title: Probing the stereoselectivity of P-glycoprotein-synthesis, biological activity and ligand docking studies of a set of enantiopure benzopyrano[3,4-b][1,4]oxazines.
abstract: A series of enantiomerically pure benzopyrano[3,4-b][1,4]oxazines have been synthesised and tested for their ability to inhibit P-glycoprotein. Reducing the conformational flexibility of the molecules leads to remarkable differences in the activity of diastereoisomers. Docking studies into a homology model of human P-gp provide first insights into potential binding areas for these compounds.
authors.affiliation: Department of Medicinal Chemistry, University of Vienna, Vienna, Austria.
authors.forename: Ishrat
authors.initials: I
authors.lastname: Jabeen
authors.forename: Penpun
authors.initials: P
authors.lastname: Wetwitayaklung
authors.forename: Freya
authors.initials: F
authors.lastname: Klepsch
authors.forename: Zahida
authors.initials: Z
authors.lastname: Parveen
authors.forename: Peter
authors.initials: P
authors.lastname: Chiba
authors.forename: Gerhard F
authors.initials: GF
authors.lastname: Ecker
mesh_terms: D020168:ATP Binding Cassette Transporter, Subfamily B, Member 1 / Q000037:antagonists & inhibitors* / Q000378:metabolism; D001578:Benzopyrans / Q000737:chemistry*; D001665:Binding Sites; D003198:Computer Simulation; D008024:Ligands; D010078:Oxazines / Q000737:chemistry*; D012235:Rhodamines / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D020168:ATP Binding Cassette Transporter, Subfamily B, Member 1; D001578:Benzopyrans; D008024:Ligands; D010078:Oxazines; D012235:Rhodamines