Please use this identifier to cite or link to this item: https://doi.org/10.1107/S2052520613026711
Title: Solvates of the antifungal drug griseofulvin: Structural, thermochemical and conformational analysis
Authors: Aitipamula, S.
Chow, P.S.
Tan, R.B.H. 
Keywords: conformational analysis
griseofulvin
solvates
thermal analysis
Issue Date: Feb-2014
Citation: Aitipamula, S., Chow, P.S., Tan, R.B.H. (2014-02). Solvates of the antifungal drug griseofulvin: Structural, thermochemical and conformational analysis. Acta Crystallographica Section B: Structural Science, Crystal Engineering and Materials 70 (1) : 54-62. ScholarBank@NUS Repository. https://doi.org/10.1107/S2052520613026711
Abstract: Four solvates of an antifungal drug, griseofulvin (GF), were discovered. All the solvates were characterized by differential scanning calorimetry, thermogravimetric analysis, and their crystal structures were determined by single-crystal X-ray diffraction. The solvents that form the solvates are acetonitrile, nitromethane and nitroethane (2:1 and 1:1). It was found that all the solvates lose the solvent molecules from the crystal lattice between 343 and 383 K, and that the melting point of the desolvated materials matched the melting point of the solvent-free GF (493 K). The conformation of the GF molecule in solvent-free form was found to be significantly different from the conformations found in the solvates. Solution stability studies revealed that the GF-acetonitrile solvate transforms to GF and that GF-nitroethane (1:1) solvate transforms to GF-nitroethane (2:1) solvate. On the other hand, GF-nitromethane and GF-nitroethane (2:1) solvates were found to be stable in solution. Our results highlight the importance of the co-crystallization technique in the pharmaceutical drug development; it not only expands the solid form diversity but also creates new avenues for unraveling novel solvates. © 2014 International Union of Crystallography.
Source Title: Acta Crystallographica Section B: Structural Science, Crystal Engineering and Materials
URI: http://scholarbank.nus.edu.sg/handle/10635/90185
ISSN: 20525206
DOI: 10.1107/S2052520613026711
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