Ring-opened adducts of the anticancer drug carboplatin with sulfur amino acids

被引：158

作者：

Barnham, KJ

Djuran, MI

delSocorroMurdoch, P

Ranford, JD

Sadler, PJ

机构：

[1] UNIV LONDON BIRKBECK COLL, DEPT CHEM, GORDON HOUSE & CHRISTOPHER INGOLD LAB, LONDON WC1H 0PP, ENGLAND

[2] NATL UNIV SINGAPORE, DEPT CHEM, SINGAPORE 117548, SINGAPORE

来源：

INORGANIC CHEMISTRY | 1996年 / 35卷 / 04期

关键词：

D O I：

10.1021/ic950973d

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Reactions of the anticancer drug carboplatin (''Paraplatin'') with a variety of sulfur-containing amino acids have been investigated by H-1 and N-15 NMR spectroscopy and by HPLC. Thiols react very slowly and sulfur-bridged species containing four-membered Pt2S2 rings are the predominant products. In contrast, reactions with thioether ligands are much more rapid, and kinetics for the initial stages of the reaction with L-methionine have been determined (k = 2.7 x 10(-3) M(-1) s(-1)). Surprisingly, very stable ring-opened species are formed such as cis-[Pt(CBDCA-O)(NH3)(2)(L-HMet-S)] which has a half-life for Met-S,N ring-closure of 28 h at 310 K. A study of the formation of the analogous product for N-acetyl-L-methionine and its subsequent ring closure is reported. Reactions such as these may play a role in the biological activity of carboplatin.

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页码：1065 / 1072

页数：8

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