Journal Title
Title of Journal: Eur Biophys J
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Abbravation: European Biophysics Journal
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Publisher
Springer Berlin Heidelberg
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Authors: Oxana A Kovaleva Vladimir B Tsvetkov Olga K Mamaeva Valentina A Ol’shevskaya Anton V Makarenkov Lyubov G Dezhenkova Alexander S Semeikin Olga F Borisova Alexander A Shtil Anna K Shchyolkina Dmitry N Kaluzhny
Publish Date: 2014/08/28
Volume: 43, Issue: 10-11, Pages: 545-554
Abstract
The porphyrinbased photosensitizers capable of binding to DNA are perspective drug candidates Here we report the interactions with calf thymus DNA of 5101520tetrakisNcarboxymethyl4pyridiniumporphyrin P1 and its derivatives containing ZnII or NiII in the coordination sphere These interactions were studied with absorption and circular dichroism spectroscopy NiP1 and ZnP1 formed different types of complexes with DNA NiP1 intercalated into the double helix whereas ZnP1 bound the DNA groove Compound P1 displayed both binding modes The ZnP1DNA binding constant was approximately three times smaller than the respective values for P1DNA and NiP1DNA complexes Light induced degradation of the reactive oxygen species ROS trap 13diphenylisobenzofuran in the presence of P1 and its metal derivatives revealed that NiP1 was a weaker photooxidative agent whereas P1 and ZnP1 generated ROS to similar extents Nevertheless the DNA photodamaging effect of ZnP1 was the most pronounced Illumination of the supercoiled plasmid caused singlestrand DNA photocleavage in the presence of P1 and ZnP1 double strand breaks were detectable with micromolar concentrations of ZnP1 The concentration of ZnP1 required for plasmid photonicking was two times smaller than that of P1 and ~20 times lower than that for NiP1 Thus the modes of P1 NiP1 and ZnP1 binding to DNA determine the differential photodamaging potency of these porphyrins A greater accessibility to the solvent of the groove binder ZnP1 compared to the shielded intercalator NiP1 and the intercalated P1 molecules allows for an efficient local generation of ROS followed by DNA photocleavage
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