-二萜生物碱及其神经保护活性。

Isolation, Structure Elucidation, Semi-Synthesis, and Structural Modification of C-Diterpenoid Alkaloids from and Their Neuroprotective Activities.

机构信息

School of Life Science and Engineering, Southwest Jiaotong University, Chengdu 610031, People's Republic of China.

出版信息

J Nat Prod. 2021 Apr 23;84(4):1067-1077. doi: 10.1021/acs.jnatprod.0c01111. Epub 2021 Mar 5.

Abstract

Five new aconitine-type C-diterpenoid alkaloids, apetalrines A-E (-), were isolated from . Their structures were determined by analysis of 1D and 2D NMR, IR, and HRESIMS data. Semisynthesis of apetalrine B () from its parent compound aconorine was achieved to confirm the structure proposed. Twenty derivatives of (-, , , , , , , , ) were synthesized via a unified approach relying on simple coupling reactions. The evaluation of neuroprotective effects of compounds (-, , , -, , , , , , , ) with low cytotoxicity revealed compound to exhibit good neuroprotective effects in HO-treated SH-SY5Y cells at a concentration of 50 μM. A series of studies using flow cytometry, staining, and Western blotting on indicated that its neuroprotective effects may arise from inhibiting cell apoptosis.

摘要

从 中分离得到了 5 个新的乌头碱型 C-二萜生物碱,分别命名为 apetalrines A-E (-)。通过 1D 和 2D NMR、IR 和 HRESIMS 数据分析确定了它们的结构。通过从其母体化合物 aconorine 半合成 apetalrine B () 来证实所提出的结构。通过依赖于简单偶联反应的统一方法合成了 20 个衍生物 (-,,,,,,,, )。对具有低细胞毒性的化合物 (-,,, -,,,,,,, ) 的神经保护作用进行评估,结果表明化合物 以 50 μM 的浓度在 HO 处理的 SH-SY5Y 细胞中表现出良好的神经保护作用。一系列使用流式细胞术、染色和 Western blot 对 进行的研究表明,其神经保护作用可能源于抑制细胞凋亡。

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