Supramolecular cationic tetraruthenated porphyrin and light-induced decomposition of 2'-deoxyguanosine predominantly via a singlet oxygen-mediated mechanism.

Abstract:

:The tetraruthenated porphyrin, mu-[meso-5,10,15,20-tetra(pyridyl)porphyrin]tetrakis[bis-(bipyridine) chloride ruthenium(II)] (TRP) is a supramolecular cationic species. The aim of the present investigation was to evaluate the photodynamic properties of TRP and Zn-TRP to damage DNA with emphasis on the mechanistic aspects. The ability for tetraruthenated porphyrin derivatives to induce photosensitization reactions has been determined using 2'-deoxyguanosine as a DNA model compound. The main photooxidation products of the targeted nucleoside were identified and classified according to their mechanisms of formation, involving either a radical pathway (type I) or a singlet oxygen-mediated mechanism (type II). Quantification of the different oxidation products provides a means to evaluate the relative contribution of type I and type II pathways associated with the oxidative photosensitization of 2'-deoxyguanosine by tetraruthenated porphyrin derivatives. Results indicate that 1O2 plays a major role in the mechanism of photooxidation mediated by these porphyrin derivatives. In addition an increase of the photosensitizing effect in the presence of zinc is observed. For each sensitizer, the ratio between type II and type I photoproducts has been calculated and compared to that of other known dyes such as methylene blue and riboflavin.

journal_name

Photochem Photobiol

authors

Ravanat JL,Cadet J,Araki K,Toma HE,Medeiros MH,Mascio PD

subject

Has Abstract

pub_date

1998-11-01 00:00:00

pages

698-702

issue

5

eissn

0031-8655

issn

1751-1097

journal_volume

68

pub_type

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