title: Chemoenzymatic synthesis and evaluation of 3-azabicyclo[3.2.0]heptane derivatives as dopaminergic ligands.
abstract: New 3-azabicyclo[3.2.0]heptane derivatives were synthesized using a multicomponent reaction. Racemic compounds were efficiently resolved by kinetic resolution with immobilized lipase B of Candida antarctica (Novozym 435). The obtained compounds demonstrated greater binding affinity at D(2L) and D(3) dopamine receptors compared to D(1) binding sites, and individual enantiomers of the same compound possessed distinct affinities.
authors: Institute of Chemistry, University of Tartu, Ravila 14, 50411 Tartu, Estonia.
authors: Reet
authors: R
authors: Reinart-Okugbeni
authors: Kerti
authors: K
authors: Ausmees
authors: Kadri
authors: K
authors: Kriis
authors: Franz
authors: F
authors: Werner
authors: Ago
authors: A
authors: Rinken
authors: Tõnis
authors: T
authors: Kanger
mesh_terms: D000818:Animals; D055162:Biocatalysis; D060326:Chemistry Techniques, Synthetic; D005656:Fungal Proteins / Q000378:metabolism*; D006536:Heptanes / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism*; D006801:Humans; D007700:Kinetics; D008024:Ligands; D008049:Lipase / Q000378:metabolism*; D008958:Models, Molecular; D008968:Molecular Conformation; D051381:Rats; D011954:Receptors, Dopamine / Q000378:metabolism*
chemical_list: D005656:Fungal Proteins; D006536:Heptanes; D008024:Ligands; D011954:Receptors, Dopamine; D008049:Lipase; C431349:lipase B, Candida antarctica