title: Heteroaryl substituted titanocenes as potential anti-cancer drugs.
abstract: From the reaction of Super Hydride (LiBEt(3)H) with 6-(furyl)fulvene (1a), 6-(thiophenyl)fulvene (1b) or 6-(N-methyl-pyrrole)fulvene (1c) the corresponding lithium cyclopentadienide intermediates (2a-c) were obtained. These intermediates were reacted with titanium tetrachloride and bis-[(furyl-2-cyclopentadienylmethane)] titanium(IV) dichloride (3a) and bis-[(thiophenyl-2-cyclopentadienylmethane)] titanium(IV) dichloride (3b) and bis-[(N-methylpyrrole-2-cyclopentadienylmethane)] titanium(IV) dichloride (3c) were obtained and subsequently characterised by X-ray crystallography. When titanocenes 3a-c were tested against pig kidney (LLC-PK) cells inhibitory concentrations (IC(50)) of 1.6x10(-4)M, 1.5x10(-4)M and 9.1x10(-4)M, respectively, were observed. These values represent improved cytotoxicity against LLC-PK, when compared to their corresponding ansa substituted analogues and also in comparison to unsubstituted titanocene dichloride.
authors.affiliation: Conway Institute of Biomolecular and Biomedical Research, The UCD School of Chemistry and Chemical Biology, Centre for Synthesis and Chemical Biology (CSCB), Belfield, Dublin 4, Ireland.
authors.forename: Nigel
authors.initials: N
authors.lastname: Sweeney
authors.forename: William M
authors.initials: WM
authors.lastname: Gallagher
authors.forename: Helge
authors.initials: H
authors.lastname: Müller-Bunz
authors.forename: Clara
authors.initials: C
authors.lastname: Pampillón
authors.forename: Katja
authors.initials: K
authors.lastname: Strohfeldt
authors.forename: Matthias
authors.initials: M
authors.lastname: Tacke
mesh_terms: D000818:Animals; D000970:Antineoplastic Agents / Q000737:chemistry* / Q000494:pharmacology* / Q000633:toxicity; D002460:Cell Line; D002470:Cell Survival; D004353:Drug Evaluation, Preclinical; D008968:Molecular Conformation; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D013552:Swine
chemical_list: D000970:Antineoplastic Agents; D009942:Organometallic Compounds; C406884:titanocene