Literature DB >> 2023897

Possible catalytic activity of DNA in the reaction between the antitumor drug cis-diamminedichloroplatinum(II) and the intercalator N-methyl-2,7-diazapyrenium.

F Gaucheron1, J M Malinge, A J Blacker, J M Lehn, M Leng.   

Abstract

The platinum(II) complex cis-[Pt(NH3)2(N7-N-methyl-2-diazapyrenium)Cl]2+ formed in the reaction between cis-diamminedichloroplatinum(II) and N-methyl-2,7-diazapyrenium reacts with N7 of guanine residues in DNA. The resulting adduct is kinetically inert within single-stranded DNA. Within double-stranded DNA, it is kinetically inert in 1 M NaClO4 and becomes labile as the salt concentration is decreased. Two products, cis-[Pt(NH3)2(N7-N-methyl-2-diazapyrenium)H2O]3+ and N-methyl-2,7-diazapyrenium, are released. The conformation of the platinated DNA is different in low- and high-salt conditions as shown by the chemical probe diethyl pyrocarbonate. These results are discussed in relation with a possible catalytic role played by the double-stranded DNA.

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Year:  1991        PMID: 2023897      PMCID: PMC51482          DOI: 10.1073/pnas.88.9.3516

Source DB:  PubMed          Journal:  Proc Natl Acad Sci U S A        ISSN: 0027-8424            Impact factor:   11.205


  13 in total

1.  Reactivity of monofunctional cis-platinum adducts as a function of DNA sequence.

Authors:  J M Malinge; M Leng
Journal:  Nucleic Acids Res       Date:  1988-08-11       Impact factor: 16.971

Review 2.  The formation, isolation and characterization of DNA adducts produced by anticancer platinum complexes.

Authors:  A Eastman
Journal:  Pharmacol Ther       Date:  1987       Impact factor: 12.310

3.  Chemical and biological properties of a new series of cis-diammineplatinum(II) antitumor agents containing three nitrogen donors: cis-[Pt(NH3)2(N-donor)Cl]+.

Authors:  L S Hollis; A R Amundsen; E W Stern
Journal:  J Med Chem       Date:  1989-01       Impact factor: 7.446

4.  Chemical probes of DNA conformation: detection of Z-DNA at nucleotide resolution.

Authors:  B H Johnston; A Rich
Journal:  Cell       Date:  1985-10       Impact factor: 41.582

5.  Binding of cis- and trans-dichlorodiammineplatinum(II) to the nucleosome core.

Authors:  S J Lippard; J D Hoeschele
Journal:  Proc Natl Acad Sci U S A       Date:  1979-12       Impact factor: 11.205

6.  Reevaluation of interaction of cis-dichloro(ethylenediamine)platinum(II) with DNA.

Authors:  A Eastman
Journal:  Biochemistry       Date:  1986-07-01       Impact factor: 3.162

7.  Chloroacetaldehyde reacts with Z-DNA.

Authors:  N Vogt; L Marrot; N Rousseau; B Malfoy; M Leng
Journal:  J Mol Biol       Date:  1988-06-20       Impact factor: 5.469

8.  Diethyl pyrocarbonate: a chemical probe for secondary structure in negatively supercoiled DNA.

Authors:  W Herr
Journal:  Proc Natl Acad Sci U S A       Date:  1985-12       Impact factor: 11.205

9.  Reaction of nucleic acids and cis-diamminedichloroplatinum(II) in the presence of intercalating agents.

Authors:  J M Malinge; M Leng
Journal:  Proc Natl Acad Sci U S A       Date:  1986-09       Impact factor: 11.205

10.  Formation of a DNA monofunctional cis-platinum adduct cross-linking the intercalating drug N-methyl-2,7-diazapyrenium.

Authors:  J M Malinge; M Sip; A J Blacker; J M Lehn; M Leng
Journal:  Nucleic Acids Res       Date:  1990-07-11       Impact factor: 16.971

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  7 in total

1.  Rearrangement of interstrand cross-links into intrastrand cross-links in cis-diamminedichloroplatinum(II)-modified DNA.

Authors:  C Pérez; M Leng; J M Malinge
Journal:  Nucleic Acids Res       Date:  1997-02-15       Impact factor: 16.971

2.  Instability of the monofunctional adducts in cis-[Pt(NH3)2(N7-N-methyl-2-diazapyrenium)Cl](2+)-modified DNA: rates of cross-linking reactions in cis-platinum-modified DNA.

Authors:  D Payet; F Gaucheron; M Sip; M Leng
Journal:  Nucleic Acids Res       Date:  1993-12-25       Impact factor: 16.971

3.  Lability of monofunctional cis-platinum adducts: role of DNA double helix.

Authors:  M F Anin; F Gaucheron; M Leng
Journal:  Nucleic Acids Res       Date:  1992-09-25       Impact factor: 16.971

4.  DNA double helix promotes a linkage isomerization reaction in trans-diamminedichloroplatinum(II)-modified DNA.

Authors:  R Dalbiès; D Payet; M Leng
Journal:  Proc Natl Acad Sci U S A       Date:  1994-08-16       Impact factor: 11.205

5.  The reversible DNA-alkylating activity of duocarmycin and its analogues.

Authors:  A Asai; S Nagamura; H Saito; I Takahashi; H Nakano
Journal:  Nucleic Acids Res       Date:  1994-01-11       Impact factor: 16.971

6.  Monofunctional and higher-valent platinum anticancer agents.

Authors:  Timothy C Johnstone; Justin J Wilson; Stephen J Lippard
Journal:  Inorg Chem       Date:  2013-06-05       Impact factor: 5.165

7.  Nucleotide Binding Preference of the Monofunctional Platinum Anticancer-Agent Phenanthriplatin.

Authors:  Imogen A Riddell; Timothy C Johnstone; Ga Young Park; Stephen J Lippard
Journal:  Chemistry       Date:  2016-04-25       Impact factor: 5.236

  7 in total

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