Molecules 2012, 17(5), 6056-6070; doi:10.3390/molecules17056056
Article

Physicochemical Characterization and Cytotoxic Activity Evaluation of Hydroxymethylferrocene:β-Cyclodextrin Inclusion Complex

1,* email, 1email, 2email, 1email, 3email, 3email, 1email and 1email
Received: 24 April 2012; in revised form: 14 May 2012 / Accepted: 15 May 2012 / Published: 21 May 2012
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
Abstract: An inclusion complex of hydroxymethylferrocene (FeMeOH) with β-cyclodextrin (β-CD) was prepared in the solid state by different techniques such as physical mixture, coprecipitation, kneading and freeze-drying. The formation of the inclusion complex was confirmed by X-ray Powder Diffractometry and Fourier Transform-Infrared spectroscopy. In aqueous solution, the 1:1 stoichiometry was established by a Job plot. The inclusion complex formation was also investigated by NMR and the stability constant (Kb) of the complex was determined to be 478 M−1, which is in agreement with that obtained with UV-Vis tritation (Kb = 541.3 M−1). The phase solubility study showed a diagram classified as BS type and that the solubility of FeMeOH was slightly increased in the presence of β-CD. Furthermore, utilizing phase solubility diagram data, the Kb was estimated to be equal to 528.0 M−1. The cytotoxic activity of FeMeOH and its complexation product with β-CD was determined using the MTT-assay on MDA-MB-231 cell line, showing that the inclusion complex has a higher capability of inhibiting cell growth compared to that of pure FeMeOH.
Keywords: β-cyclodextrin; hydroxymethylferrocene; inclusion complex; stability constant; phase solubility diagram; cytotoxicity
PDF Full-text Download PDF Full-Text [662 KB, uploaded 18 June 2014 19:48 CEST]

Export to BibTeX |
EndNote


MDPI and ACS Style

Iacovino, R.; Caso, J.V.; Rapuano, F.; Russo, A.; Isidori, M.; Lavorgna, M.; Malgieri, G.; Isernia, C. Physicochemical Characterization and Cytotoxic Activity Evaluation of Hydroxymethylferrocene:β-Cyclodextrin Inclusion Complex. Molecules 2012, 17, 6056-6070.

AMA Style

Iacovino R, Caso JV, Rapuano F, Russo A, Isidori M, Lavorgna M, Malgieri G, Isernia C. Physicochemical Characterization and Cytotoxic Activity Evaluation of Hydroxymethylferrocene:β-Cyclodextrin Inclusion Complex. Molecules. 2012; 17(5):6056-6070.

Chicago/Turabian Style

Iacovino, Rosa; Caso, Jolanda Valentina; Rapuano, Filomena; Russo, Agostino; Isidori, Marina; Lavorgna, Margherita; Malgieri, Gaetano; Isernia, Carla. 2012. "Physicochemical Characterization and Cytotoxic Activity Evaluation of Hydroxymethylferrocene:β-Cyclodextrin Inclusion Complex." Molecules 17, no. 5: 6056-6070.

Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert