title: In vitro investigations of α-amylase mediated hydrolysis of cyclodextrins in the presence of ibuprofen, flurbiprofen, or benzo[a]pyrene.
abstract: In vitro studies of α-amylase degradation of α-, β- and γ-cyclodextrins and 2-hydroxypropyl-β- and -γ-cyclodextrins were investigated spectrophotometrically by measuring the formation of reducing sugars, the reaction products of α-amylase degradation. This was done to evaluate potential degradation and thereby biological conversion of the cyclodextrins if dosed orally, as the intestinal tract contains α-amylase for digestive purposes. The results demonstrated that only γ- and 2-hydroxypropyl-γ-cyclodextrins can be degraded by α-amylase to a relevant extent, that is, γ- and 2-hydroxypropyl-γ-cyclodextrins have different biopharmaceutical behaviours than the other evaluated cyclodextrins. The rate of degradation was affected by the addition of the inclusion complex forming additives flurbiprofen, ibuprofen and benzo[a]pyrene. This effect between the degradation dynamics and the included additives was caused by a correlation between solubility of the additives and the stability of the complex.
authors.affiliation: Section of Chemistry, Department of Biotechnology, Chemistry and Environmental Engineering, Aalborg University, Aalborg, Denmark.
authors.forename: Ludmilla Riisager
authors.initials: LR
authors.lastname: Lumholdt
authors.forename: René
authors.initials: R
authors.lastname: Holm
authors.forename: Erling Bonne
authors.initials: EB
authors.lastname: Jørgensen
authors.forename: Kim Lambertsen
authors.initials: KL
authors.lastname: Larsen
mesh_terms: D000073738:2-Hydroxypropyl-beta-cyclodextrin; D000818:Animals; D001564:Benzo(a)pyrene / Q000737:chemistry; D004355:Drug Stability; D005480:Flurbiprofen / Q000737:chemistry; D006868:Hydrolysis; D007052:Ibuprofen / Q000737:chemistry; D007700:Kinetics; D010179:Pancreas / Q000201:enzymology; D012995:Solubility; D012996:Solutions; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization; D013379:Substrate Specificity; D013552:Swine; D000516:alpha-Amylases / Q000737:chemistry*; D047391:alpha-Cyclodextrins / Q000737:chemistry*; D047392:beta-Cyclodextrins / Q000737:chemistry*; D047408:gamma-Cyclodextrins / Q000737:chemistry*
chemical_list: D012996:Solutions; D047391:alpha-Cyclodextrins; D047392:beta-Cyclodextrins; D047408:gamma-Cyclodextrins; C479659:hydroxypropyl-gamma-cyclodextrin; D000073738:2-Hydroxypropyl-beta-cyclodextrin; D001564:Benzo(a)pyrene; D005480:Flurbiprofen; D000516:alpha-Amylases; D007052:Ibuprofen