Inclusion complexes of trihexyphenidyl with natural and modified cyclodextrins

The solubility of trihexyphenidyl (Thp) was improved by its combination with β-cyclodextrin (β−CD) and modified β-CDs. The solubility of Thp was found to be increased in the presence of β-CD, hydroxypropyl-β-cyclodextrin (HP-β-CD), methyl-β-cyclodextrin (Me-β-CD) and sulfobutylether-β-cyclodextrin (...

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Autores principales: Maeda, Hideko, Tanaka, Risa, Nakayama, Hirokazu
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer International Publishing 2015
Materias:
Research
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4439407/
https://www.ncbi.nlm.nih.gov/pubmed/26020020
http://dx.doi.org/10.1186/s40064-015-0986-7
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author Maeda, Hideko
Tanaka, Risa
Nakayama, Hirokazu
author_facet Maeda, Hideko
Tanaka, Risa
Nakayama, Hirokazu
author_sort Maeda, Hideko
collection PubMed
description The solubility of trihexyphenidyl (Thp) was improved by its combination with β-cyclodextrin (β−CD) and modified β-CDs. The solubility of Thp was found to be increased in the presence of β-CD, hydroxypropyl-β-cyclodextrin (HP-β-CD), methyl-β-cyclodextrin (Me-β-CD) and sulfobutylether-β-cyclodextrin (SBE-β-CD). In particular, the solubility of Thp in conjunction with SBE-β-CD was increased by a factor of 11. The formation constant (K(c)) for the Thp/SBE-β-CD inclusion complex was determined to be 2300 L/mol based on fluorometry data. The structure of the Thp/SBE-β-CD complex in aqueous solution was examined by (1)H-(1)H rotating frame nuclear Overhauser effect spectroscopy (ROESY) NMR, and the phenyl moiety of the Thp was found to coordinate with the secondary hydroxyl face of the SBE-β-CD. A solid Thp/SBE-β-CD inclusion complex was prepared by freeze-drying.
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spelling pubmed-44394072015-05-27 Inclusion complexes of trihexyphenidyl with natural and modified cyclodextrins Maeda, Hideko Tanaka, Risa Nakayama, Hirokazu Springerplus Research The solubility of trihexyphenidyl (Thp) was improved by its combination with β-cyclodextrin (β−CD) and modified β-CDs. The solubility of Thp was found to be increased in the presence of β-CD, hydroxypropyl-β-cyclodextrin (HP-β-CD), methyl-β-cyclodextrin (Me-β-CD) and sulfobutylether-β-cyclodextrin (SBE-β-CD). In particular, the solubility of Thp in conjunction with SBE-β-CD was increased by a factor of 11. The formation constant (K(c)) for the Thp/SBE-β-CD inclusion complex was determined to be 2300 L/mol based on fluorometry data. The structure of the Thp/SBE-β-CD complex in aqueous solution was examined by (1)H-(1)H rotating frame nuclear Overhauser effect spectroscopy (ROESY) NMR, and the phenyl moiety of the Thp was found to coordinate with the secondary hydroxyl face of the SBE-β-CD. A solid Thp/SBE-β-CD inclusion complex was prepared by freeze-drying. Springer International Publishing 2015-05-07 /pmc/articles/PMC4439407/ /pubmed/26020020 http://dx.doi.org/10.1186/s40064-015-0986-7 Text en © Maeda et al.; licensee Springer. 2015 This is an Open Access article distributed under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/4.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly credited.
spellingShingle Research
Maeda, Hideko
Tanaka, Risa
Nakayama, Hirokazu
Inclusion complexes of trihexyphenidyl with natural and modified cyclodextrins
title Inclusion complexes of trihexyphenidyl with natural and modified cyclodextrins
title_full Inclusion complexes of trihexyphenidyl with natural and modified cyclodextrins
title_fullStr Inclusion complexes of trihexyphenidyl with natural and modified cyclodextrins
title_full_unstemmed Inclusion complexes of trihexyphenidyl with natural and modified cyclodextrins
title_short Inclusion complexes of trihexyphenidyl with natural and modified cyclodextrins
title_sort inclusion complexes of trihexyphenidyl with natural and modified cyclodextrins
topic Research
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4439407/
https://www.ncbi.nlm.nih.gov/pubmed/26020020
http://dx.doi.org/10.1186/s40064-015-0986-7
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