Synthesis and antitumor activity studies of some new fused 1,2,4-triazole derivatives carrying 2,4-dichloro-5-fluorophenyl moiety
Synthesis and antitumor activity studies of some new fused 1,2,4-triazole derivatives carrying 2,4-dichloro-5-fluorophenyl moiety
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DOI：
10.1016/j.ejmech.2009.09.010
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发表时间：
2009-12-01
影响因子：
6.7
通讯作者：
Holla, B. Shivarama
中科院分区：
文献类型：
--
作者：
Bhat, K. Subrahmanya;Poojary, Boja;Holla, B. Shivarama
3-（2，4-二氯-5-氟苯基）-1，2，4-三唑-5-硫醇（3）与取代苯甲酰甲基溴发生环化反应，合成了一系列3-（2，4-二氯-5-氟苯基）-6-（取代苯基）-1，2，4-三唑并[3，4-B]-1，3，4-噻二嗪（4）。所有新合成的化合物均经IR、H-1 NMR和质谱确证。在测试其抗肿瘤活性的化合物中，三种化合物表现出体外抗肿瘤活性，对白血病、非小细胞肺癌、黑色素瘤、卵巢癌、前列腺癌和乳腺癌的一组六十种癌细胞系具有中度至优异的生长抑制。化合物4d显示出有希望的抗增殖活性，GI（50）值在1.06-25.4 μ M的范围内。(C)2009年Elsevier Masson SAS。All rights reserved.
A series of 3-(2,4-dichloro-5-fluorophenyl)-6-(substituted phenyl)-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazines (4) (Fig. 1) have been synthesized by the cyclization of 3-(2,4-dichloro-5-fluorophenyl)-1,2,4-triazol-5-thiol (3) with substituted phenacyl bromides. All the newly synthesized compounds were confirmed by IR, H-1 NMR and mass spectral studies. Among the compounds tested for their antitumor activity three compounds exhibited in vitro antitumor activity with moderate to excellent growth inhibition against a panel of sixty cancer cell lines of leukemia, non-small cell lung cancer, melanoma, ovarian cancer, prostate and breast cancer. The compound 4d showed promising antiproliferative activity with GI(50) values in the range of 1.06-25.4 mu M. (C) 2009 Elsevier Masson SAS. All rights reserved.