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  • Title: Synthesis and DNA-recognition and -cleavage properties of multiply charged porphyrin esters.
    Author: Wu L, Hu P, Xiao Y, Zhang M, Zhang L, Weng X, Wu X, Zhou X, Cao X.
    Journal: Chem Biodivers; 2008 Jan; 5(1):153-61. PubMed ID: 18205117.
    Abstract:
    A series of systematically modified porphyrin esters, compounds 1-6, with multiple, permanent positive charges introduced at the meso-positions via N-methylated 4-, 3-, or 2-pyridyl moieties, were prepared and characterized. Their singlet-oxygen production, CT-DNA-binding properties, and plasmid-DNA photocleavage propensities were determined spectroscopically and by gel electrophoresis, and compared to those of the known, fourfold-charged parent porphyrin 4,4',4'',4'''-porphyrin-5,10,15,20-tetrayltetrakis(1-methylpyridinium) (TMPyP4). Some interesting structure-activity relationships could be established to rationalize effects affecting DNA binding mode and cleavage ability.
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