Key Laboratory of Computational Chemistry-Based Natural Antitumor Drug Research & Development, 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.
Fitoterapia. 2019 Oct;138:104356. doi: 10.1016/j.fitote.2019.104356. Epub 2019 Sep 11.
Five pairs of enantiomeric compounds (1a/1b-5a/5b) including seven undescribed compounds (1a/1b-3a/3b, 4b) along with two known ones (. and .) have been isolated from corn silk (Stigma maydis). Racemic mixtures of these enantiomers were separated by HPLC with different types of chiral columns. Their structures were elucidated based on comprehensive spectroscopic analyses together with quantum chemical calculations of C NMR data and electronic circular dichroism (ECD) curves. All the isolates were evaluated for their inhibition ability of self-induced Aβ aggregation. Among them, compounds 4a (88.36%), 4b (74.66%) and . (85.65%) showed stronger inhibitory activity than the positive control curcumin (61.90%). The different inhibition profiles of enantiomers 4a and 4b were explained by docking simulation studies.
从玉米须（Stigma maydis）中分离得到了 5 对（1a/1b-5a/5b）对映异构体化合物，其中包括 7 个未被描述的化合物（1a/1b-3a/3b、4b）以及 2 个已知化合物（. 和.）。通过高效液相色谱法（HPLC），使用不同类型的手性柱对这些对映异构体的外消旋混合物进行了分离。基于全面的光谱分析，并结合 C NMR 数据和电子圆二色性（ECD）曲线的量子化学计算，确定了它们的结构。对所有分离得到的化合物进行了自诱导 Aβ 聚集抑制能力的评估。其中，化合物 4a（88.36%）、4b（74.66%）和.（85.65%）比阳性对照姜黄素（61.90%）表现出更强的抑制活性。通过对接模拟研究解释了对映异构体 4a 和 4b 的不同抑制谱。
