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Molecular Encapsulation of Histamine H(2)-Receptor Antagonists by Cucurbit[7]Uril: An Experimental and Computational Study
The histamine H(2)-receptor antagonists cimetidine, famotidine and nizatidine are individually encapsulated by macrocyclic cucurbit[7]uril (CB[7]), with binding affinities of 6.57 (±0.19) × 10(3) M(−1), 1.30 (±0.27) × 10(4) M(−1) and 1.05 (±0.33) × 10(5) M(−1), respectively. These 1:1 host-guest inc...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2016
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6274153/ https://www.ncbi.nlm.nih.gov/pubmed/27608003 http://dx.doi.org/10.3390/molecules21091178 |
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author | Yin, Hang Wang, Runmiao Wan, Jianbo Zheng, Ying Ouyang, Defang Wang, Ruibing |
author_facet | Yin, Hang Wang, Runmiao Wan, Jianbo Zheng, Ying Ouyang, Defang Wang, Ruibing |
author_sort | Yin, Hang |
collection | PubMed |
description | The histamine H(2)-receptor antagonists cimetidine, famotidine and nizatidine are individually encapsulated by macrocyclic cucurbit[7]uril (CB[7]), with binding affinities of 6.57 (±0.19) × 10(3) M(−1), 1.30 (±0.27) × 10(4) M(−1) and 1.05 (±0.33) × 10(5) M(−1), respectively. These 1:1 host-guest inclusion complexes have been experimentally examined by (1)H-NMR, UV-visible spectroscopic titrations (including Job plots), electrospray ionization mass spectrometry (ESI-MS), and isothermal titration calorimetry (ITC), as well as theoretically by molecular dynamics (MD) computation. This study may provide important insights on the supramolecular formulation of H(2)-receptor antagonist drugs for potentially enhanced stability and controlled release based on different binding strengths of these host-guest complexes. |
format | Online Article Text |
id | pubmed-6274153 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-62741532018-12-28 Molecular Encapsulation of Histamine H(2)-Receptor Antagonists by Cucurbit[7]Uril: An Experimental and Computational Study Yin, Hang Wang, Runmiao Wan, Jianbo Zheng, Ying Ouyang, Defang Wang, Ruibing Molecules Article The histamine H(2)-receptor antagonists cimetidine, famotidine and nizatidine are individually encapsulated by macrocyclic cucurbit[7]uril (CB[7]), with binding affinities of 6.57 (±0.19) × 10(3) M(−1), 1.30 (±0.27) × 10(4) M(−1) and 1.05 (±0.33) × 10(5) M(−1), respectively. These 1:1 host-guest inclusion complexes have been experimentally examined by (1)H-NMR, UV-visible spectroscopic titrations (including Job plots), electrospray ionization mass spectrometry (ESI-MS), and isothermal titration calorimetry (ITC), as well as theoretically by molecular dynamics (MD) computation. This study may provide important insights on the supramolecular formulation of H(2)-receptor antagonist drugs for potentially enhanced stability and controlled release based on different binding strengths of these host-guest complexes. MDPI 2016-09-06 /pmc/articles/PMC6274153/ /pubmed/27608003 http://dx.doi.org/10.3390/molecules21091178 Text en © 2016 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 (CC-BY) license (http://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Yin, Hang Wang, Runmiao Wan, Jianbo Zheng, Ying Ouyang, Defang Wang, Ruibing Molecular Encapsulation of Histamine H(2)-Receptor Antagonists by Cucurbit[7]Uril: An Experimental and Computational Study |
title | Molecular Encapsulation of Histamine H(2)-Receptor Antagonists by Cucurbit[7]Uril: An Experimental and Computational Study |
title_full | Molecular Encapsulation of Histamine H(2)-Receptor Antagonists by Cucurbit[7]Uril: An Experimental and Computational Study |
title_fullStr | Molecular Encapsulation of Histamine H(2)-Receptor Antagonists by Cucurbit[7]Uril: An Experimental and Computational Study |
title_full_unstemmed | Molecular Encapsulation of Histamine H(2)-Receptor Antagonists by Cucurbit[7]Uril: An Experimental and Computational Study |
title_short | Molecular Encapsulation of Histamine H(2)-Receptor Antagonists by Cucurbit[7]Uril: An Experimental and Computational Study |
title_sort | molecular encapsulation of histamine h(2)-receptor antagonists by cucurbit[7]uril: an experimental and computational study |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6274153/ https://www.ncbi.nlm.nih.gov/pubmed/27608003 http://dx.doi.org/10.3390/molecules21091178 |
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