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Inclusion complexes of the antitumour metallocenes Cp(2)MCl(2) (M = Mo, Ti) with cucurbit[n]urils.

Abstract
The encapsulation of the aquated forms of molybdocene dichloride and titanocene dichloride by cucurbit[n]uril (Q[n], where n = 7 and 8) at different pD values has been studied by (1)H NMR spectroscopy and molecular modelling. (1)H NMR titration experiments indicate that both metallocenes form 1 : 1 host-guest complexes with both Q[7] and Q[8]. In these complexes, both the cyclopentadienyl ligands and metal centre are positioned deep within the cucurbituril cavity. In vitro cell proliferation studies using the cancer cell lines MCF-7 and 2008 showed that the encapsulated molybdocene complex was more active than the corresponding free metallocene, with GI(50) values of 210 and 400 muM respectively. However, unexpectedly the encapsulation of Cp(2)MoCl(2(aq))at pD 7 catalysed significant degradation of the cucurbituril framework in the presence of oxygen. Encapsulation of Cp(2)TiCl(2(aq)) by Q[7] greatly slowed the protonolysis of the cyclopentadienyl ligands in aqueous phosphate buffer (pD 7), while encapsulation in Q[8] only slightly retarded the hydrolytic degradation of the metallocene.
AuthorsDamian P Buck, P Manohari Abeysinghe, Carleen Cullinane, Anthony I Day, J Grant Collins, Margaret M Harding
JournalDalton transactions (Cambridge, England : 2003) (Dalton Trans) Issue 17 Pg. 2328-34 (May 07 2008) ISSN: 1477-9226 [Print] England
PMID18414758 (Publication Type: Journal Article)
Chemical References
  • Antineoplastic Agents
  • Bridged-Ring Compounds
  • Imidazoles
  • Organometallic Compounds
  • cucurbit(7)uril
  • cucurbit(8)uril
  • molybdocene dichloride
  • Molybdenum
  • Titanium
  • titanocene dichloride
Topics
  • Antineoplastic Agents (chemistry)
  • Bridged-Ring Compounds (chemistry)
  • Cell Line, Tumor
  • Humans
  • Imidazoles (chemistry)
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Models, Molecular
  • Molecular Structure
  • Molybdenum
  • Organometallic Compounds (chemistry)
  • Titanium

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