Issue 6, 2011
From the journal:

MedChemComm

(Carboxydiamine)Pt(ii) complexes of a combretastatin A-4 analogous chalcone: the influence of the diamineligand on DNA binding and anticancer effects†

Miroslava Zoldakova,a   Bernhard Biersack,a   Hana Kostrhunova,b   Aamir Ahmad,c   Subhash Padhye,c   Fazlul H. Sarkar,c   Rainer Schobert*a  and  Viktor Brabecb  

* Corresponding authors

a Organic Chemistry, University of Bayreuth, Bayreuth, Germany
E-mail: rainer.schobert@uni-bayreuth.de
Fax: +49921552671

b Institute of Biophysics, Academy of Sciences of the Czech Republic, Kralovopolska 135, Brno, Czech Republic

c Barbara Ann Karmanos Cancer Institute, Detroit, Michigan, USA

Abstract

The combretastatin A-4 analogue m-hydroxychalcone 2 was esterified with a (1-carboxyethane-2,3-diamine)dichloridoplatinum(II) fragment to give complex 6 which was more active against various cancer cell lines (IC50 < 1 µM) than its analogue 3 bearing a 6-aminomethylnicotinate ligand. Complex 6 bound to the same sites of DNA as cisplatin but caused a larger DNA unwinding angle and ten times more interstrand cross-links. Also, DNA lesions due to binding of 6 were only half as efficiently repaired as cisplatin–DNA adducts. Complex 6 also showed a much lower affinity to the platinum detoxifier glutathione.

Graphical abstract: (Carboxydiamine)Pt(ii) complexes of a combretastatin A-4 analogous chalcone: the influence of the diamine ligand on DNA binding and anticancer effects

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Article information

DOI
https://doi.org/10.1039/C1MD00042J
Article type
Concise Article
Submitted
10 Feb 2011
Accepted
08 Mar 2011
First published
30 Mar 2011

Med. Chem. Commun., 2011,2, 493-499

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(Carboxydiamine)Pt(II) complexes of a combretastatin A-4 analogous chalcone: the influence of the diamine ligand on DNA binding and anticancer effects

M. Zoldakova, B. Biersack, H. Kostrhunova, A. Ahmad, S. Padhye, F. H. Sarkar, R. Schobert and V. Brabec, Med. Chem. Commun., 2011, 2, 493 DOI: 10.1039/C1MD00042J

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