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Arzneimittelforschung 2010; 60(3): 149-156
DOI: 10.1055/s-0031-1296264
Antibiotics · Antimycotics · Antiparasitics · Antiviral Drugs · Chemotherapeutics · Cytostatics
Editio Cantor Verlag Aulendorf (Germany)

Structure-activity relationship and apoptosis induction in A549 cells by the potential anticancer compound cis-bis(3-aminoflavone)dichloroplatinum(II)

Beata Kosmider
1   Department of Cytogenetics and Plant Molecular Biology, University of Lodz, Lodz, Poland
,
Sunny A. Anuels
2   Department of Environmental and Applied Sciences, Hogeschool Zeeland, Vlissingen, The Netherlands
,
Dolf Evenberg
2   Department of Environmental and Applied Sciences, Hogeschool Zeeland, Vlissingen, The Netherlands
,
Elzbieta Zyner
3   Department of Bioinorganic Chemistry, Medical University, Lodz, Poland
,
Karim Bahmed
4   Laboratory of Physical Chemistry and Microbiology for the Environment, University Henri Poincare, Villers-les-Nancy, France
5   Present address:, Department of Molecular Pharmacology, St. Jude Children’s Research Hospital, Memphis, TN, USA.
,
Regina Osiecka
1   Department of Cytogenetics and Plant Molecular Biology, University of Lodz, Lodz, Poland
,
Justyn Ochocki
3   Department of Bioinorganic Chemistry, Medical University, Lodz, Poland
› Author Affiliations
Further Information

Publication History

Publication Date:
02 December 2011 (online)

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Abstract

cis-DDP (cis-diamminedichloroplatinu-m(II), CAS 15663-27-1) is widely used in chemotherapy of many types of cancer. However, besides effectiveness, it gives many side effects which limit its clinical application. Therefore, nowadays studies are focused on searching for novel analogs of cis-DDP, at least equally effective in chemotherapy but less toxic. One of them might be cis-BAFDP (cis-bis(3-aminoflavone)dichloroplatinum(II)) with one of the hydrogen atoms of the amino group of cis-DDP replaced by a flavone ring. 3Aminoflavone (AF) which posseses the desired NH2 group has been used as non-leaving ligand. The complex has been obtained in the reaction of AF and K2PtCl4. There are no data concerning evaluation of structural studies of cis-BAFDP, the beneficial anticancer properties of which were proved in vitro and in vivo. Therefore it was worthwhile to undertake a confirmation of the chemical structure of this compound by applying various spectroscopic techniques especially because of its potential pharmacological application. With this aim in mind this compound was characterized by: IR, 1H NMR, 195Pt NMR, UV absorption and fluorescence spectroscopy. Moreover, stronger apoptosis induction by cis-BAFDP than cis-DDP in the human non-small cancer cell line A549 was observed using Hoechst 33258/propidium iodide double staining.

Key words

Anticancer drugs - Apoptosis - cis-bis(3-aminoflavone)di-chloroplatinum(II), structure - CAS 15663-27-1 - cis-diamminedichloro-platinum(II)
 

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