title: Molecular recognition between 4a S/R-galanthamine diastereoisomers and alpha-cyclodextrin.
abstract: Molecular recognition between 4a S/R-galanthamine diastereoisomers (1: 4a S-galanthamine;2: 4a R-galanthamine) and alpha-cyclodextrin (alpha-CD) were studied by use of docking and molecular dynamics (MD) simulation approaches. The binding energy of constructed 2...alpha-CD complexes is approximately 17 kcal mol(-1) lower than that of 1...alpha-CD, implying a stronger binding ability of 2 with alpha-CD than that of1. The theoretical modeling result is consistent with our previous CZE result, which demonstrated that alpha-CD is an efficient chiral additive for separating 1 and 2. The modeling result also indicates that both hydrophobic interaction and H-bond force may work as major factors for molecular recognition between the galanthamine diastereoisomers and alpha-CD.
authors.affiliation: The Key Laboratory of Bioorganic Phosphorus Chemistry, Ministry of Education, China.
authors.forename: Ming
authors.initials: M
authors.lastname: Sun
authors.forename: Xiaohong
authors.initials: X
authors.lastname: Liu
authors.forename: Liushui
authors.initials: L
authors.lastname: Yan
authors.forename: Guoan
authors.initials: G
authors.lastname: Luo
authors.forename: Yufen
authors.initials: Y
authors.lastname: Zhao
mesh_terms: D003198:Computer Simulation; D005702:Galantamine / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D013237:Stereoisomerism; D047391:alpha-Cyclodextrins / Q000737:chemistry*
chemical_list: D047391:alpha-Cyclodextrins; D005702:Galantamine; C032613:alpha-cyclodextrin