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Issue 4, 2016
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meso-Mono-[4-(1,4,7-triazacyclononanyl)]-tri(phenyl)]porphyrin and the respective zinc(ii)-complex: complete characterization and biomolecules binding abilities

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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 1O2 and to photocleave plasmid DNA after irradiation.

Graphical abstract: meso-Mono-[4-(1,4,7-triazacyclononanyl)]-tri(phenyl)]porphyrin and the respective zinc(ii)-complex: complete characterization and biomolecules binding abilities

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Article information


Submitted
14 Jan 2016
Accepted
20 Mar 2016
First published
21 Mar 2016

Photochem. Photobiol. Sci., 2016,15, 564-579
Article type
Paper

meso-Mono-[4-(1,4,7-triazacyclononanyl)]-tri(phenyl)]porphyrin and the respective zinc(II)-complex: complete characterization and biomolecules binding abilities

B. L. Auras, V. A. Oliveira, H. Terenzi, A. Neves and B. A. Iglesias, Photochem. Photobiol. Sci., 2016, 15, 564
DOI: 10.1039/C6PP00016A

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