Interaction of Platinum Antitumor Compounds with DNA

  • C. A. Lepre
  • S. J. Lippard
Part of the Nucleic Acids and Molecular Biology book series (NUCLEIC, volume 4)

Abstract

The cis and trans isomers of diamminedichloroplatinum(II) (cis- and trans- DDP, Fig. 1) have enjoyed a long history in inorganic chemistry, having first been synthesized and separated in the 19th century. Until recently, however, complexes of the platinum group metals were of little interest to medicinal chemists owing to their reputation as highly toxic compounds. Interest in the biological effects of platinum complexes was greatly stimulated following reports that cis,-[Pt(NH3)2CI4] and related cis-coordinated platinum ammine chloride complexes induced filamentous growth in Escherichia coli, an indication of DNA damage (Rosenberg et al. 1965; Rosenberg et al. 1967; Rosenberg 1980). Subsequent demonstration that cis-DDP exhibited antitumor activity in mice led to clinical trials and eventual FDA approval for its use as an anticancer drug (Rosenberg et al. 1969; Rosenberg 1980).

Abbreviations

AMP

2’-deoxyadenosine-5’-monophosphate

bp

base pair

cis-DDP

cis-diamminedichloroplatinum(II)

CD

circular dichroism

CMP

2’deoxycytosine-5’-monophosphate

D/N

drug to nucleotide ratio

ΔH*

enthalpy of activation

ΔS*

entropy of activation

dA

2’deoxyadenosine

dC

2’deoxycytosine

dG

2’deoxyguanosine

dien

diethylenetriamine

DNA

deoxyribonucleic acid

dT

2’deoxythymidine

en

ethylenediamine

GMP

2’deoxy guanosine-5’-monophosphate

NMR

nuclear magnetic resonance

ppm

parts per million

RNA

ribonucleic acid

trans-DDP

trans-diamminedichloroplatinum(II)

dUMP

2’deoxyuridine-5’-monophosphate

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Copyright information

© Springer-Verlag Berlin Heidelberg 1990

Authors and Affiliations

  • C. A. Lepre
  • S. J. Lippard
    • 1
  1. 1.Department of ChemistryMassachussets Institute of TechnologyCambridgeUSA

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