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

Miroslav Kvasnica, Lucie Rarova, Jana Oklestkova, Milos Budesinsky, Ladislav Kohout

Institute of Organic Chemistry and Biochemistry ASCR, Flemingovo n. 2, 16610 Prague 6, Czech Republic. kvasnica@uochb.cas.cz

Bioorganic & medicinal chemistry 2012 Dec 15

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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. Copyright © 2012 Elsevier Ltd. All rights reserved.

Citation

Miroslav Kvasnica, Lucie Rarova, Jana Oklestkova, Milos Budesinsky, Ladislav Kohout. Synthesis and cytotoxic activities of estrone and estradiol cis-dichloroplatinum(II) complexes. Bioorganic & medicinal chemistry. 2012 Dec 15;20(24):6969-78