Preparation and Characterization of the beta-Cyclodextrin Inclusion Complex with Benzbromarone

Autor(es)

Sousa, Iran L. ^{[1, 2]} ; Porto, Caio M. ^[1] ; Bassani, Katia C. ^[1] ; Martins, Milene H. ^[1] ; Pessine, Francisco B. T. ^[1] ; Morgon, Nelson H. ^[1]

Afiliação do(s) autor(es)

^[1] Univ Estadual Campinas, Inst Quim, BR-13083861 Campinas, SP - Brazil

^[2] Inst Fed Educ Ciencia & Tecnol Sertao Pernambucan, BR-56200000 Ouricuri, PE - Brazil

• Tipo de documento: Artigo Científico
• Fonte: Journal of the Brazilian Chemical Society; v. 31, n. 8, p. 1585-1596, AUG 2020.
• Citações Web of Science: 0

Resumo

Benzbromarone (BZB) is a drug that has diuretic activity and is used in the gout treatment. Its therapeutic efficiency is decreased by its low water solubility (11.8 mg L-1) and highly hydrophobic aspect (logP 2.7), which are responsible for affecting its intestinal absorption and bioavailability. BZB inclusion complex (IC) aims at increasing the drug solubility in water and reduce adverse effects resulting in more efficient formulations. The coprecipitation encapsulating method was used to obtain the IC of BZB in beta-cyclodextrin (beta-CD) and the complex (BZB@beta-CD) was characterized via physical-chemical analysis. A comparative study of time-dependent density functional theory (TD-DFT) and configuration interaction singles (CIS). along with ``our own N-layered integrated molecular orbital and molecular mechanics{''} (ONIOM) method, has been carried out on the UV-Vis absorption of BZB and BZB@beta-CD. The qualitative description of the simulated spectrum, given by ONIOM(CIS:PM6), is in accord with the formation of BZB@beta-CD. It only became possible when phosphate buffer (pH 7.4) was used to prepare the solutions, since the complex formation did not occur in deionized water or buffered acid. Furthermore, by using the Job plot, the Scatchard method and fluorescence, it was possible to conclude that the complex molecular stoichiometry was 1:1 (1 BZB to 1 beta-CD). (AU)

• Processo FAPESP: 13/08293-7 - CECC - Centro de Engenharia e Ciências Computacionais
• Beneficiário: Munir Salomao Skaf
• Modalidade de apoio: Auxílio à Pesquisa - Centros de Pesquisa, Inovação e Difusão - CEPIDs