title: Studies on DNA interaction of organotin(IV) complexes of meso-tetra(4-sulfonatophenyl)porphine that show cellular activity.
abstract: The interaction of the diorgano- and triorganotin(IV) derivatives of meso-tetra-(4-sulfonatophenyl)porphine (Me2Sn)2TPPS, (Bu2Sn)2TPPS, (Me3Sn)4TPPS and (Bu3Sn)4TPPS to natural DNA was analysed (together with free meso-tetra-(4-sulfonatophenyl)porphine (TPPS4-) for comparison purposes). Particular attention was paid to (Bu3Sn)4TPPS, a species that shows significant cellular action. Preliminary tests were done on the solution properties of the organotin(IV) compounds (pKAand possible self-aggregation). Spectrophotometric and spectrofluorometric experiments showed that all the investigated organotin(IV) derivatives strongly interact with DNA, the binding energy depending on the dye steric hindrance. In all cases experimental data concur in indicating that external binding mode prevails. Interestingly, fluorescence quenching and viscosity experiments show that the Bu-containing species, and in particular (Bu3Sn)4TPPS, are able to noticeably alter the DNA conformation.
authors.affiliation: Department of Analytical Chemistry, Faculty of Pharmacy, Cukurova University, 01330 Adana, Turkey.
authors.forename: Sabriye
authors.initials: S
authors.lastname: Aydinoglu
authors.affiliation: Dipartimento di Chimica e Chimica Industriale, Università di Pisa, Via Moruzzi 13, 56124, Pisa, Italy. Electronic address: tarita.biver@unipi.it.
authors.forename: Tarita
authors.initials: T
authors.lastname: Biver
authors.affiliation: Dipartimento di Chimica e Chimica Industriale, Università di Pisa, Via Moruzzi 13, 56124, Pisa, Italy.
authors.forename: Stefania
authors.initials: S
authors.lastname: Figuccia
authors.affiliation: Dipartimento di Fisica e Chimica (DiFC), Università di Palermo, Viale delle Scienze, Ed. 17, 90128 Palermo, Italy.
authors.forename: Tiziana
authors.initials: T
authors.lastname: Fiore
authors.affiliation: Dipartimento di Chimica e Chimica Industriale, Università di Pisa, Via Moruzzi 13, 56124, Pisa, Italy.
authors.forename: Sonia
authors.initials: S
authors.lastname: Montanaro
authors.affiliation: Dipartimento di Fisica e Chimica (DiFC), Università di Palermo, Viale delle Scienze, Ed. 17, 90128 Palermo, Italy.
authors.forename: Claudia
authors.initials: C
authors.lastname: Pellerito
mesh_terms: D000072283:A549 Cells; D004247:DNA / Q000737:chemistry* / Q000378:metabolism; D006801:Humans; D009690:Nucleic Acid Conformation; D009947:Organotin Compounds / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D011166:Porphyrins / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology
chemical_list: D009947:Organotin Compounds; D011166:Porphyrins; C016136:tetraphenylporphine sulfonate; D004247:DNA
keywords: Aggregation; External binding; Negative porphyrins; Organometallic compounds; Viscosity