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Synthesis and cytotoxicity studies of new dimethylamino-functionalised and hetero aryl-substituted titanocene anti-cancer drugs

Pampillón, C., Sweeney, N.J., Strohfeldt, K. and Tacke, M. (2007) Synthesis and cytotoxicity studies of new dimethylamino-functionalised and hetero aryl-substituted titanocene anti-cancer drugs. Journal of Organometallic Chemistry, 692 (11). pp. 2153-2159. ISSN 022-328x

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To link to this item DOI: 10.1016/j.jorganchem.2007.01.045

Abstract/Summary

From the carbolithiation of N,N-dimethylamino fulvene (3a) and different ortho-lithiated heterocycles (furan, thiophene and N-methylpyrrole), the corresponding lithium cyclopentadienide intermediate (4a-c) was formed. These three lithiated intermediates underwent a transmetallation reaction with TiCl4 resulting in dimethylamino-functionalised titanocenes 5a-c. When these titanocenes were tested against LLC-PK cells, the IC50 values obtained were of 240, and 28 mu M for titanocenes 5a and 5b, respectively. The most cytotoxic titanocene 5c with an IC50 value of 5.5 mu M is found to be almost as cytotoxic as cis-platin, which showed an IC50 value of 3.3 mu M, when tested on the LLC-PK cell line, and titanocene 5c is approximately 400 times better than titanocene dichloride itself. (c) 2007 Elsevier B.V. All rights reserved.

Item Type:Article
Refereed:Yes
Divisions:Faculty of Life Sciences > School of Chemistry, Food and Pharmacy > School of Pharmacy
ID Code:13660
Uncontrolled Keywords:anti-cancer drugs, cis-platin, titanocene, fulvene, dimethylamino-functionalised metallocenes, heteroaryl-substituted metallocenes, RCC, LLC-PK , TITANIUM DICHLORIDE, ANTITUMOR-ACTIVITY, ANSA-METALLOCENES, COLORECTAL-CANCER, ORGANIC-CHEMISTRY, FULVENES, COMPLEXES, CISPLATIN, AGENTS, TUMOR

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