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Molecules 2017, 22(7), 1084; doi:10.3390/molecules22071084

Water-soluble Manganese and Iron Mesotetrakis(carboxyl)porphyrin: DNA Binding, Oxidative Cleavage, and Cytotoxic Activities

1
Department of Chemistry, Guangdong University of Education, Guangzhou 510303, China
2
Engineering Technology Development Center of Advanced Materials & Energy Saving and Emission Reduction in Guangdong Colleges and Universities, Guangzhou 510303, China
3
Department of Chemistry, South China University of Technology, Guangzhou 510641, China
*
Authors to whom correspondence should be addressed.
Received: 1 June 2017 / Revised: 26 June 2017 / Accepted: 26 June 2017 / Published: 29 June 2017
(This article belongs to the Section Bioorganic Chemistry)
View Full-Text   |   Download PDF [4966 KB, uploaded 29 June 2017]   |  

Abstract

Two new water-soluble metal carboxyl porphyrins, manganese (III) meso-tetrakis (carboxyl) porphyrin and iron (III) meso-tetrakis (carboxyl) porphyrin, were synthesized and characterized. Their interactions with ct-DNA were investigated by UV-Vis titration, fluorescence spectra, viscosity measurement and CD spectra. The results showed they can strongly bind to ct-DNA via outside binding mode. Electrophoresis experiments revealed that both complexes can cleave pBR322 DNA efficiently in the presence of hydrogen peroxide, albeit 2-Mn exhibited a little higher efficiency. The inhibitor tests suggest the oxidative DNA cleavage by these two complexes may involve hydroxyl radical active intermediates. Notably, 2-Mn exhibited considerable photocytotoxicity against Hep G2 cell via triggering a significant generation of ROS and causing disruption of MMP after irradiation. View Full-Text
Keywords: porphyrin; manganese; iron; DNA; cytotoxicity porphyrin; manganese; iron; DNA; cytotoxicity
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Shi, L.; Jiang, Y.-Y.; Jiang, T.; Yin, W.; Yang, J.-P.; Cao, M.-L.; Fang, Y.-Q.; Liu, H.-Y. Water-soluble Manganese and Iron Mesotetrakis(carboxyl)porphyrin: DNA Binding, Oxidative Cleavage, and Cytotoxic Activities. Molecules 2017, 22, 1084.

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