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Development of bimetallic titanocene-ruthenium-arene complexes as anticancer agents: relationships between structural and biological properties

Pelletier, Frederic, Comte, Virginie, Massard, Alexandre, Wenzel, Margot, Toulot, Stephanie, Richard, Philippe, Picquet, Michel, Le Gendre, Pierre, Zava, Olivier, Edafe, Fabio, Casini, Angela and Dyson, Paul J. 2010. Development of bimetallic titanocene-ruthenium-arene complexes as anticancer agents: relationships between structural and biological properties. Journal of Medicinal Chemistry 53 (19) , pp. 6923-6933. 10.1021/jm1004804

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Abstract

A series of bimetallic titanium−ruthenium complexes of general formula [(η5-C5H5)(μ-η5:κ1-C5H4(CR2)nPR′R′′)TiCl2](η6-p-cymene)RuCl2 (n = 0, 1, 2 or 4; R = H or Me; R′ = H, Ph, or Cy; R′′ = Ph or Cy) have been synthesized, including two novel compounds as well as two cationic derivatives of formula [(η5-C5H5)(μ-η5:κ1-C5H4(CH2)nPPh2)TiCl2] [(η6-p-cymene)RuCl](BF4) (n = 0 or 2). The solid state structure of two of these compounds was also established by X-ray crystallography. The complexes showed a cytotoxic effect on human ovarian cancer cells and were markedly more active than their Ti or Ru monometallic analogues titanocene dichloride and RAPTA-C, respectively. Studies of cathepsin B inhibition, an enzyme involved in cancer progression, showed that enzyme inhibition by the bimetallic complexes is influenced by the length of the alkyl chain in between the metal centers. Complementary ESI-MS studies provided evidence for binding of a Ru(II) fragment to proteins.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Subjects: Q Science > QD Chemistry
R Medicine > RC Internal medicine > RC0254 Neoplasms. Tumors. Oncology (including Cancer)
Publisher: American Chemical Society
Last Modified: 04 Jun 2017 08:30
URI: http://orca.cf.ac.uk/id/eprint/79338

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