64214-81-9Relevant articles and documents
Transition-metal-free regioselective construction of 1,5-diaryl-1,2,3-triazoles through dehydrative cycloaddition of alcohols with aryl azides mediated by SO2F2
Zhang, Xu,Rakesh,Qin, Hua-Li
supporting information, p. 2845 - 2848 (2019/03/06)
A novel, simple and practical method for mild, efficient, cost-effective and regioselective synthesis of highly valuable 1,5-diaryl-1,2,3-triazoles was achieved through dehydrative annulation of readily available alcohols with aryl azides. The reaction proceeded at room temperature, without any metal catalysts, exhibiting excellent compatibility to a large variety of functional groups (>50 examples), resulting in up to quantitative yields. 2019
Synthesis and antiproliferative activity of conformationally restricted 1,2,3-triazole analogues of combretastatins in the sea urchin embryo model and against human cancer cell lines
Demchuk, Dmitry V.,Samet, Alexander V.,Chernysheva, Natalia B.,Ushkarov, Vladimir I.,Stashina, Galina A.,Konyushkin, Leonid D.,Raihstat, Mikhail M.,Firgang, Sergei I.,Philchenkov, Alex A.,Zavelevich, Michael P.,Kuiava, Ludmila M.,Chekhun, Vasyl F.,Blokhin, Dmitry Yu.,Kiselyov, Alex S.,Semenova, Marina N.,Semenov, Victor V.
, p. 738 - 755 (2014/01/23)
A series of 1,5-diaryl- and 4,5-diaryl-1,2,3-triazole derivatives of combretastatin A4 were synthesized and evaluated as antimitotic microtubule destabilizing agents using the sea urchin embryo model. Structure-activity relationship studies identified compounds substituted with 3,4,5- trimethoxyphenyl and 3,4-methylenedioxy-5-methoxyphenyl ring A and 4-methoxyphenyl ring B as potent antiproliferative agents with high cytotoxicity against a panel of human cancer cell lines including multi-drug resistant cells. 4,5-Diaryl-1,2,3-triazoles (C-C geometry) were found to be considerably more active than the respective 1,5-diaryl-1,2,3-triazoles (N-C geometry). Compound 10ad′ induced G2/M cell cycle arrest and apoptosis in human T-leukemia Jurkat cells via caspase 2/3/9 activation and downregulation of the antiapoptotic protein XIAP. A mitotic catastrophe has been evaluated as another possible cell death mode.
