Sulfadiazine/hydroxypropyl-beta-cyclodextrin host-guest system: Characterization, phase-solubility and molecular modeling

Bioorganic & Medicinal Chemistry
Marcia Valeria Gaspar de AraujoIara F Gimenez

Abstract

In 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.

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Citations

Sep 14, 2011·Journal of Agricultural and Food Chemistry·Ye ZhangYan-Fei Song
Aug 21, 2012·International Journal of Nanomedicine·Ye ZhangKe-Ming Lin
May 26, 2010·Journal of Drug Targeting·A L Laza-KnoerrP Couvreur
Feb 19, 2010·Journal of Pharmaceutical Sciences·Ariana ZoppiMarcela R Longhi
Sep 6, 2011·European Journal of Pharmaceutical Sciences : Official Journal of the European Federation for Pharmaceutical Sciences·Isabella M F CavalcantiNereide S Santos-Magalhães
Jan 11, 2011·Journal of Pharmaceutical and Biomedical Analysis·Mario JugPaola Mura
May 15, 2013·International Journal of Biological Macromolecules·Ye ZhangHeng-Li Jiang
Nov 5, 2021·Drug Development and Industrial Pharmacy·Noha K KhalilIbrahim M El-Sherbiny

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