%0 Journal Article %1 WOS:000248779000008 %A de Araujo, Marcia Valeria Gaspar %A Vieira, Elze Kelly Barbosa %A Lazaro, Gilderman Silva %A de Conegero, Leila Souza %A Ferreira, Odair Pastor %A Almeida, Luis Eduardo %A Barreto, Ledjane Silva %A da Costa Jr., Nivan Bezerra %A Gimenez, Iara F %C THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND %D 2007 %I PERGAMON-ELSEVIER SCIENCE LTD %J BIOORGANIC & MEDICINAL CHEMISTRY %K complex; inclusion; pyrimethamine; toxoplasmosis.} {2-hydroxypropyl-beta-cyclodextrin; %N 17 %P 5752-5759 %R 10.1016/j.bmc.2007.06.013 %T Inclusion complexes of pyrimethamine in 2-hydroxypropyl-beta-cyclodextrin: Characterization, phase solubility and molecular modelling %V 15 %X The inclusion complexation of pyrimethamine in 2-hydroxypropyl-beta-cyclodextrin has been investigated by 2D H-1 NMR, FTIR and UV/visible spectroscopy and also by molecular modelling methods (AM1, PM3, MM3). From the phase-solubility diagram a linear increase was observed in pyrimethamine aqueous solubility in the presence of 2-hydroxypropyl-beta-cyclodextrin, evidencing the formation of a soluble inclusion complex. According to the continuous variation method (Job's plot) applied to fluorescence measurements, a 1:1 stoichiometry has been proposed for the complex. Concerning the structure of the complex, a Cl-in orientation of pyrimethamine in the 2-hydroxypropyl-o-cyclodextrin cavity has been proposed from the theoretical calculations, being confirmed by two-dimensional H-1 NMR spectroscopy (ROESY). The thermal behaviour has also been studied, providing complementary evidences of complex formation. (c) 2007 Elsevier Ltd. All rights reserved.

@article{WOS:000248779000008, abstract = {The inclusion complexation of pyrimethamine in 2-hydroxypropyl-beta-cyclodextrin has been investigated by 2D H-1 NMR, FTIR and UV/visible spectroscopy and also by molecular modelling methods (AM1, PM3, MM3). From the phase-solubility diagram a linear increase was observed in pyrimethamine aqueous solubility in the presence of 2-hydroxypropyl-beta-cyclodextrin, evidencing the formation of a soluble inclusion complex. According to the continuous variation method (Job's plot) applied to fluorescence measurements, a 1:1 stoichiometry has been proposed for the complex. Concerning the structure of the complex, a Cl-in orientation of pyrimethamine in the 2-hydroxypropyl-o-cyclodextrin cavity has been proposed from the theoretical calculations, being confirmed by two-dimensional H-1 NMR spectroscopy (ROESY). The thermal behaviour has also been studied, providing complementary evidences of complex formation. (c) 2007 Elsevier Ltd. All rights reserved.}, added-at = {2022-05-23T20:00:14.000+0200}, address = {THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND}, author = {de Araujo, Marcia Valeria Gaspar and Vieira, Elze Kelly Barbosa and Lazaro, Gilderman Silva and de Conegero, Leila Souza and Ferreira, Odair Pastor and Almeida, Luis Eduardo and Barreto, Ledjane Silva and da Costa Jr., Nivan Bezerra and Gimenez, Iara F}, biburl = {https://www.bibsonomy.org/bibtex/20f45ded093f66b6645a79320d1d293cc/ppgfis_ufc_br}, doi = {10.1016/j.bmc.2007.06.013}, interhash = {3f1efe811f181b944111ba7f2aa56b71}, intrahash = {0f45ded093f66b6645a79320d1d293cc}, issn = {0968-0896}, journal = {BIOORGANIC & MEDICINAL CHEMISTRY}, keywords = {complex; inclusion; pyrimethamine; toxoplasmosis.} {2-hydroxypropyl-beta-cyclodextrin;}, number = 17, pages = {5752-5759}, publisher = {PERGAMON-ELSEVIER SCIENCE LTD}, pubstate = {published}, timestamp = {2022-05-23T20:00:14.000+0200}, title = {Inclusion complexes of pyrimethamine in 2-hydroxypropyl-beta-cyclodextrin: Characterization, phase solubility and molecular modelling}, tppubtype = {article}, volume = 15, year = 2007 }