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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 ORCID: https://orcid.org/0000-0003-1599-9542 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: 31 Oct 2022 08:58
URI: https://orca.cardiff.ac.uk/id/eprint/79338

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