Sulfadiazine/hydroxypropyl-beta-cyclodextrin host-guest system: Characterization, phase-solubility and molecular modeling.
Márcia Valéria Gaspar de Araújo, Elze Kelly Barbosa Vieira, Gilderman Silva Lázaro, Leila Souza Conegero, Luís Eduardo Almeida, Ledjane Silva Barreto, Nivan Bezerra da Costa, Iara F Gimenez
Departamento de Química, Universidade Federal de Sergipe (UFS), Av. Marechal Rondon s/n, Campus Universitário Prof. José Aloísio de Campos, CEP 491000-000, São Cristóvão, SE, Brazil.
Bioorganic & medicinal chemistry 2008 May 15In this work we prepared and characterized an inclusion complex of the dihydropteroate synthase inhibitor sulfadiazine (SDZ) in 2-hydroxypropyl-beta-cyclodextrin (HPBCD). From the phase-solubility diagram we observed an increase in the water solubility of the drug, calculating a binding constant of 1879M(-1). The inclusion mode involves a NH(2)-in orientation of the drug in the HPBCD cavity, according to the 2D NMR (ROESY) data and confirmed by molecular modeling using the semiempirical PM6 and RM1 methods.
Citation
Márcia Valéria Gaspar de Araújo, Elze Kelly Barbosa Vieira, Gilderman Silva Lázaro, Leila Souza Conegero, Luís Eduardo Almeida, Ledjane Silva Barreto, Nivan Bezerra da Costa, Iara F Gimenez. Sulfadiazine/hydroxypropyl-beta-cyclodextrin host-guest system: Characterization, phase-solubility and molecular modeling. Bioorganic & medicinal chemistry. 2008 May 15;16(10):5788-94
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PMID: 18434167
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