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.
School of Pharmaceutical Engineering, Shenyang Pharmaceutical University, Shenyang 110016, People's Republic of China.
Bioorg Chem. 2019 Apr;85:469-474. doi: 10.1016/j.bioorg.2019.02.018. Epub 2019 Feb 8.
Three pairs of enantiomeric dihydrobenzofuran neolignans (1a/1b-3a/3b) including four new compounds (1a/1b and 2a/2b) were isolated from the fruit of Crataegus pinnatifida. Their structures including the absolute configurations were elucidated by extensive spectroscopic analyses and comparison between the experimental measurements of electronic circular dichroism (ECD) and the calculated ECD spectra. Additionally, all the enantiomeric neolignans were investigated for their neuroprotective activities against HO-induced cell injury in human neuroblastoma SH-SY5Y cells. It was found that enantiomers 1a and 1b displayed different degrees of neuroprotective activities, and the results showed enantioselectivity, in which that 1b exhibited noticeable neuroprotective activity, while its enantiomer 1a only exhibited obvious protective effect at lower concentration. Further study demonstrated that the potential protective activities of compounds appeared to be mediated via suppressing cell apoptosis.
从山楂果实中分离得到了三对对映体二氢苯并呋喃新木脂素（1a/1b-3a/3b），其中包括四个新化合物（1a/1b 和 2a/2b）。通过广泛的光谱分析以及实验测量的电子圆二色性（ECD）与计算的 ECD 光谱之间的比较，阐明了它们的结构包括绝对构型。此外，还研究了所有对映体新木脂素对 HO 诱导的人神经母细胞瘤 SH-SY5Y 细胞损伤的神经保护活性。结果发现，对映体 1a 和 1b 显示出不同程度的神经保护活性，并且表现出对映体选择性，其中 1b 表现出明显的神经保护活性，而其对映体 1a 仅在较低浓度下表现出明显的保护作用。进一步的研究表明，化合物的潜在保护活性似乎是通过抑制细胞凋亡介导的。
