A New Co-Crystal of Synthetic Drug Rosiglitazone with Natural Medicine Berberine: Preparation, Crystal Structures, and Dissolution

A co-crystal of rosiglitazone (Rsg) with berberine (Bbr), Rsg-Bbr, was prepared by the solvent evaporation method and characterized. The results showed that the electrostatic attraction existed between the nitrogen anion of rosiglitazone and the quaternary ammonium cation of berberine, and C-H···O h...

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Detalles Bibliográficos
Autores principales: Guan, Xiaoshu, Jiang, Lan, Cai, Linhong, Zhang, Li, Hu, Xiangnan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2020
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7570454/
https://www.ncbi.nlm.nih.gov/pubmed/32962058
http://dx.doi.org/10.3390/molecules25184288
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author Guan, Xiaoshu
Jiang, Lan
Cai, Linhong
Zhang, Li
Hu, Xiangnan
author_facet Guan, Xiaoshu
Jiang, Lan
Cai, Linhong
Zhang, Li
Hu, Xiangnan
author_sort Guan, Xiaoshu
collection PubMed
description A co-crystal of rosiglitazone (Rsg) with berberine (Bbr), Rsg-Bbr, was prepared by the solvent evaporation method and characterized. The results showed that the electrostatic attraction existed between the nitrogen anion of rosiglitazone and the quaternary ammonium cation of berberine, and C-H···O hydrogen bonds were formed between Rsg and Bbr. In the crystal structure, rosiglitazone molecules stack into a supramolecular layer through π-π interactions while π-π interactions between berberine cations also result in a similar layer. The co-crystal presented a low moisture adsorption curve in the range of 0−95% relative humidity values at 25 °C. The improved dissolution rate of rosiglitazone in pH = 6.8 buffer solution could be achieved after forming co-crystal.
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spelling pubmed-75704542020-10-28 A New Co-Crystal of Synthetic Drug Rosiglitazone with Natural Medicine Berberine: Preparation, Crystal Structures, and Dissolution Guan, Xiaoshu Jiang, Lan Cai, Linhong Zhang, Li Hu, Xiangnan Molecules Article A co-crystal of rosiglitazone (Rsg) with berberine (Bbr), Rsg-Bbr, was prepared by the solvent evaporation method and characterized. The results showed that the electrostatic attraction existed between the nitrogen anion of rosiglitazone and the quaternary ammonium cation of berberine, and C-H···O hydrogen bonds were formed between Rsg and Bbr. In the crystal structure, rosiglitazone molecules stack into a supramolecular layer through π-π interactions while π-π interactions between berberine cations also result in a similar layer. The co-crystal presented a low moisture adsorption curve in the range of 0−95% relative humidity values at 25 °C. The improved dissolution rate of rosiglitazone in pH = 6.8 buffer solution could be achieved after forming co-crystal. MDPI 2020-09-18 /pmc/articles/PMC7570454/ /pubmed/32962058 http://dx.doi.org/10.3390/molecules25184288 Text en © 2020 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
Guan, Xiaoshu
Jiang, Lan
Cai, Linhong
Zhang, Li
Hu, Xiangnan
A New Co-Crystal of Synthetic Drug Rosiglitazone with Natural Medicine Berberine: Preparation, Crystal Structures, and Dissolution
title A New Co-Crystal of Synthetic Drug Rosiglitazone with Natural Medicine Berberine: Preparation, Crystal Structures, and Dissolution
title_full A New Co-Crystal of Synthetic Drug Rosiglitazone with Natural Medicine Berberine: Preparation, Crystal Structures, and Dissolution
title_fullStr A New Co-Crystal of Synthetic Drug Rosiglitazone with Natural Medicine Berberine: Preparation, Crystal Structures, and Dissolution
title_full_unstemmed A New Co-Crystal of Synthetic Drug Rosiglitazone with Natural Medicine Berberine: Preparation, Crystal Structures, and Dissolution
title_short A New Co-Crystal of Synthetic Drug Rosiglitazone with Natural Medicine Berberine: Preparation, Crystal Structures, and Dissolution
title_sort new co-crystal of synthetic drug rosiglitazone with natural medicine berberine: preparation, crystal structures, and dissolution
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7570454/
https://www.ncbi.nlm.nih.gov/pubmed/32962058
http://dx.doi.org/10.3390/molecules25184288
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