title: Biological Evaluation of Dipyrromethanes in Cancer Cell Lines: Antiproliferative and Pro-apoptotic Properties.
abstract: Functionalized dipyrromethanes were synthesized by hetero-Diels-Alder reactions of nitroso- and azoalkenes and screened for their in vitro activity as anticancer agents. The studied dipyrromethanes were tested against leukemia and lymphoma cell lines, and showed GI50values in the mid-micromolar range. The pro-apoptotic activities of two candidates, (E)-1-(2'-ethoxycarbonylhydrazono-1'-benzyl-1H-tetrazol-5-yl)-5,5'-diethyldipyrromethane and (E)-1-(2'-p-nitrophenyl-2'-hydroxyiminoethyl)-5-phenyldipyrromethane, and their effects on the cell cycle are described. The latter compound was found to decrease the S-phase cell population in a dose-dependent manner and to irreversibly block cells in the G2/M phase.
authors.affiliation: Laboratory of Growth Regulators, Centre of the Region Haná for Biotechnological and Agricultural Research, Palacký University & Institute of Experimental Botany ASCR, Šlechtitelů 27, 78371, Olomouc, Czech Republic.
authors.forename: Radek
authors.identifier: 0000-0002-4905-7126
authors.initials: R
authors.lastname: Jorda
authors.affiliation: CQC and Department of Chemistry, University of Coimbra, 3004-535, Coimbra, Portugal.
authors.forename: Susana M M
authors.identifier: 0000-0002-1580-5667
authors.initials: SMM
authors.lastname: Lopes
authors.affiliation: Laboratory of Growth Regulators, Centre of the Region Haná for Biotechnological and Agricultural Research, Palacký University & Institute of Experimental Botany ASCR, Šlechtitelů 27, 78371, Olomouc, Czech Republic.
authors.forename: Eva
authors.identifier: 0000-0003-4773-2850
authors.initials: E
authors.lastname: Řezníčková
authors.affiliation: Laboratory of Growth Regulators, Centre of the Region Haná for Biotechnological and Agricultural Research, Palacký University & Institute of Experimental Botany ASCR, Šlechtitelů 27, 78371, Olomouc, Czech Republic.
authors.forename: Vladimír
authors.identifier: 0000-0001-5838-2118
authors.initials: V
authors.lastname: Kryštof
authors.affiliation: CQC and Department of Chemistry, University of Coimbra, 3004-535, Coimbra, Portugal.
authors.forename: Teresa M V D
authors.identifier: 0000-0003-3256-4954
authors.initials: TMVD
authors.lastname: Pinho E Melo
mesh_terms: D017209:Apoptosis / Q000187:drug effects*; D002453:Cell Cycle / Q000187:drug effects; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects*; D006801:Humans; D011758:Pyrroles / Q000494:pharmacology*
chemical_list: D011758:Pyrroles; C512015:dipyrromethane
keywords: anticancer agents; apoptosis; cell cycle; cytotoxicity; dipyrromethanes