Supramolecular cationic tetraruthenated porphyrin induces single-strand breaks and 8-oxo-7,8-dihydro-2'-deoxyguanosine formation in DNA in the presence of light

被引:76
作者
Onuki, J
Ribas, AV
Medeiros, MHG
Araki, K
Toma, HE
Catalani, LH
Di Mascio, P
机构
[1] UNIV SAO PAULO, DEPT BIOQUIM, INST QUIM, BR-05599970 SAO PAULO, BRAZIL
[2] UNIV SAO PAULO, DEPT QUIM FUNDAMENTAL, INST QUIM, BR-05599970 SAO PAULO, BRAZIL
关键词
D O I
10.1111/j.1751-1097.1996.tb03024.x
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The aim of this investigation is the evaluation of DNA interaction of with tetraruthenated porphyrin (TRP) and of DNA damage in the presence of light, Direct-fluorescence and electronic absorption measurements after incubation of DNA with TRP indicate strong binding between pBR322 DNA or calf thymus DNA with the modified porphyrin, Exposure of pBR322 DNA to TRP (up to 3 mu M) and light leads to single-strand break formation as determined by the conversion of the supercoiled form (form I) of the plasmid into the nicked circular form (form II). Oxidative DNA base damage was evaluated by the detection of 8-oxo-7,8-dihydro-2'-deoxyguanosine (8-oxodGuo) after irradiation of calf thymus DNA in the presence of the TRP. The data demonstrated a dose and time dependence with each type of DNA damage. These data indicate (1) a specificity of the binding mode and (2) type I and II photoinduced mechanisms leading to strand scission activity and 8-oxodGuo formation, Accordingly, singlet molecular oxygen formation, after TRP excitation, was confirmed by near-infrared emission. From these investigations a potential application of TRP in photodynamic therapy is proposed.
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收藏
页码:272 / 277
页数:6
相关论文
共 41 条
[31]   MECHANISMS OF PHOTOSENSITIZED DNA CLEAVAGE [J].
PAILLOUS, N ;
VICENDO, P .
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY B-BIOLOGY, 1993, 20 (2-3) :203-209
[32]   BIOLOGICAL CONSEQUENCES ASSOCIATED WITH DNA OXIDATION MEDIATED BY SINGLET OXYGEN [J].
PIETTE, J .
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY B-BIOLOGY, 1991, 11 (3-4) :241-260
[33]   MIXED-LIGAND COMPLEXES OF RUTHENIUM(II) - FACTORS GOVERNING BINDING TO DNA [J].
PYLE, AM ;
REHMANN, JP ;
MESHOYRER, R ;
KUMAR, CV ;
TURRO, NJ ;
BARTON, JK .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (08) :3051-3058
[34]   PHTHALOCYANINE AND NAPHTHALOCYANINE PHOTOSENSITIZED OXIDATION OF 2'-DEOXYGUANOSINE - DISTINCT TYPE-I AND TYPE-II PRODUCTS [J].
RAVANAT, JL ;
BERGER, M ;
BENARD, F ;
LANGLOIS, R ;
OUELLET, R ;
VANLIER, JE ;
CADET, J .
PHOTOCHEMISTRY AND PHOTOBIOLOGY, 1992, 55 (06) :809-814
[35]  
SCHULTEFROHLIND.D, 1985, OXIDATIVE STRESS, P11
[36]  
SCHULTEFROHLIND.D, 1989, ICRU NEWS, V2, P5
[37]   DAMAGE TO PLASMID DNA BY SINGLET OXYGEN AND ITS PROTECTION [J].
SIES, H .
MUTATION RESEARCH, 1993, 299 (3-4) :183-191
[39]   PORPHYRIN AND METALLOPORPHYRIN BINDING TO DNA POLYMERS - RATE AND EQUILIBRIUM BINDING-STUDIES [J].
STRICKLAND, JA ;
MARZILLI, LG ;
GAY, KM ;
WILSON, WD .
BIOCHEMISTRY, 1988, 27 (24) :8870-8878
[40]   PHOTOINDUCED NICKING OF DEOXYRIBONUCLEIC-ACID BY RUTHENIUM(II)-BLEOMYCIN IN THE PRESENCE OF AIR [J].
SUBRAMANIAN, R ;
MEARES, CF .
BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 1985, 133 (03) :1145-1151