SHIKIMIC ACID COMPLEXES OF PLATINUM - PREPARATION, REACTIVITY, AND ANTITUMOR-ACTIVITY OF (R,R-1,2-DIAMINOCYCLOHEXANE) BIS(SHIKIMATO) PLATINUM(II) - EVIDENCE FOR A NOVEL REARRANGEMENT INVOLVING PLATINUM-CARBON BOND FORMATION

被引:18
作者
FARRELL, N
ROBERTS, JD
HACKER, MP
机构
[1] UNIV VERMONT,DEPT PHARMACOL,BURLINGTON,VT 05405
[2] UNIV VERMONT,DEPT CHEM,BURLINGTON,VT 05405
[3] UNIV VERMONT,DEPT MED,BURLINGTON,VT 05405
[4] UNIV VERMONT,VERMONT REG CANC CTR,BURLINGTON,VT 05405
关键词
D O I
10.1016/0162-0134(91)84038-B
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 complex (R,R-1,2-diaminocyclohexane)bis(shikimato)platinum(II) (shikimato = the anion of 3R,4S,5R-trihydroxy-1-cyclohexene-1-carboxylic acid), I, has been synthesized and purified by high performance liquid chromatography (HPLC). The complex is only moderately stable in aqueous solution. Its major hydrolysis product, also purified by HPLC, is proposed to be a unique complex type in which a single shikimate group is coordinated through both the carboxylate oxygen and the C(2) vinylic carbon of the shikimate moiety [Pt(R,R-dach)(O,C-shikimato)], II. In vitro, complex I is active against L1210 leukemia and against an L1210 cell line with acquired resistance to cisplatin. In vivo, the complex is active against L1210, P388, and B16 melanoma; this activity is highly schedule-dependent. Complex II is also active against L1210 leukemia.
引用
收藏
页码:237 / 246
页数:10
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