A platinum(IV) complex oxidizes guanine to 8-oxo-guanine in DNA and RNA

被引:36
作者
Choi, S [1 ]
Delaney, S [1 ]
Orbai, L [1 ]
Padgett, EJ [1 ]
Hakemian, AS [1 ]
机构
[1] Middlebury Coll, Dept Chem & Biochem, Middlebury, VT 05753 USA
关键词
D O I
10.1021/ic015549t
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A platinum(IV) complex with a high reduction potential, d,l-1,2-diaminocyclohexyltetrachloroplatinum(IV) (Pt-IV(dach)Cl-4), oxidizes guanine in guanosine-5'-monophosphate (GMP), 2'-deoxyguanosine-5'-monophosphate (dGMP), d(GG), and a double-stranded oligonucleotide to 8-oxoguanine. To the best of our knowledge, this is the first report that provides unambiguous evidence of DNA oxidation by a Pt-IV complex. This oxidative damage may differentiate the anticancer activity of Pt-IV complexes from their Pt-II analogues.
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页码:5481 / +
页数:3
相关论文
共 9 条
[1]   High-intensity UV laser photolysis of DNA and purine 2'-deoxyribonucleosides: Formation of 8-oxopurine damage and oligonucleotide strand cleavage as revealed by HPLC and gel electrophoresis studies [J].
Angelov, D ;
Spassky, A ;
Berger, M ;
Cadet, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (47) :11373-11380
[2]   A long-lived ascorbate radical in the platinum(II) catalysed reductions of platinum(IV) antitumor drugs [J].
Bose, RN ;
Weaver, EL .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1997, (11) :1797-1799
[3]   Oxidative nucleobase modifications leading to strand scission [J].
Burrows, CJ ;
Muller, JG .
CHEMICAL REVIEWS, 1998, 98 (03) :1109-1151
[4]  
CARIEPPY KC, 1989, J AM CHEM SOC, V111, P4947
[5]   Substitution and reduction of platinum(IV) complexes by a nucleotide, guanosine 5′-monophosphate [J].
Choi, S ;
Mahalingaiah, S ;
Delaney, S ;
Neale, NR ;
Masood, S .
INORGANIC CHEMISTRY, 1999, 38 (08) :1800-1805
[6]   Reduction and anticancer activity of platinum(IV) complexes [J].
Choi, S ;
Filotto, C ;
Bisanzo, M ;
Delaney, S ;
Lagasee, D ;
Whitworth, JL ;
Jusko, A ;
Li, CR ;
Wood, NA ;
Willingham, J ;
Schwenker, A ;
Spaulding, K .
INORGANIC CHEMISTRY, 1998, 37 (10) :2500-2504
[7]   Platinum(II) complexes catalyze reactions between platinum(IV) complexes and 9-methylxanthine [J].
Roat, RM ;
Jerardi, MJ ;
Kopay, CB ;
Heath, DC ;
Clark, JA ;
DeMars, JA ;
Weaver, JM ;
Bezemer, E ;
Reedijk, J .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1997, (19) :3615-3621
[8]   How easily oxidizable is DNA? One-electron reduction potentials of adenosine and guanosine radicals in aqueous solution [J].
Steenken, S ;
Jovanovic, SV .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (03) :617-618
[9]   Efficient oxidation of 2′-deoxyguanosine by Mn-TMPyP/KHSO5 to imidazolone dIz without formation of 8-oxo-dG [J].
Vialas, C ;
Pratviel, G ;
Claparols, C ;
Meunier, B .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (45) :11548-11553