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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Main Authors:	Ningbo Gong, Hongmei Yu, Ying Wang, Cheng Xing, Kun Hu, Guanhua Du, Yang Lu
Format:	Article
Language:	English
Published:	SpringerOpen 2020-07-01
Series:	Natural Products and Bioprospecting
Subjects:	Diosgenin Piperazine Cocrystal Characterization Solubility
Online Access:	https://doi.org/10.1007/s13659-020-00256-y

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spelling	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
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Crystal Structures, Stability, and Solubility Evaluation of a 2:1 Diosgenin–Piperazine Cocrystal

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