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J Inorg Biochem ; 163: 311-317, 2016 10.
Article in English | MEDLINE | ID: mdl-27393277

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 (pKA and 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.


Subject(s)
DNA/chemistry , Nucleic Acid Conformation , Organotin Compounds , Porphyrins , A549 Cells , DNA/metabolism , Humans , Organotin Compounds/chemical synthesis , Organotin Compounds/chemistry , Organotin Compounds/pharmacology , Porphyrins/chemical synthesis , Porphyrins/chemistry , Porphyrins/pharmacology
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