Natural Products and Bioprospecting (Jul 2020)

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

  • Ningbo Gong,
  • Hongmei Yu,
  • Ying Wang,
  • Cheng Xing,
  • Kun Hu,
  • Guanhua Du,
  • Yang Lu

DOI
https://doi.org/10.1007/s13659-020-00256-y
Journal volume & issue
Vol. 10, no. 4
pp. 261 – 267

Abstract

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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

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