ABSTRACT

L-Proline organocatalyst was investigated as an efficient and environmentally benign catalyst for synthesis of some novel bioactive benzil bis(2-cyano-3-aryl-2-propenoylhydrazone) derivatives from reaction of the benzil bis(cyanoacetylhydrazone) with the respective aldehydes. The reusability of the L-proline was tested and the results revealed that the recovered catalyst can be reused at least three additional times in subsequent reactions without significant decrease in product yield. The current protocol is very efficient as it provides mild reaction, cleaner reaction profiles, effortless work phase with outstanding purity, and with short reaction time, high performance of the desired products. IR, ¹H-NMR and MS and alternative methods, whenever available, have verified the chemical structures of the newly prepared compounds. Compared to the Doxorubicin reference drug using the MTT assay, the in vitro growth inhibitory activity of ten new compounds was investigated against the liver carcinoma cell line (HepG-2) and the findings revealed promising activities of six derivatives.

摘要

研究了L-脯氨酸有机催化剂作为一种有效和环保的催化剂，用于由苄基双（氰基乙酰hydr）与相应的醛反应合成一些新型生物活性的苄基双（2-氰基-3-芳基-2-丙烯酰基hydr）衍生物。测试了L-脯氨酸的可重复使用性，结果表明，回收的催化剂可在后续反应中再使用至少三次，而产物收率没有明显下降。当前的协议非常有效，因为它提供了温和的反应，更清晰的反应曲线，毫不费力的工作阶段，出色的纯度，短的反应时间以及所需产品的高性能。红外线¹1 H-NMR和MS以及其他方法（只要有的话）已经验证了新制备化合物的化学结构。与使用MTT分析的阿霉素参考药物相比，研究了十种新化合物对肝癌细胞系（HepG-2）的体外生长抑制活性，研究结果揭示了六种衍生物的前景广阔。