Association of 3-O-methylquercetin with beta-cyclodextrin: complex preparation, characterization and ex vivo skin permeation studies

作者：Schwingel Liege; Fasolo Daniel; Holzschuh Maribete; Lula Ivana; Sinisterra Ruben; Koester Leticia^*; Teixeira Helder; Bassani Valquiria L

来源：Journal of Inclusion Phenomena and Macrocyclic Chemistry, 2008, 62(1-2): 149-159.

DOI：10.1007/s10847-008-9450-4

• 3-O-methylquercetin
• beta-cyclodextrin
• phase solubility
• NMR
• HPMC
• skin permeation

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 beta-cyclodextrin (beta CD) was prepared. The complex was characterized by means of IR, (1)H NMR and molecular mechanics calculation, which suggested the insertion of the B ring of 3-MQ into the beta CD cavity. In addition, the skin permeation of 3-MQ and its associations with beta CD 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 mu g/mL. The hydrogels presented similar behavior, although in the absence of polymeric matrix, the complexation of 3-MQ with beta CD 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.

• 出版日期2008-10