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.
Highlights
Porphyrins or metalloporphyrins are known as potential chemotherapeutical agents for anticancer therapy, because they can preferentially accumulate in tumor tissues [1,2,3,4,5,6]
The relatively weaker binding of 2-Fe with Calf thymus DNA (ct-DNA) in comparison to 2-Mn may be proton from the coordinated axial water to form [(H2 O)(OH)FeIII P]4−, which will increase its negative attributed to the difference of the coordinated axial between them in the aqueous system. 2-Fe lost a charge leading the increase of the repulsive force between it and ct-DNA [42]
The arrow shows the intensity changes upon increasing the porphyrins concentration; (b,d) are the plots of F0/F versus [porphyrins] at three different temperatures
Summary
Porphyrins or metalloporphyrins are known as potential chemotherapeutical agents for anticancer therapy, because they can preferentially accumulate in tumor tissues [1,2,3,4,5,6]. Manganese (III) and iron (III) cationic porphyrins are very efficient oxidative DNA cleavage agents. What’s more, they have the activity against activity against the human immunodeficiency virus (HIV-1). Anionic carboxyl porphyrins show good DNA binding and cleavage cleavage activity [30,31,32]. Less information biological studies on anionic porphyrins activity [30,31,32]. Previous studies have confirmed that anionic porphyrins have better membrane available [27,28,29,30,31,32,33,34]. Previous studies have confirmed that anionic porphyrins have better membrane permeability activity.
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