Abstract
Poly(acrylic acid) conjugated fullerene(C60-PAA) is synthesized by free-radical polymerization.C60-PAA is covalently linked with riboflavin analogue 6,7-Dimethyl-9-(2′-hydroxyethyl)-isoalloxazine through esterification reaction,affording C60-PAA-DHIX.The products are characterized by Fourier transform infrared spectroscopy(FT-IR),proton nuclear magnetic resonance(1HNMR),UV-visible absorption spectroscopy(UV-Vis),and fluorescence spectroscopy.Cyclic voltammetry results show that the first reduction potential of fullerene moiety is higher than that of DHIX moiety in C60-PAA-DHIX.ESR results indicate that multi-step photoinduced electron-transfer processes may occur between C60-PAA-DHIX and N,N-dimethyl aniline under irradiation.One-electron transfer from N,N-dimethyl aniline to excited-state DHIX induces the generation of DHIX-· radical,followed by electron transfer from the DHIX-· radical to C60,forming the corresponding anion radical of C60(C60-·).The results obtained from DNA melting experiments,UV-Vis absorption and fluorescence spectra suggest that C60-PAA-DHIX could interact with CT DNA through groove binding mechanism.However,C60-PAA can only weakly interact with DNA.C60-PAA-DHIX exhibited stronger DNA photodamage ability on plasma DNA than C60-PAA under anaerobic condition.
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