%0 Journal Article
%T Titanocene / cyclodextrin supramolecular systems: a theoretical approach
%A Adrian Rivi£¿
%A Nicoleta G H£¿d£¿rug£¿
%A Zeno Garban
%A Daniel I H£¿d£¿rug£¿
%J Chemistry Central Journal
%D 2012
%I BioMed Central
%R 10.1186/1752-153x-6-129
%X This study presents a theoretical approach on the nanoencapsulation of a series of titanocenes with cytotoxic activity in ¦Á-, ¦Â-, and ¦Ã-cyclodextrin. The HyperChem 5.11 package was used for building and molecular modelling of titanocene and cyclodextrin structures, as well as for titanocene/cyclodextrin complex optimization. For titanocene/cyclodextrin complex optimization experiments, the titanocene and cyclodextrin structures in minimal energy conformations were set up at various distances and positions between molecules (molecular mechanics functionality, MM+). The best interaction between titanocene structures and cyclodextrins was obtained in the case of ¦Â- and ¦Ã-cyclodextrin, having the hydrophobic moieties oriented to the secondary face of cyclodextrin. The hydrophobicity of titanocenes (logP) correlate with the titanocene-cyclodextrin interaction parameters, especially with the titanocene-cyclodextrin interaction energy; the compatible geometry and the interaction energy denote that the titanocene/¦Â- and ¦Ã-cyclodextrin complex can be achieved. Valuable quantitative structure-activity relationships (QSARs) were also obtained in the titanocene class by using the same logP as the main parameter for the in vitro cytotoxic activity against HeLa, K562, and Fem-x cell lines.According to our theoretical study, the titanocene/cyclodextrin inclusion compounds can be obtained (high interaction energy; the encapsulation is energetically favourable). Further, the most hydrophobic compounds are better encapsulated in ¦Â- and ¦Ã-cyclodextrin molecules and are more stable (from energetically point of view) in comparison with ¦Á-cyclodextrin case. This study suggests that the titanocene / ¦Â- and ¦Ã-cyclodextrin complexes (or synthetically modified cyclodextrins with higher water solubility) could be experimentally synthesized and could have enhanced cytotoxic activity and even lower toxicity.Cancer is a generic name comprises a great number of medical affections, having various
%K Metallocenes
%K Titanocenes
%K Cyclodextrins
%K Supramolecular systems
%K Molecular modelling
%K QSAR
%U http://journal.chemistrycentral.com/content/6/1/129