Synthesis, antitumor activity, and cytotoxicity of 4-substituted 1-benzyl-5-diphenylstibano-1H-1,2,3-triazoles
作者:Mizuki Yamada、Tsutomu Takahashi、Mai Hasegawa、Mio Matsumura、Kanna Ono、Ryota Fujimoto、Yuki Kitamura、Yuki Murata、Naoki Kakusawa、Motohiro Tanaka、Tohru Obata、Yasuyuki Fujiwara、Shuji Yasuike
DOI:10.1016/j.bmcl.2017.11.038
日期:2018.1
Trisubstituted 5-organostibano-1H-1,2,3-triazoles (3a–f) were synthesized by the Cu-catalyzed azide-alkyne cycloaddition of various ethynylstibanes (1) with benzylazide (2) in the presence of CuBr (5 mol%) under aerobic conditions. The reaction of 5-stibanotriazoles with HCl afforded C5-unsubstituted 1,2,3-triazoles (4a–f). The antitumor activity of trisubstituted 5-organostibano-1H-1,2,3-triazoles
在CuBr(5 mol)存在下,通过铜催化的各种乙炔基苯乙烯(1)与苄基叠氮化物(2)的叠氮化物-炔烃环加成反应,合成了三取代的5-organostibano-1 H -1,2,3-三唑(3a–f)。%)在有氧条件下。5-stibanotriazoles与HCl的反应得到C5未取代的1,2,3-三唑(4a–f)。在几种肿瘤细胞系中评估了三取代的5-有机ostibano-1 H -1,2,3-三唑(3a–f)及其5-未取代的1,2,3-三唑(4a–f)的抗肿瘤活性。所有5-stibanotriazoles(3a–f)发挥了出色的抗肿瘤活性。相反,与5-stibanotriazoles(3a-f)相比,分子中不具有二苯基锑基团的5-un取代的1,2,3-三唑(4a-f)表现出非常低的抗肿瘤活性。在这两个系列的化合物中,取代的4-丁基似乎降低了抗肿瘤活性。但是,结果表明,分子中的有机金属(锑)需