Synthesis of 17beta-estradiol platinum(II) complexes: biological evaluation on breast cancer cell lines.

Abstract

The synthesis of a novel series of 17beta-estradiol-linked platinum(II) complexes is described. The new molecules are linked with an alkyl chain at position 16alpha of the steroid nucleus and bear a 16beta-hydroxymethyl side chain. They are made from estrone in five chemical steps with an overall yield exceeding 28%. The biological activity of these compounds was evaluated in vitro on estrogen dependent and independent (ER+ and ER-) human breast cancers. The derivatives incorporating a 2-(2'-aminoethyl)pyridine ligand displayed good activity against the cell lines particularly when the connecting arm is 10 carbon atoms long.

• Authors: Caroline Descôteaux, Josée Provencher-Mandeville, Isabelle Mathieu, Valérie Perron, Sanat K Mandal, Eric Asselin, Gervais Bérubé
• Journal: Bioorganic & medicinal chemistry letters (Bioorg Med Chem Lett) Vol. 13 Issue 22 Pg. 3927-31 (Nov 17 2003) ISSN: 0960-894X [Print] England
• PMID: 14592477 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

• 17beta-estradiol platinum(II)
• Antineoplastic Agents
• Organoplatinum Compounds
• Estradiol

Topics

• Antineoplastic Agents (chemical synthesis, chemistry, toxicity)
• Breast Neoplasms
• Cell Line, Tumor
• Cell Survival (drug effects)
• Estradiol (analogs & derivatives, chemical synthesis, toxicity)
• Female
• Humans
• Molecular Conformation
• Organoplatinum Compounds (chemical synthesis, chemistry, toxicity)