title: meso-Mono-[4-(1,4,7-triazacyclononanyl)]-tri(phenyl)]porphyrin and the respective zinc(ii)-complex: complete characterization and biomolecules binding abilities.
abstract: We aimed to synthesize a new series of triazacyclononanyl-porphyrins (4 and 5) with the potential ability to bind DNA. For this, the free-base porphyrin 4 and the corresponding Zn(ii)-complex 5 were synthesized by the Schiff base formation reaction. The binding ability of the porphyrin derivatives 4 and 5 with DNA from calf-thymus was studied by UV-vis and emission spectroscopy. Detailed analysis of the results suggests that the interaction of these systems most probably occurs through π-stacking and secondary hydrogen interaction surface binding with ct-DNA. Moreover, we also demonstrate the substantial ability of porphyrins 4 and 5 to generate (1)O2 and to photocleave plasmid DNA after irradiation.
authors.affiliation: Departamento de Química, Universidade Federal de Santa Catarina, Florianópolis, SC 88040-900, Brazil. ademir.neves@ufsc.br.
authors.forename: Bruna L
authors.initials: BL
authors.lastname: Auras
authors.forename: Vanessa A
authors.initials: VA
authors.lastname: Oliveira
authors.forename: Hernán
authors.initials: H
authors.lastname: Terenzi
authors.forename: Ademir
authors.initials: A
authors.lastname: Neves
authors.forename: Bernardo A
authors.initials: BA
authors.lastname: Iglesias
mesh_terms: D000818:Animals; D002417:Cattle; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D011166:Porphyrins / Q000737:chemistry*; D013050:Spectrometry, Fluorescence; D013056:Spectrophotometry, Ultraviolet; D015032:Zinc / Q000737:chemistry*
chemical_list: D011166:Porphyrins; D015032:Zinc