Novel polynuclear platinum adducts detected during the reactions of [Pt(Met-S,N)Cl2] with γ-glutathione and l-cysteine
作者： Qin Liu , Haiying Wei , Jun Lin , Longgen Zhu , Zijian Guo
DOI: 10.1016/J.JINORGBIO.2003.11.007
关键词:
摘要: Abstract The reactions of platinum(II) complexes with thiol containing molecules are highly relevant to the mechanism action platinum-based drugs. This work presents electrospray mass spectrometry (ESMS) and NMR results on [Pt( l -MetH-S,N)Cl2] ( -MetH: -methionine) γ-glutathione (GSH) -cysteine -Cys) at different pH molar ratios. Polymeric species such as [Pt2(μ-SG-S)2(Met-S,N)2], [Pt3(μ-SG-S)4(Met-S,N)2], [Pt4(μ-SG-S)6(Met-S,N)2] [Pt5(μ-SG-S)8(Met-S,N)2] -Met: deprotonated were detected stable for long hours. For both reactions, polymerization extent decreased increase pH. reaction -Cys, only mononuclear complex -Met-S,N)( -Cys-S,N)] was observed when pH > 9. observation identification polymeric (higher than binuclear) adducts Pt(II)/GSH Pt(II)/ -Cys appears be unprecedented.
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sci-hub.se 参考文章(25)
Tal Peleg-Shulman, Yousef Najajreh, Dan Gibson, Interactions of cisplatin and transplatin with proteins. Comparison of binding kinetics, binding sites and reactivity of the Pt-protein adducts of cisplatin and transplatin towards biological nucleophiles. Journal of Inorganic Biochemistry. ,vol. 91, pp. 306- 311 ,(2002) , 10.1016/S0162-0134(02)00362-8
T Ishikawa, F Ali-Osman, Glutathione-associated cis-diamminedichloroplatinum(II) metabolism and ATP-dependent efflux from leukemia cells : molecular characterization of glutathione-platinum complex and its biological significance Journal of Biological Chemistry. ,vol. 268, pp. 20116- 20125 ,(1993) , 10.1016/S0021-9258(20)80702-9
Peter C. Dedon, Richard F. Borch, Peter C. Keng, Donald L. Bodenner, Janet C. Katz, Selective protection against cis-diamminedichloroplatinum(II)-induced toxicity in kidney, gut, and bone marrow by diethyldithiocarbamate Cancer Research. ,vol. 46, pp. 2751- 2755 ,(1986)
Richard A. Olshen, Craig E. Pfeifle, Wally E. Wung, Stephen B. Howell, Intraperitoneal cis-diamminedichloroplatinum with systemic thiosulfate protection. Cancer Research. ,vol. 43, pp. 1426- 1431 ,(1983)
Peter C. Dedon, Richard F. Borch, Peter C. Keng, Donald L. Bodenner, Effect of Diethyldithiocarbamate on cis-Diamminedichloroplatinum(II)-induced Cytotoxicity, DNA Cross-Linking, and γ-Glutamyl Transpeptidase Inhibition Cancer Research. ,vol. 46, pp. 2745- 2750 ,(1986)
Susan J. Berners-Price, Philip W. Kuchel, Reaction of cis- and trans-[PtCl2(NH3)2] with reduced glutathione inside human red blood cells, studied by 1H and 15N-{1H} DEPT NMR Journal of Inorganic Biochemistry. ,vol. 38, pp. 327- 345 ,(1990) , 10.1016/0162-0134(90)80006-J
Bertha Odenheimer, Walter Wolf, Reactions of cisplatin with sulfur-containing amino acids and peptides I. Cysteine and glutathione Inorganica Chimica Acta. ,vol. 66, ,(1982) , 10.1016/S0020-1693(00)85769-2
Susan J. Berners-Price, Philip W. Kuchel, Reaction of cis- and trans-[PtCl2(NH3)2] with reduced glutathione studied by 1H, 13C, 195Pt and 15N-{1H} DEPT NMR Journal of Inorganic Biochemistry. ,vol. 38, pp. 305- 326 ,(1990) , 10.1016/0162-0134(90)80005-I
Kathryn A. Mitchell, Craig M. Jensen, Synthesis, Characterization, and Reactivity of Platinum Cysteinato and Related Thiolato Complexes: Molecular Structure of Pt2(.mu.-N-acetyl-L-cysteine-S)2(bpy)2 Inorganic Chemistry. ,vol. 34, pp. 4441- 4446 ,(1995) , 10.1021/IC00121A023
Piedad del Socorro Murdoch, Nicole A. Kratochwil, John A. Parkinson, Marina Patriarca, Peter J. Sadler, A Novel Dinuclear Diaminoplatinum(II) Glutathione Macrochelate Angewandte Chemie International Edition. ,vol. 38, pp. 2949- 2951 ,(1999) , 10.1002/(SICI)1521-3773(19991004)38:19<2949::AID-ANIE2949>3.0.CO;2-Q