engleski

Design, synthesis, spectroscopic characterisation and in vitro cytostatic evaluation of novel bis(coumarin-1,2,3-triazolyl)benzenes and hybrid coumarin-1,2,3-triazolyl-aryl derivatives

In this work, a series of novel 1, 2, 3-triazolyl-coumarin hybrid systems were designed as potential antitumour agents. The structural modification of the coumarin ring was carried out by Cu(I)-catalysed Huisgen 1, 3-dipolar cycloaddition of 7-azido-4-methylcoumarin and terminal aromatic alkynes to obtain 1, 4-disubstituted 1, 2, 3-triazolyl-coumarin conjugates 2a–g, bis(1, 2, 3-triazolyl-coumarin)benzenes 2h–i and coumarin-1, 2, 3-triazolyl-benzazole hybrids 4a–b. The newly synthesised hybrid molecules were investigated for in vitro antitumour activity against five human cancer cell lines, colon carcinoma HCT116, breast carcinoma MCF-7, lung carcinoma H 460, human T-lymphocyte cells CEM, cervix carcinoma cells HeLa, as well as human dermal microvascular endothelial cells (HMEC-1). Most of these compounds showed moderate to pronounced cytotoxic activity, especially towards MCF-7 cell lines with IC50 = 0.3–32 μM. In addition, compounds 2a–i and 4a–b were studied by UV-Vis absorption and fluorescence spectroscopy and their basic photophysical parameters were determined.

coumarin ; 1, 2, 3-triazole ; benzazole ; organic synthesis ; cytostatic evaluation ; fluorescence

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