Stereoselective Cleavage of DNA by Chiral Ruthenium(Ⅱ) Complexes

Abstract

Abstract: Two enantiomerically pure polypyridyl ruthenium(Ⅱ) complexes Δ- and Λ-[Ru(bpy)₂HPIP](PF₆)₂{HPIP=2-(2-hydroxyphenyl)imidazo[4,5-f][1,10]phenanthroline} were synthesized and characterized. DNA-binding studies indicated that both enantiomers bound to calf thymus DNA by intercalation, the Δ- enantiomer exhibited a stronger binding affinity than the Λ- enantiomer. Upon irradiation at 302 nm, both enantiomers were found to promote cleavage of plasmid pBR₃22 DNA from the supercoiled form Ⅰ to the open circular form Ⅱ, but the Δ-enantiomer exhibited a higher cleaving efficiency for DNA due to the different binding affinities to DNA. The cleaving mechanisms for Δ- and Λ-[Ru(bpy)₂HPIP]²⁺ were identical, the hydroxyl radical(OH^·) was likely to be the reactive specie responsible for the cleavage of plasmid pBR₃22, and the photoreduction of Ru(Ⅱ) complex with concomitant hydroxide oxidation was the important step in the DNA cleavage reaction.

Key words: Chiral ruthenium(Ⅱ) complex, DNA, Intercalation, Cleavage

CLC Number:

O614

TrendMD:

WANG Fang, ZHANG Qian-Ling, LIU Jian-Hong, ZHANG Pei-Xin, LIU Yi, REN Xiang-Zhong, LIU Jian-Zhong, JI Liang-Nian . Stereoselective Cleavage of DNA by Chiral Ruthenium(Ⅱ) Complexes[J]. Chem. J. Chinese Universities, 2004, 25(11): 2001.

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Stereoselective Cleavage of DNA by Chiral Ruthenium(Ⅱ) Complexes

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