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瑞香科狼毒属植物根中的愈创木烷型倍半萜及其神经保护活性。

Guaiane-type sesquiterpenoids from the roots of Stellera chamaejasme L. and their neuroprotective activities.

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, Shenyang Pharmaceutical University, Shenyang 110016, People's Republic of China.

出版信息

Phytochemistry. 2021 Mar;183:112628. doi: 10.1016/j.phytochem.2020.112628. Epub 2021 Jan 4.

DOI:10.1016/j.phytochem.2020.112628
PMID:33412403
Abstract

Nine undescribed guaiane-type sesquiterpenoids stelleraterpenoids A‒I, along with seven reported congeners, were isolated and identified from the 70% EtOH extract of the roots of Stellera chamaejasme L. Their chemical structures were elucidated on the basis of various spectral data. The relative configurations were determined by their NOESY spectra and comparison between their experimental and calculated NMR data. The absolute configurations were established by the comparison between the experimental and calculated ECD spectra and further by X-ray single-crystal diffraction analysis. The neuroprotective effects of these compounds on the HO-induced damage in human neuroblastoma SH-SY5Y cells were evaluated. Stelleraguaianone B exhibited the better activity with 71.62% cell viability compared to the positive control Trolox (65.05%) at 12.5 μM, which might be achieved by inhibiting the apoptosis of SH-SY5Y cells based on an annexin V-FITC/PI staining experiment.

摘要

从瑞香科狼毒属植物 Stellera chamaejasme L. 的 70%乙醇提取物中分离鉴定了 9 个未描述的愈创木烷型倍半萜类化合物 stelleraterpenoids A-I,以及 7 个已知的同系物。基于各种光谱数据阐明了它们的化学结构。通过它们的 NOESY 光谱和实验与计算 NMR 数据的比较确定了相对构型。通过实验与计算 ECD 光谱的比较以及进一步的 X 射线单晶衍射分析确定了绝对构型。评价了这些化合物对 HO 诱导的人神经母细胞瘤 SH-SY5Y 细胞损伤的神经保护作用。在 12.5 μM 时,与阳性对照 Trolox(65.05%)相比,stelleraguaianone B 表现出更好的活性,细胞活力为 71.62%,这可能是通过基于 annexin V-FITC/PI 染色实验抑制 SH-SY5Y 细胞凋亡来实现的。

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