University College of Pharmaceutical Sciences, Kakatiya University, Warangal, Andhra Pradesh 506 009, India.
Saudi Pharm J. 2011 Jul;19(3):153-8. doi: 10.1016/j.jsps.2011.03.002. Epub 2011 Mar 11.
A series of 5- or 7-substituted 3-{4-(5-mercapto-1,3,4-oxadiazol-2-yl)phenylimino}-indolin-2-one derivatives were synthesized by treating 5-(4-aminophenyl)-1,3,4-oxadiazole-2-thiol with different isatin derivatives. The newly synthesized compounds were characterized on the basis of spectral (FT-IR, (1)H NMR, MS) analyses. All the synthesized derivatives were screened for anticancer activity against HeLa cancer cell lines using MTT assay. All the synthetic compounds produced a dose dependant inhibition of growth of the cells. The IC50 values of all the synthetic test compounds were found between 10.64 and 33.62 μM. The potency (IC50 values) of anticancer activity of compounds VIb-d was comparable with that of known anticancer agent, Cisplatin. Among the synthesized 2-indolinones, compounds VIb-d with halogen atom (electron withdrawing groups) at C5 position showed the most potent activity. These results indicate that C5 substituted derivatives may be useful leads for anticancer drug development in the future.
通过用不同的色胺衍生物处理 5-(4-氨基苯基)-1,3,4-恶二唑-2-硫醇，合成了一系列 5-或 7-取代的 3-{4-(5-巯基-1,3,4-恶二唑-2-基)苯基亚氨基}-吲哚啉-2-酮衍生物。根据光谱（FT-IR、（1）H NMR、MS）分析对新合成的化合物进行了表征。使用 MTT 测定法，所有合成的衍生物均针对 HeLa 癌细胞系进行了抗癌活性筛选。所有合成的衍生物均产生了剂量依赖性的细胞生长抑制作用。所有合成测试化合物的 IC50 值在 10.64 和 33.62 μM 之间。化合物 VIb-d 的抗癌活性（IC50 值）与已知的抗癌剂顺铂相当。在所合成的 2-吲哚啉酮中，在 C5 位置具有卤素原子（吸电子基团）的化合物 VIb-d 表现出最强的活性。这些结果表明，C5 取代的衍生物可能是未来抗癌药物开发的有用先导物。
