Sayed Abdelwahed R, Elsawy Hany, Shaaban Saad, Gomha Sobhi M, Al-Faiyz Yasair S
Department of Chemistry, Faculty of Science, King Faisal University, P.O. Box 380, Hofuf 31982, Saudi Arabia.
Department of Chemistry, Faculty of Science, Beni-Suef University, Beni-Suef 62514, Egypt.
Curr Issues Mol Biol. 2022 Jul 1;44(7):2956-2966. doi: 10.3390/cimb44070204.
Herein we studied the preparation of different thiazoles via the reaction of 2-(3,4-dimethoxybenzylidene)hydrazine-1-carbothioamide () with hydrazonoyl halides under base-catalyzed conditions. The reactions proceed through nucleophilic substitution attack at the halogen atom of the hydrazonoyl halides by the thiol nucleophile to form an -alkylated intermediate. The latter intermediate undergoes cyclization by the loss of water to afford the final products. The structures of the azo compounds were confirmed by FTIR, MS, NMR, and elemental analyses. Indeed, the newly synthesized azo compounds were estimated for their potential anticancer activities by an MTT assay against different human cancer cells, such as lung adenocarcinoma (A549) and colorectal adenocarcinoma (DLD-1). The caspase-3 levels were also estimated using Western blotting and the dual staining technique to evaluate the potency of the titled compounds to promote apoptosis.
在此，我们研究了在碱催化条件下，2-(3,4-二甲氧基亚苄基)肼-1-碳硫酰胺（）与卤代肼基甲酰卤反应制备不同噻唑的方法。反应通过硫醇亲核试剂对卤代肼基甲酰卤的卤素原子进行亲核取代攻击，形成烷基化中间体。后者中间体通过失水进行环化，得到最终产物。通过傅里叶变换红外光谱（FTIR）、质谱（MS）、核磁共振（NMR）和元素分析确定了偶氮化合物的结构。实际上，通过针对不同人类癌细胞，如肺腺癌（A549）和结肠腺癌（DLD-1）的MTT试验，评估了新合成的偶氮化合物的潜在抗癌活性。还使用蛋白质免疫印迹法和双重染色技术评估了caspase-3水平，以评估标题化合物促进细胞凋亡的效力。
