Reduction of the anti-cancer drug analogue cis,trans,cis[PtCl2(OCOCH3)2(NH3)2] by L-cysteine and L-methionine and its crystal structure

被引：44

作者：

Chen, L ^{[1
]}

Lee, PF ^{[1
]}

Ranford, JD ^{[1
]}

Vittal, JJ ^{[1
]}

Wong, SY ^{[1
]}

机构：

[1] Natl Univ Singapore, Dept Chem, Singapore 119270, Singapore

来源：

JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS | 1999年 / 08期

关键词：

D O I：

10.1039/a900441f

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The complex cis, tuans,cis-[PtCl2(OCOCH3)(2)(NH3)(2)] 1 has been synthesized as a simplified and more soluble mo del of the anticancer drug cis,trans,cis-[PtCl2(OCOCH3)(2)(NH3)(C6H11NH2)] (JM216). The crystal structure of 1 shows an octahedral co-ordination sphere around the Pt-IV with strong intramolecular and weak intermolecular hydrogen bonding. The kinetics of reduction of 1 by the divalent sulfur amino acids L-cysteine and L-methionine has been determined over a range of pH values by multinuclear NMR. The reduction is strongly pH dependent, being related to the protonation state of the amino acid and the basicity of the sulfur. Reduction rates an dramatically slower than for previous models of platinum(Iv) drug systems.

引用

页码：1209 / 1212

页数：4

共 24 条

[1]

[Anonymous], 1996, SHELXTL REF MAN VERS

[2]

BABAEVA AV, 1939, DOKL AKAD NAUK SSSR, V23, P653

[3] KINETICS AND MECHANISM FOR OXIDATION OF DISSOLVED SULFUR-DIOXIDE BY TETRACYANODICHLOROPLATINATE (IV) IN ACIDIC AQUEOUS-SOLUTION AND FOR FORMATION AND O-S LINKAGE ISOMERIZATION OF SULFITOTETRACYANOCHLOROPLATINATE(IV) [J].

BERGLUND, J ;

VOIGT, R ;

FRONAEUS, S ;

ELDING, LI .

INORGANIC CHEMISTRY, 1994, 33 (15) :3346-3353

[4] Kinetic analysis of the cis-diamminedichloroplatinum(II)-cysteine reaction: Implications to the extent of platinum-DNA binding [J].

Bose, RN ;

Ghosh, SK ;

Moghaddas, S .

JOURNAL OF INORGANIC BIOCHEMISTRY, 1997, 65 (03) :199-205

[5] BASE-PROMOTED REDUCTION OF TRANS-DIBROMOTETRACYANOPLATINATE(IV) AND HYPOBROMOUS ACID OXIDATION OF TETRACYANOPLATINATE(II) - KINETICS AND MECHANISMS [J].

CHANDAYOT, P ;

FANCHIANG, YT .

INORGANIC CHEMISTRY, 1985, 24 (22) :3535-3537

[6] KINETICS AND MECHANISMS OF THE REDUCTION OF TRANS-DIHALOGENOTETRACYANOPLATINATE(IV) COMPLEXES BY INORGANIC ANIONS [J].

CHANDAYOT, P ;

FANCHIANG, YT .

INORGANIC CHEMISTRY, 1985, 24 (22) :3532-3534

[7]

Comess K. M., 1993, MOL ASPECTS ANTICANC, V1, P134

[8] CRYSTALLOGRAPHIC CHARACTERIZATION OF TRANS-BIS(ACETATO)(1,1-CYCLOBUTANEDICARBOXYLATO)ETHYLENEDIAMINEPLATINUM(IV) TRIHYDRATE [J].

DENG, Y ;

KHOKHAR, AR .

INORGANICA CHIMICA ACTA, 1993, 204 (01) :35-38

[9]

Dhara S.C., 1970, INDIAN J CHEM, V8, P193

[10] THE INFLUENCE OF THE AXIAL LIGANDS OF A SERIES OF PLATINUM(IV) ANTICANCER COMPLEXES ON THEIR REDUCTION TO PLATINUM(II) AND REACTION WITH DNA [J].

ELLIS, LT ;

ER, HM ;

HAMBLEY, TW .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1995, 48 (04) :793-806

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