Association of 3-O-methylquercetin with β-cyclodextrin: complex preparation, characterization and ex vivo skin permeation studies |
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| Authors: | Liege Schwingel Daniel Fasolo Maribete Holzschuh Ivana Lula Rubén Sinisterra Letícia Koester Helder Teixeira Valquiria L Bassani |
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| Institution: | 1. Programa de Pós-Gradua??o em Ciências Farmacêuticas, Faculdade de Farmácia, Universidade Federal do Rio Grande do Sul, Av. Ipiranga 2752, CEP 90610-000, Porto Alegre, RS, Brazil
2. Departamento de Química – Instituto de Ciências Exatas, Universidade Federal de Minas Gerais, Av. Ant?nio Carlos, 6627, Pampulha, CEP 31270-901, Belo Horizonte, MG, Brazil
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| Abstract: | 3-O-Methylquercetin (3-MQ) is a poorly soluble flavonoid not commercially available that presents antiviral activity. In this work, 3-MQ was isolated from Achyrocline satureioides and an inclusion complex of the flavonoid with β-cyclodextrin (βCD) was prepared. The complex was characterized by means of IR, 1H NMR and molecular mechanics calculation, which suggested the insertion of the B ring of 3-MQ into the βCD cavity. In addition, the skin permeation of 3-MQ and its associations with βCD from hydroxypropyl methylcellulose (HPMC) hydrogels was investigated using Franz diffusion cells. For 3-MQ assay in pig ear skin, a LC method was developed and validated in the range 0.05–1.5 μg/mL. The hydrogels presented similar behavior, although in the absence of polymeric matrix, the complexation of 3-MQ with βCD seems to enhance its availability on skin surface, demonstrating the influence of the inclusion phenomena on 3-MQ diffusion through the gel and partition toward the stratum corneum. |
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