NAJAJREH, Yousef, Jana KAŠPÁRKOVÁ, María Victoria MARINI PALOMEQUE, Dan GIBSON and Viktor BRABEC. Structural characterization and DNA interactions of new cytotoxic transplatin analogues containing one planar and one nonplanar heterocyclic amine ligand. Journal of Biological Inorganic Chemistry. Germany: Springer Berlin / Heidelberg, 2005, vol. 10, No 7, p. 722-731. ISSN 0949-8257.
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Basic information
Original name Structural characterization and DNA interactions of new cytotoxic transplatin analogues containing one planar and one nonplanar heterocyclic amine ligand.
Name in Czech Strukturni charakterizace a interakce s DNA novych cytotoxickych transplatinovych analogu
Authors NAJAJREH, Yousef (275 Palestine, State of), Jana KAŠPÁRKOVÁ (203 Czech Republic), María Victoria MARINI PALOMEQUE (858 Uruguay), Dan GIBSON (376 Israel) and Viktor BRABEC (203 Czech Republic, guarantor).
Edition Journal of Biological Inorganic Chemistry, Germany, Springer Berlin / Heidelberg, 2005, 0949-8257.
Other information
Original language English
Type of outcome Article in a journal
Field of Study 10610 Biophysics
Country of publisher Germany
Confidentiality degree is not subject to a state or trade secret
Impact factor Impact factor: 3.224
RIV identification code RIV/00216224:14310/05:00035838
Organization unit Faculty of Science
UT WoS 000233238600002
Keywords (in Czech) Platina; DNA; retezcove mustky; cytotoxicita; rentgenová krystalografie
Keywords in English Platinum ; DNA ; Cross-links ; Cytotoxicity ; X-ray crystallography
Tags Cross-links, cytotoxicity, DNA, platinum, X-ray crystallography
Tags International impact, Reviewed
Changed by Changed by: Mgr. María Victoria Marini Palomeque, Ph.D., učo 22912. Changed: 25/6/2009 12:38.
trans-Diaminedicholoroplatinum(II) complexes with one planar and one non-planar heterocyclic amine ligand were designed as new potential antitumor drugs. The X-ray crystallographic structures of trans-[PtCl2(4-picoline)(piperidine)] and trans-[PtCl2(4-picoline)(piperazine)]-HCl revealed that the piperidine and piperazine ligands bind to the platinum through the equatorial position and that the ligands adopt the chair conformation. The nonplatinated amine of the piperazine can form hydrogen bonds with atoms that are approximately 7.5 angstrom away from the Pt binding site. DNA is considered a major pharmacological target of platinum compounds. Hence, to expand the database correlating structural features of platinum compounds and DNA distortions induced by these compounds, which may facilitate identification of more effective anticancer platinum drugs, we describe the DNA binding mode in a cell-free medium of trans-[PtCl2(4-picoline)(piperidine)] and trans-[PtCl2(4-picoline)(piperazine)]-HCl. Interestingly, the overall impact of the replacement of the second ammine group in transplatin by the heterocyclic ligands appears to change the character of the global conformational changes induced in DNA towards that induced by cisplatin. The clinical ineffectiveness of the parent transplatin has been proposed to be also associated with its reduced capability to form bifunctional adducts in double-helical DNA. The results of the present work support the view that replacement of both ammine groups of transplatin by heterocyclic ligands enhances cytotoxicity probably due to the marked enhancement of the stability of intrastrand cross-links in double-helical DNA.
Abstract (in Czech)
trans-Diaminedicholoroplatinum(II) komplexy s jedním planárním a jedním neplanarním heterocyklickým aminovým lingandem byli navrženy jako nové potenciální protinadorové léky.
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