Crystallographic evaluation of the conformation of quetiapine included in β-cyclodextrin
Autor: | Hiromitsu Yamamoto, Shintaro Ishihara, Noriko Ogawa, Hiromasa Nagase, Mayumi Kaga, Toshiya Yasunaga, Takashi Matsumoto, Yoshiaki Kawashima, Tomohiro Endo, Haruhisa Ueda |
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Rok vydání: | 2020 |
Předmět: |
Diffraction
Materials science Molecular Conformation Pharmaceutical Science 02 engineering and technology Crystal structure Crystallography X-Ray 030226 pharmacology & pharmacy Molecular conformation Crystal 03 medical and health sciences Quetiapine Fumarate 0302 clinical medicine medicine Molecule chemistry.chemical_classification Cyclodextrin Hydrogen bond beta-Cyclodextrins Hydrogen Bonding 021001 nanoscience & nanotechnology Crystallography chemistry Quetiapine 0210 nano-technology medicine.drug |
Zdroj: | International journal of pharmaceutics. 587 |
ISSN: | 1873-3476 |
Popis: | Single-crystal X-ray diffraction and theoretical calculations were conducted for insights into the β-cyclodextrin (β-CD)-quetiapine inclusion complex structure. β-CD and quetiapine form a host-guest inclusion complex at a ratio of 2:1 in which the β-CD molecules form head-to-head dimers with their secondary hydroxyl groups linked by multiple hydrogen bonds. Quetiapine is totally contained within the β-CD cavity and exhibits two kinds of disorder (parts 1 and 2) in opposite directions in the β-CD complex. To clarify the mobility of the guest molecule in the β-CD cavity, theoretical molecular conformational calculations, crystal optimization and crystal energy calculations were conducted using CONFLEX software. The results of theoretical molecular conformation calculations showed that the mobility of quetiapine is restricted because its tricyclic structure is covered by β-CD. The results of crystal energy calculations indicated that the conformation of disorder part 1, which has high occupancy, was more stable. |
Databáze: | OpenAIRE |
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