Crystal Structures, Stability, and Solubility Evaluation of a 2:1 Diosgenin–Piperazine Cocrystal
Abstract A cocrystal of diosgenin with piperazine in 2:1 stoichiometry was successfully synthesized. The solid form was prepared by liquid assisted grinding, slurry and crystallization methods. The cocrystal was characterized by powder X-ray diffraction, differential scanning calorimetry, thermograv...
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doaj-f60ece04191c483d913788a5ae8336ea2021-07-11T11:03:03ZengSpringerOpenNatural Products and Bioprospecting2192-21952192-22092020-07-0110426126710.1007/s13659-020-00256-yCrystal Structures, Stability, and Solubility Evaluation of a 2:1 Diosgenin–Piperazine CocrystalNingbo Gong0Hongmei Yu1Ying Wang2Cheng Xing3Kun Hu4Guanhua Du5Yang Lu6Beijing Key Laboratory of Polymorphic Drugs, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical CollegeBeijing Key Laboratory of Polymorphic Drugs, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical CollegeBeijing Key Laboratory of Polymorphic Drugs, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical CollegeBeijing Key Laboratory of Polymorphic Drugs, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical CollegeBeijing Key Laboratory of Polymorphic Drugs, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical CollegeBeijing City Key Laboratory of Drug Target Identification and Drug Screening, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical CollegeBeijing Key Laboratory of Polymorphic Drugs, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical CollegeAbstract A cocrystal of diosgenin with piperazine in 2:1 stoichiometry was successfully synthesized. The solid form was prepared by liquid assisted grinding, slurry and crystallization methods. The cocrystal was characterized by powder X-ray diffraction, differential scanning calorimetry, thermogravimetric analysis, Fourier transform infrared spectroscopy, and structure determined by single crystal X-ray diffraction, the hydrogen bonds formed into fish bone structure along the [010] direction and all the molecules packed into 3D layer structure along a axis. After formation of cocrystal, the solubility of diosgenin was improved, and the solubility value in 0.2% SDS solution was approximately 1.5 times as large as that of the parent material. Graphic Abstracthttps://doi.org/10.1007/s13659-020-00256-yDiosgeninPiperazineCocrystalCharacterizationSolubility |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
Ningbo Gong Hongmei Yu Ying Wang Cheng Xing Kun Hu Guanhua Du Yang Lu |
spellingShingle |
Ningbo Gong Hongmei Yu Ying Wang Cheng Xing Kun Hu Guanhua Du Yang Lu Crystal Structures, Stability, and Solubility Evaluation of a 2:1 Diosgenin–Piperazine Cocrystal Natural Products and Bioprospecting Diosgenin Piperazine Cocrystal Characterization Solubility |
author_facet |
Ningbo Gong Hongmei Yu Ying Wang Cheng Xing Kun Hu Guanhua Du Yang Lu |
author_sort |
Ningbo Gong |
title |
Crystal Structures, Stability, and Solubility Evaluation of a 2:1 Diosgenin–Piperazine Cocrystal |
title_short |
Crystal Structures, Stability, and Solubility Evaluation of a 2:1 Diosgenin–Piperazine Cocrystal |
title_full |
Crystal Structures, Stability, and Solubility Evaluation of a 2:1 Diosgenin–Piperazine Cocrystal |
title_fullStr |
Crystal Structures, Stability, and Solubility Evaluation of a 2:1 Diosgenin–Piperazine Cocrystal |
title_full_unstemmed |
Crystal Structures, Stability, and Solubility Evaluation of a 2:1 Diosgenin–Piperazine Cocrystal |
title_sort |
crystal structures, stability, and solubility evaluation of a 2:1 diosgenin–piperazine cocrystal |
publisher |
SpringerOpen |
series |
Natural Products and Bioprospecting |
issn |
2192-2195 2192-2209 |
publishDate |
2020-07-01 |
description |
Abstract A cocrystal of diosgenin with piperazine in 2:1 stoichiometry was successfully synthesized. The solid form was prepared by liquid assisted grinding, slurry and crystallization methods. The cocrystal was characterized by powder X-ray diffraction, differential scanning calorimetry, thermogravimetric analysis, Fourier transform infrared spectroscopy, and structure determined by single crystal X-ray diffraction, the hydrogen bonds formed into fish bone structure along the [010] direction and all the molecules packed into 3D layer structure along a axis. After formation of cocrystal, the solubility of diosgenin was improved, and the solubility value in 0.2% SDS solution was approximately 1.5 times as large as that of the parent material. Graphic Abstract |
topic |
Diosgenin Piperazine Cocrystal Characterization Solubility |
url |
https://doi.org/10.1007/s13659-020-00256-y |
work_keys_str_mv |
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