双-三唑并[3,4-b]-[1,3,4]噻二唑类化合物的合成及抗癌活性研究

间苯二甲羧酸酯化、肼解、成盐、环化成双-(4-氨基-5-巯基-1,2,4-三唑-3-基)苯(1),再与芳香酸(2a~2m)在相转移催化剂四丁基碘化铵和 POCl3作用下,高产率地制得13种1,3-双(6-芳基)-1,2,4-三唑并3,4-b]-1,3,4]噻二唑-3-基]苯类衍生物(3a~3m),并利用 IR、1H NMR、MS 和元素分析对目标化合物的结构进行了表征.用MTT 方法评价了它们在体外对 HepG-2、 A549-1和231-2癌细胞株的体外生长抑制活性.结果表明:所合成的13个新化合物(3a~3m)均具有潜在的体外抑制癌细胞生长活性,其中3d、3h 与3i 对 HepG2和231-2的体外抑制活性最强

The Synthesis and Anticancer Activities for Bis-Triazolo [3,4-b]-[1,3,4]Thiadiazole Derivatives

The m-phthaloylhydrazide was prepared by hydrazinolysis of the dimethyl terephthalate.The reaction of terephthaloyl with CS2/KOH in absolute ethanol gave potassium terephthaloyldithiocarbazate and then the reaction of potassium terephthaloyldithiocarbazate with hydrazine hydrate afforded 3-benzyloxyphenyl-4-amino-5-mercapto-1,2,4-triazole(1).1,4-Bis(6-aryl)-1,2,4-triazolo3,4-b]-1,3,4]thiadiazole-3-yl]benzene derivatives 3a~3m were accomplished with good yields by condensing bis-(4-amino-5-mercapto-1,2,4-triazol-3-yl) benzene(1) with dicar-boxylic(2a~2m) acids in the presence of POCl3 and tetrabutylammonium iodide as catalyst.The structures of 3a~3m were confirmed by elementary analyses,IR,1H NMR,and MS spectra,and their in vitro anticancer activity against the three cancer celllines of HepG-2,A549-1 and 231-2 was evaluated.Compounds 3d,3h and 3i are highly active against HepG2 and 231-2.