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

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 Fo...

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Autores principales: Iacovino, Rosa, Caso, Jolanda Valentina, Rapuano, Filomena, Russo, Agostino, Isidori, Marina, Lavorgna, Margherita, Malgieri, Gaetano, Isernia, Carla
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6268982/
https://www.ncbi.nlm.nih.gov/pubmed/22614860
http://dx.doi.org/10.3390/molecules17056056
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author Iacovino, Rosa
Caso, Jolanda Valentina
Rapuano, Filomena
Russo, Agostino
Isidori, Marina
Lavorgna, Margherita
Malgieri, Gaetano
Isernia, Carla
author_facet Iacovino, Rosa
Caso, Jolanda Valentina
Rapuano, Filomena
Russo, Agostino
Isidori, Marina
Lavorgna, Margherita
Malgieri, Gaetano
Isernia, Carla
author_sort Iacovino, Rosa
collection PubMed
description 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 (K(b)) of the complex was determined to be 478 M(−1), which is in agreement with that obtained with UV-Vis tritation (K(b) = 541.3 M(−1)). The phase solubility study showed a diagram classified as B(S) type and that the solubility of FeMeOH was slightly increased in the presence of β-CD. Furthermore, utilizing phase solubility diagram data, the K(b) 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.
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spelling pubmed-62689822018-12-20 Physicochemical Characterization and Cytotoxic Activity Evaluation of Hydroxymethylferrocene:β-Cyclodextrin Inclusion Complex Iacovino, Rosa Caso, Jolanda Valentina Rapuano, Filomena Russo, Agostino Isidori, Marina Lavorgna, Margherita Malgieri, Gaetano Isernia, Carla Molecules Article 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 (K(b)) of the complex was determined to be 478 M(−1), which is in agreement with that obtained with UV-Vis tritation (K(b) = 541.3 M(−1)). The phase solubility study showed a diagram classified as B(S) type and that the solubility of FeMeOH was slightly increased in the presence of β-CD. Furthermore, utilizing phase solubility diagram data, the K(b) 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. MDPI 2012-05-21 /pmc/articles/PMC6268982/ /pubmed/22614860 http://dx.doi.org/10.3390/molecules17056056 Text en © 2012 by the authors. licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Iacovino, Rosa
Caso, Jolanda Valentina
Rapuano, Filomena
Russo, Agostino
Isidori, Marina
Lavorgna, Margherita
Malgieri, Gaetano
Isernia, Carla
Physicochemical Characterization and Cytotoxic Activity Evaluation of Hydroxymethylferrocene:β-Cyclodextrin Inclusion Complex
title Physicochemical Characterization and Cytotoxic Activity Evaluation of Hydroxymethylferrocene:β-Cyclodextrin Inclusion Complex
title_full Physicochemical Characterization and Cytotoxic Activity Evaluation of Hydroxymethylferrocene:β-Cyclodextrin Inclusion Complex
title_fullStr Physicochemical Characterization and Cytotoxic Activity Evaluation of Hydroxymethylferrocene:β-Cyclodextrin Inclusion Complex
title_full_unstemmed Physicochemical Characterization and Cytotoxic Activity Evaluation of Hydroxymethylferrocene:β-Cyclodextrin Inclusion Complex
title_short Physicochemical Characterization and Cytotoxic Activity Evaluation of Hydroxymethylferrocene:β-Cyclodextrin Inclusion Complex
title_sort physicochemical characterization and cytotoxic activity evaluation of hydroxymethylferrocene:β-cyclodextrin inclusion complex
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6268982/
https://www.ncbi.nlm.nih.gov/pubmed/22614860
http://dx.doi.org/10.3390/molecules17056056
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