Synthesis and cytotoxic activities of estrone and estradiol cis-dichloroplatinum(II) complexes

0384104 - ÚOCHB 2013 RIV GB eng J - Journal Article
Kvasnica, Miroslav - Rárová, L. - Oklešťková, Jana - Buděšínský, Miloš - Kohout, Ladislav
Synthesis and cytotoxic activities of estrone and estradiol cis-dichloroplatinum(II) complexes.
Bioorganic & Medicinal Chemistry. Roč. 20, č. 24 (2012), s. 6969-6978. ISSN 0968-0896. E-ISSN 1464-3391
R&D Projects: GA MŠMT 1M06030; GA AV ČR IAA400550801
Grant - others:GA MŠk(CZ) ED0007/01/01
Program: ED
Institutional support: RVO:61388963 ; RVO:61389030
Keywords : steroids * estrone * estradiol * platinum complex * cytotoxicity
Subject RIV: CC - Organic Chemistry
Impact factor: 2.903, year: 2012

Sixteen platinum(II) complexes of estrone and estradiol were synthesized in this work to evaluate their cytotoxic activity against several cancer cell lines including estrogen dependent and independent ones. The synthesis of all the complexes was done in three steps. The reaction of steroids with dibromoalkanes was followed by a reaction of the bromoalkyl steroids with 2-(aminomethyl)pyridine or 2-(2-aminoethyl) pyridine. The last step was a reaction of steroidal diamino ligands with potassium tetrachloroplatinate to obtain the desired platinum(II) complexes. Cytotoxicity assays showed that most of the complexes prepared are active against the cancer cell lines used-CEM, U-2 OS, MCF7, MCF7 AL, MDA-MB-468, BT-474, BT-549, and BJ fibroblasts. The six-membered platinum complexes are more active than five-membered ones.
Permanent Link: http://hdl.handle.net/11104/0007480