New crystal forms and amorphous phase of sophoricoside: X-ray structures and characterization

Author:

Xing Cheng1ORCID,Zhang Guo shun1,Gong Ning bo1,hua Du Guan2,Lu Yang1

Affiliation:

1. Beijing Key Laboratory of Polymorphic Drugs, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, People's Republic of China

2. 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, People's Republic of China

Abstract

Sophoricoside, which is an isoflavone glycoside found in many plant species, has recently attracted attention because of its anti-fertility activity. One solvent-free form, two solvatomorphs and an amorphous phase of sophoricoside are reported for the first time. X-ray diffractometry, differential scanning calorimetry, thermal gravimetric analysis and Fourier-transform infrared spectroscopy were used to characterize the different forms. The results show that factors such as crystal symmetry, intermolecular arrangement, conformational flexibility, hydrogen-bonding interactions and solvent incorporation lead to different solid-state forms. An investigation of the transformations of the four forms showed that they can interconvert with each other under certain conditions. Amorphous phase and solvatomorphism were unstable but can improve the solubility of sophoricoside in water.

Funder

National Key R & D Plan Reproductive Health and Prevention and Control of Major Birth Defects

CAMS Innovation Fund for Medical Sciences

Publisher

The Royal Society

Subject

Multidisciplinary

Reference27 articles.

1. Polymorphism and Solvatomorphism 2006

2. Polymorphism and Solvatomorphism 2004

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4. FDA. 2010 Center for Drug Evaluation and Research. Full prescribing information. See http://www.accessdata.fda.gov/drugsatfda_docs/label/2010/201023lbl.pdf (accessed 8 April 2016).

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