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Characterization, phase-solubility, and molecular modeling of inclusion complex of 5-nitroindazole derivative with cyclodextrins.
Departamento de Química Orgánica y Fisicoquímica, Facultad de Ciencias Químicas y Farmacéuticas, Universidad de Chile.
Departamento de Química Orgánica y Fisicoquímica, Facultad de Ciencias Químicas y Farmacéuticas, Universidad de Chile.ORCID iD: 0000-0002-3190-2168
Departamento de Química Inorgánica y Analítica, Facultad de de Ciencias Químicas y Farmacéuticas, Universidad de Chile.
Departamento de Química Inorgánica y Analítica, Facultad de de Ciencias Químicas y Farmacéuticas, Universidad de Chile.
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2008 (English)In: Bioorganic & Medicinal Chemistry, ISSN 0968-0896, E-ISSN 1464-3391, Vol. 16, no 9, 5078-5084 p.Article in journal (Refereed) Published
Abstract [en]

The slightly water-soluble 5-nitroindazole derivative (5-NI) and its inclusion with either beta-cyclodextrin (betaCD) or Heptakis (2,6-di-O-methyl)-beta-cyclodextrin (DMbetaCD) were investigated. The stoichiometric ratios and stability constants describing the extent of formation of the complexes were determined by phase-solubility measurements obtaining type-A(L) diagrams in both cases. According to the continuous variation method (Job's plot) a 1:1 stoichiometry has been proposed for the complexes. Also electrochemical studies were carried out on both CDs complexes, where the observed change in the E(PC) value for DMbetaCD indicated a lower feasibility of the nitro group reduction. The detailed spatial configuration is proposed based on two-dimensional NMR methods. These results are further interpreted using molecular modeling studies. The latter results are in good agreement with the experimental data.

Place, publisher, year, edition, pages
Elsevier, 2008. Vol. 16, no 9, 5078-5084 p.
National Category
Organic Chemistry Other Health Sciences
Research subject
Health Science
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URN: urn:nbn:se:ltu:diva-64666DOI: 10.1016/j.bmc.2008.03.026PubMedID: 18375132Scopus ID: 2-s2.0-43049116490OAI: oai:DiVA.org:ltu-64666DiVA: diva2:1118585
Available from: 2017-06-30 Created: 2017-06-30 Last updated: 2017-11-24Bibliographically approved

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Morales, Javier O.

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