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Theoretical and experimental study of inclusion complexes formed by isoniazid and modified β-Cyclodextrins: 1H NMR structural determination and antibacterial activity evaluation

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dc.contributor.author Teixeira, Milena G.
dc.contributor.author Assis, João V. de
dc.contributor.author Soares, Cássia G. P.
dc.contributor.author Venâncio, Mateus F.
dc.contributor.author Lopes, Juliana F.
dc.contributor.author Nascimento Jr, Clebio S.
dc.contributor.author Anconi, Cleber P. A.
dc.contributor.author Carvalho, Guilherme S. L.
dc.contributor.author Lourenço, Cristina S.
dc.contributor.author Almeida, Mauro V. de
dc.contributor.author Fernandes, Sergio A.
dc.contributor.author Almeida, Wagner B. de
dc.date.accessioned 2018-04-24T14:53:50Z
dc.date.available 2018-04-24T14:53:50Z
dc.date.issued 2013-12-09
dc.identifier.issn 1520-5207
dc.identifier.uri https://www.ncbi.nlm.nih.gov/pubmed/24321011
dc.identifier.uri http://www.locus.ufv.br/handle/123456789/19079
dc.description.abstract Me-β-cyclodextrin (Me-βCD) and HP-β-cyclodextrin (HP-βCD) inclusion complexes with isoniazid (INH) were prepared with the aim of modulating the physicochemical and biopharmaceutical properties of the guest molecule, a well-known antibuberculosis drug. The architectures of the complexes were initially proposed according to NMR data Job plot and ROESY followed by density functional theory (DFT) calculations of (1)H NMR spectra using the PBE1PBE functional and 6-31G(d,p) basis set, including the water solvent effect with the polarizable continuum model (PCM), for various inclusion modes, providing support for the experimental proposal. An analysis of the (1)H NMR chemical shift values for the isoniazid (H6',8' and H5',9') and cyclodextrins (H3,5) C(1)H hydrogens, which are known to be very adequately described by the DFT methodology, revealed them to be extremely useful, promptly confirming the inclusion complex formation. An included mode which describes Me-βCD partially enclosing the hydrazide group of the INH is predicted as the most favorable supramolecular structure that can be used to explain the physicochemical properties of the encapsulated drug. Antibacterial activity was also evaluated, and the results indicated the inclusion complexes are a potential strategy for tuberculosis treatment. en
dc.format pdf pt-BR
dc.language.iso eng pt-BR
dc.publisher The Journal of Physical Chemistry B pt-BR
dc.relation.ispartofseries v. 118, n. 1, p. 81-93, 2014 pt-BR
dc.rights American Chemical Society pt-BR
dc.subject Inclusion complexes pt-BR
dc.subject Isoniazid and modified β-Cyclodextrins pt-BR
dc.subject Structural determination and Antibacterial activity evaluation pt-BR
dc.title Theoretical and experimental study of inclusion complexes formed by isoniazid and modified β-Cyclodextrins: 1H NMR structural determination and antibacterial activity evaluation en
dc.type Artigo pt-BR


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  • Artigos [378]
    Artigos Técnico-científicos na área de Química

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