INVESTIGADORES
ZOPPI Ariana
artículos
Título:
Complexation of Sulfonamides with B-cyclodextrin studied by Experimental and Theoretical Methods
Autor/es:
ARIANA ZOPPI; MARIO A. QUEVEDO; ALICIA DELRIVO; MARCELA R. LONGHI
Revista:
JOURNAL OF PHARMACEUTICAL SCIENCES
Editorial:
Wiley InterScience
Referencias:
Lugar: Lawrence, Kansas, USA; Año: 2010 vol. 99 p. 3166 - 3176
ISSN:
0022-3549
Resumen:
The complex formation between three structurally related sulfonamides (sulfadiazine (SDZ), sulfamerazine (SMR), and sulfamethazine (SMT)) and b-cyclodextrin (B-CD) was studied, by exploring its structure affinity relationship. In all the cases, 1:1 stoichiometries were determined with different relative affinities found by phase solubility (SDZ:B-CD>SMR:B-CD>SMT:B-CD) and nuclear magnetic resonance (NMR) (SMT:B-CD>SMR:B-CD>SDZ:B-CD) studies. The spatial configurations determined by NMR were in agreement with those obtained by molecular modeling, showing that SDZ included its aniline ring into B-CD, while SMR and SMT included the substituted pyrimidine ring. Energetic analyses demonstrated that hydrophobicity is the main driving force to complex formation.