Synthesis of Ruthenium-phenanthroline Porphyrins Interacting with DNA

doi:10.7503/cjcu20120539

Abstract

Abstract:

Porphyrin compounds have important research value and significance in photodynamic therapy against tumor diseases. In this work, 5-(4-hydroxyphenyl)-10,15,20-triphenylporphyrin and ruthenium-phenanthroline derivates as starting materials, three amphiphilic ruthenium-phenanthroline porphyrins were prepared and confirmed by ¹H NMR, IR, UV-Vis, MS and elemental analysis. Through UV-visible spectro-scopy, fluorescence spectroscopy and circular dichroism, the interactions of calf thymus DNA with these porphyrins were investigated and the binding modes of them were obtained. The binding constants of Por1, Por2 and Por3 were 1.46×10⁵, 2.75×10⁵ and 5.69×10⁵ L/mol, respectively. Additionally, Por1 and Por2 showed intercalative interaction and outside groove-face binding with DNA, but Por3 interacted DNA with outside sta-cking and the electrostatic modes in presence of different DNA concentrations. The research results suggest these porphyrins are promising new photodynamic therapeutic agents.

Key words: Porphyrin, Ruthenium-phenanthroline porphyrin, ct-DNA, Binding mode

CLC Number:

O627
O614

TrendMD:

WANG Kai, LIN Xiao, WAN Xing, JIA Tao, ZHANG Xiu-Lan, ZHANG Heng, JU Xiu-Lian. Synthesis of Ruthenium-phenanthroline Porphyrins Interacting with DNA[J]. Chem. J. Chinese Universities, 2012, 33(12): 2663.

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Synthesis of Ruthenium-phenanthroline Porphyrins Interacting with DNA

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