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

Pampillón, C., Claffey, J., Hogan, M., Strohfeldt, K. and Tacke, M. (2007) Synthesis and cytotoxicity studies of new dimethylamino-functionalised and indolyl-substituted titanocene anti-cancer drugs. Transition Metal Chemistry, 32 (4). pp. 434-441. ISSN 0340-4285

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To link to this item DOI: 10.1007/s11243-006-0183-1

Abstract/Summary

From the carbolithiation of 6-N,N-dimethylamino fulvene (3a) and different ortho-lithiated indole derivatives (5-methoxy-N-methylindole, N-methylindole and N,N-dimethylaminomethylindole), 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 37 and 71 mu M for titanocenes 5a and 5b respectively. The most cytotoxic titanocene in this paper, 5c showed an IC50 value of 8.4 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 250 times better than titanocene dichloride itself.

Item Type:Article
Refereed:Yes
Divisions:Faculty of Life Sciences > School of Chemistry, Food and Pharmacy > School of Pharmacy
ID Code:13664
Uncontrolled Keywords:TITANIUM DICHLORIDE, ANTITUMOR-ACTIVITY, ANSA-TITANOCENES, FULVENES, METALLOCENES, DERIVATIVES, COMPLEXES, CANCER, TRIAL, TUMOR

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