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PMID: 16237123 Published · epublish English Journal Article Research Support, Non-U.S. Gov't Research Support, U.S. Gov't, Non-P.H.S.

Conformation, protein recognition and repair of DNA interstrand and intrastrand cross-links of antitumor trans-[PtCl2(NH3)(thiazole)].

Nucleic acids research ·Vol. 33 ·No. 18 ·2005-00-00 ·Pages 5819-28

Marini V, Christofis P, Novakova O, Kasparkova J, Farrell N, Brabec V

Abstract

Replacement of one ammine in clinically ineffective trans-[PtCl2(NH3)2] (transplatin) by a planar N-heterocycle, thiazole, results in significantly enhanced cytotoxicity. Unlike 'classical' cisplatin {cis-[PtCl2(NH3)2]} or transplatin, modification of DNA by this prototypical cytotoxic transplatinum complex trans-[PtCl2(NH3)(thiazole)] (trans-PtTz) leads to monofunctional and bifunctional intra or interstrand adducts in roughly equal proportions. DNA fragments containing site-specific bifunctional DNA adducts of trans-PtTz were prepared. The structural distortions induced in DNA by these adducts and their consequences for high-mobility group protein recognition, DNA polymerization and nucleotide excision repair were assessed in cell-free media by biochemical methods. Whereas monofunctional adducts of trans-PtTz behave similar to the major intrastrand adduct of cisplatin [J. Kasparkova, O. Novakova, N. Farrell and V. Brabec (2003) Biochemistry, 42, 792-800], bifunctional cross-links behave distinctly differently. The results suggest that the multiple DNA lesions available to trans-planaramine complexes may all contribute substantially to their cytotoxicity so that the overall drug cytotoxicity could be the sum of the contributions of each of these adducts. However, acquisition of drug resistance could be a relatively rare event, since it would have to entail resistance to or tolerance of multiple, structurally dissimilar DNA lesions.

MeSH Terms
Antineoplastic Agents/chemistry,toxicity Cisplatin/chemistry,toxicity Cross-Linking Reagents/chemistry,toxicity DNA/biosynthesis DNA Adducts/chemistry,metabolism DNA Repair High Mobility Group Proteins/metabolism Nucleic Acid Conformation Organoplatinum Compounds/chemistry,toxicity Thiazoles/chemistry,toxicity
Chemicals
Antineoplastic Agents Cross-Linking Reagents DNA Adducts High Mobility Group Proteins Organoplatinum Compounds Thiazoles trans-(PtCl2(NH3)(thiazole)) transplatin DNA Cisplatin
Authors & Affiliations
6 authors, click to expand affiliations / ORCID
Marini Victoria
Institute of Biophysics, Academy of Sciences of the Czech Republic, CZ-61265 Brno, Czech Republic.
Christofis Petros
Novakova Olga
Kasparkova Jana
Farrell Nicholas
Brabec Viktor
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Article Info
Journal
Nucleic acids research
Abbr.
Nucleic Acids Res
ISSN
1362-4962
DOI
10.1093/nar/gki884
Published
2005-00-00
Epub
2005-00-19
Pages
5819-28
Language
English
Region
England
NLM ID
0411011
PMCID
PMC1258167
Subset
IM
External Links
PubMed source DOI: 10.1093/nar/gki884 PMC Full Text View journal details
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