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. 2012 Sep 12;17(9):11010-25.
doi: 10.3390/molecules170911010.

Novel coumarin derivatives containing 1,2,4-triazole, 4,5-dicyanoimidazole and purine moieties: synthesis and evaluation of their cytostatic activity

Krešimir Benci  1 , Leo Mandić, Tomislav Suhina, Mirela Sedić, Marko Klobučar, Sandra Kraljević Pavelić, Krešimir Pavelić, Karlo Wittine, Mladen Mintas
Affiliations

Novel coumarin derivatives containing 1,2,4-triazole, 4,5-dicyanoimidazole and purine moieties: synthesis and evaluation of their cytostatic activity

Krešimir Benci et al. Molecules. .

Abstract

We report here on the synthesis and in vitro anti-tumor effects of a series of novel 1,2,4-triazole (compounds 3-6), 4,5-dicyanoimidazole (compound 7), and purine (compounds 8-13) coumarin derivatives and their acyclic nucleoside analogues 14-18. Structures of novel compounds 3-18 were deduced from their (1)H- and (13)C-NMR and corresponding mass spectra. Results of anti-proliferative assays performed on a panel of selected human tumor cell lines revealed that compound 6 had moderate cytostatic activity against the HeLa cell line (IC(50) = 35 µM), whereas compound 10 showed moderate activity against the HeLa (IC(50) = 33 µM), HepG2 (IC(50) = 25 µM) and SW620 (IC(50) = 35 µM) cell lines. These compounds showed no cytotoxic effects on normal (diploid) human fibroblasts.

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Figures

Figure 1
Figure 1
New coumarin derivatives containing 1,2,4-triazole (3–6), 4,5-dicyanoimidazole (7) and purine (8–13) moiety, their open ring analogues (14–17) as well as acyclic nucleoside analogue (18).
Scheme 1
Scheme 1
Synthesis of new coumarin derivatives containing 1,2,4-triazole (3–6), 4,5-dicyanoimidazole (7) and purine (8–13) moiety, their open ring analogues (14–17) as well as acyclic nucleoside analogue (18).
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