Crystal Structures, Stability, and Solubility Evaluation of a 2:1 Diosgenin-Piperazine Cocrystal.

Characterization Cocrystal Diosgenin Piperazine Solubility

Journal

Natural products and bioprospecting
ISSN: 2192-2195
Titre abrégé: Nat Prod Bioprospect
Pays: Germany
ID NLM: 101577734

Informations de publication

Date de publication:
Aug 2020
Historique:
received: 25 04 2020
accepted: 17 06 2020
pubmed: 8 7 2020
medline: 8 7 2020
entrez: 8 7 2020
Statut: ppublish

Résumé

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.

Identifiants

pubmed: 32632767
doi: 10.1007/s13659-020-00256-y
pii: 10.1007/s13659-020-00256-y
pmc: PMC7367958
doi:

Types de publication

Journal Article

Langues

eng

Pagination

261-267

Subventions

Organisme : National Key research and development Program of China
ID : 2016YFC1000900
Organisme : CAMS Innovation Found for Medical Sciences
ID : 2017-I2M-1-010
Organisme : Construction and application of technology integration system for efficient identification of natural/effective active small molecules
ID : 2018ZX09711001-001
Organisme : National Science and Technology Major Project of China
ID : 2018ZX09711001-010

Références

Nutrients. 2018 May 19;10(5):
pubmed: 29783752
Acta Crystallogr Sect E Struct Rep Online. 2012 Aug 1;68(Pt 8):o2357
pubmed: 22904823
J Steroid Biochem Mol Biol. 2020 Apr;198:105573
pubmed: 32017993
Int Immunopharmacol. 2019 May;70:37-46
pubmed: 30785089
Adv Drug Deliv Rev. 2017 Aug 1;117:25-46
pubmed: 28342786
Cryst Growth Des. 2017 Oct 4;17(10):5012-5016
pubmed: 31537980
Curr Drug Deliv. 2017;14(8):1097-1105
pubmed: 27758692
Steroids. 2019 Mar;143:18-24
pubmed: 30513323
Mol Pharm. 2007 May-Jun;4(3):301-9
pubmed: 17477544
Am J Chin Med. 2020;48(2):391-406
pubmed: 32138534
Eur J Pharmacol. 2020 Mar 15;871:172942
pubmed: 31972180
Chem Commun (Camb). 2016 Jan 14;52(4):640-55
pubmed: 26565650
BMC Complement Altern Med. 2015 Sep 02;15:301
pubmed: 26329920
Chin J Nat Med. 2015 Aug;13(8):578-87
pubmed: 26253490
Acta Crystallogr C Struct Chem. 2015 Jan;71(Pt 1):3-8
pubmed: 25567568
Steroids. 2014 Sep;87:108-18
pubmed: 24929045
Phytomedicine. 2014 Sep 15;21(10):1154-61
pubmed: 24889525

Auteurs

Ningbo Gong (N)

Beijing Key Laboratory of Polymorphic Drugs, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, 100050, China.

Hongmei Yu (H)

Beijing Key Laboratory of Polymorphic Drugs, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, 100050, China.

Ying Wang (Y)

Beijing Key Laboratory of Polymorphic Drugs, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, 100050, China.

Cheng Xing (C)

Beijing Key Laboratory of Polymorphic Drugs, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, 100050, China.

Kun Hu (K)

Beijing Key Laboratory of Polymorphic Drugs, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, 100050, China.

Guanhua Du (G)

Beijing City Key Laboratory of Drug Target Identification and Drug Screening, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, 100050, China. dugh@imm.ac.cn.

Yang Lu (Y)

Beijing Key Laboratory of Polymorphic Drugs, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, 100050, China. luy@imm.ac.cn.

Classifications MeSH