"On the complexation of allopurinol with β-cyclodextrin"

Verónica Jiménez, Joel B. Alderete, Eduardo J. Delgado, Julio Belmar, José Gavín

Resultado de la investigación: Contribución a una revistaArtículo

3 Citas (Scopus)

Resumen

NMR diffusion coefficient measurements and PM3 theoretical calculations were employed in the study of the inclusion complexation of allopurinol with β-cyclodextrin (β-CD) at pH 6.5 and 10.0. Experimental findings revealed an increase in the association constant from 16 to 30 M-1 as a consequence of guest deprotonation. PM3 quantum-mechanical calculations were performed to investigate the complexation process between β-CD and allopurinol, considering the most stable neutral and anionic tautomers of the guest. The binding energies obtained from the computational study were in agreement with the experimental observations, indicating that the anionic complex was more stable than the neutral one. Such unusual behavior was related to hydrogen bonding interactions between β-CD and the anionic guest, leading to the increase of the association constant as a consequence of guest deprotonation.

Idioma originalInglés
Páginas (desde-hasta)217-223
Número de páginas7
PublicaciónStructural Chemistry
Volumen17
N.º2
DOI
EstadoPublicada - 1 mar 2006

Áreas temáticas de ASJC Scopus

  • Física de la materia condensada
  • Química física y teórica

Huella Profundice en los temas de investigación de '"On the complexation of allopurinol with β-cyclodextrin"'. En conjunto forman una huella única.

  • Citar esto

    Jiménez, V., Alderete, J. B., Delgado, E. J., Belmar, J., & Gavín, J. (2006). "On the complexation of allopurinol with β-cyclodextrin". Structural Chemistry, 17(2), 217-223. https://doi.org/10.1007/s11224-006-9002-8