title: Spectral and molecular modeling studies on the influence of β-cyclodextrin and its derivatives on aripiprazole-human serum albumin binding.
abstract: The binding mechanism of aripiprazole (APZ) with human serum albumin (HSA) in the absence and presence of three cyclodextrins (CyDs) (β-cyclodextrin, hydroxypropyl-β-cyclodextrin, and (2,6-di-O-methyl)-β-cyclodextrin) was studied by fluorescence, ultraviolet-visible absorption, nuclear magnetic resonance, and circular dichroism (CD) spectroscopy. The CD results revealed some degree of recovery of refolding caused by APZ after the addition of CyD. The Stern-Volmer quenching constant and binding constant of the APZ-HSA interaction were smaller in the presence of the three CyDs. The ultraviolet-visible absorption results indicated that APZ formed 1:1 complex with the three CyDs. The (1)H NMR spectra of CyD showed chemical shift and resolution loss of proton after the addition of HSA. Molecular modeling studies showed that both APZ and CyD bind to HSA. The process was initiated through inclusion of free APZ molecules by CyD and the increase in steric hindrance of CyD-HSA binding.
authors.affiliation: College of Chemical Engineering, Sichuan University, No. 24 South Section 1, Yihuan Road, Chengdu 610065, Sichuan, China.
authors.forename: Jin
authors.initials: J
authors.lastname: Yan
authors.affiliation: College of Chemical Engineering, Sichuan University, No. 24 South Section 1, Yihuan Road, Chengdu 610065, Sichuan, China.
authors.forename: Di
authors.initials: D
authors.lastname: Wu
authors.affiliation: College of Chemical Engineering, Sichuan University, No. 24 South Section 1, Yihuan Road, Chengdu 610065, Sichuan, China.
authors.forename: Xiaoli
authors.initials: X
authors.lastname: Ma
authors.affiliation: College of Chemical Engineering, Sichuan University, No. 24 South Section 1, Yihuan Road, Chengdu 610065, Sichuan, China.
authors.forename: Lili
authors.initials: L
authors.lastname: Wang
authors.affiliation: College of Chemical Engineering, Sichuan University, No. 24 South Section 1, Yihuan Road, Chengdu 610065, Sichuan, China.
authors.forename: Kailin
authors.initials: K
authors.lastname: Xu
authors.affiliation: College of Chemical Engineering, Sichuan University, No. 24 South Section 1, Yihuan Road, Chengdu 610065, Sichuan, China. Electronic address: lihuilab@sina.com.
authors.forename: Hui
authors.initials: H
authors.lastname: Li
mesh_terms: D000073738:2-Hydroxypropyl-beta-cyclodextrin; D000068180:Aripiprazole / Q000737:chemistry / Q000378:metabolism*; D006801:Humans; D007700:Kinetics; D008958:Models, Molecular; D062105:Molecular Docking Simulation; D011485:Protein Binding; D066244:Proton Magnetic Resonance Spectroscopy; D012709:Serum Albumin / Q000378:metabolism*; D013050:Spectrometry, Fluorescence; D013816:Thermodynamics; D047392:beta-Cyclodextrins / Q000737:chemistry / Q000378:metabolism*
chemical_list: D012709:Serum Albumin; D047392:beta-Cyclodextrins; C108732:methyl-beta-cyclodextrin; D000073738:2-Hydroxypropyl-beta-cyclodextrin; D000068180:Aripiprazole; C031215:betadex
keywords: 2,6-Di-O-methyl-β-cyclodextrin (PubChem CID: 10171019); Aripiprazole; Aripiprazole (PubChem CID: 60795); Binding; Cyclodextrin; Ethanol (PubChem CID: 702); Human serum albumin; Hydroxypropyl-β-cyclodextrin (PubChem CID: 44134771); Influence; β-Cyclodextrin (PubChem CID: 444041)