title: Novel coumarin derivatives containing 1,2,4-triazole, 4,5-dicyanoimidazole and purine moieties: synthesis and evaluation of their cytostatic activity.
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.
authors.affiliation: Department of Organic Chemistry, University of Zagreb, Zagreb, Croatia.
authors.forename: Krešimir
authors.initials: K
authors.lastname: Benci
authors.forename: Leo
authors.initials: L
authors.lastname: Mandić
authors.forename: Tomislav
authors.initials: T
authors.lastname: Suhina
authors.forename: Mirela
authors.initials: M
authors.lastname: Sedić
authors.forename: Marko
authors.initials: M
authors.lastname: Klobučar
authors.forename: Sandra
authors.initials: S
authors.lastname: Kraljević Pavelić
authors.forename: Krešimir
authors.initials: K
authors.lastname: Pavelić
authors.forename: Karlo
authors.initials: K
authors.lastname: Wittine
authors.forename: Mladen
authors.initials: M
authors.lastname: Mintas
mesh_terms: D000970:Antineoplastic Agents / Q000737:chemistry / Q000494:pharmacology*; D045744:Cell Line, Tumor; D003374:Coumarins / Q000737:chemistry* / Q000494:pharmacology*; D004354:Drug Screening Assays, Antitumor; D006367:HeLa Cells; D056945:Hep G2 Cells; D006801:Humans; D007093:Imidazoles / Q000737:chemistry*; D061986:MCF-7 Cells; D015394:Molecular Structure; D009369:Neoplasms / Q000188:drug therapy; D009705:Nucleosides / Q000737:chemistry; D011687:Purines / Q000737:chemistry*; D013329:Structure-Activity Relationship; D014230:Triazoles / Q000737:chemistry*
chemical_list: C110830:4,5-dicyanoimidazole; D000970:Antineoplastic Agents; D003374:Coumarins; D007093:Imidazoles; D009705:Nucleosides; D011687:Purines; D014230:Triazoles; C045575:1,2,4-triazole; C030985:purine