title: Morphinans and isoquinolines: acetylcholinesterase inhibition, pharmacophore modeling, and interaction with opioid receptors.
abstract: Following indications from pharmacophore-based virtual screening of natural product databases, morphinan and isoquinoline compounds were tested in vitro for acetylcholinesterase (AChE) inhibition. After the first screen, active and inactive compounds were used to build a ligand-based pharmacophore model in order to prioritize compounds for biological testing. Among the virtual hits tested, the enrichment of actives was significantly higher than in a random selection of test compounds. The most active compounds were biochemically tested for their activity on mu, delta, and kappa opioid receptors.
authors.affiliation: Department of Pharmaceutical Chemistry, Institute of Pharmacy, University of Innsbruck and Center for Molecular Biosciences Innsbruck-CMBI, Innrain 52a/c, A-6020 Innsbruck, Austria.
authors.forename: Daniela
authors.initials: D
authors.lastname: Schuster
authors.forename: Mariana
authors.initials: M
authors.lastname: Spetea
authors.forename: Melisa
authors.initials: M
authors.lastname: Music
authors.forename: Silvia
authors.initials: S
authors.lastname: Rief
authors.forename: Monika
authors.initials: M
authors.lastname: Fink
authors.forename: Johannes
authors.initials: J
authors.lastname: Kirchmair
authors.forename: Johannes
authors.initials: J
authors.lastname: Schütz
authors.forename: Gerhard
authors.initials: G
authors.lastname: Wolber
authors.forename: Thierry
authors.initials: T
authors.lastname: Langer
authors.forename: Hermann
authors.initials: H
authors.lastname: Stuppner
authors.forename: Helmut
authors.initials: H
authors.lastname: Schmidhammer
authors.forename: Judith M
authors.initials: JM
authors.lastname: Rollinger
mesh_terms: D000110:Acetylcholinesterase / Q000737:chemistry / Q000378:metabolism*; D000818:Animals; D002800:Cholinesterase Inhibitors / Q000737:chemistry / Q000494:pharmacology*; D006168:Guinea Pigs; D007546:Isoquinolines / Q000737:chemistry / Q000494:pharmacology*; D008958:Models, Molecular; D009019:Morphinans / Q000737:chemistry / Q000494:pharmacology*; D051381:Rats; D011957:Receptors, Opioid / Q000378:metabolism*
chemical_list: D002800:Cholinesterase Inhibitors; D007546:Isoquinolines; D009019:Morphinans; D011957:Receptors, Opioid; D000110:Acetylcholinesterase