title: Simple bi- and tricyclic inhibitors of human steroid 5alpha-reductase.
abstract: A number of tricyclic thiolactams, bicyclic lactams, and bicyclic thiolactams have been prepared and evaluated in vitro as inhibitors of types 1 and 2 steroid 5alpha-reductase. The tricycles with an 8-chloro substituent in the C-ring are nM (IC50) inhibitors of type 1 steroid 5alpha-reductase (SR). In all the cases studied, lactams are more potent than the corresponding thiolactams. Activity against type 2 SR is greatly enhanced by a styryl (or azo) substituent on the aryl ring of the tri- and bicycles and also a related tricyclic aryl acid.
authors.affiliation: Department of Chemistry, University of Canterbury, Christchurch, New Zealand. a.abell@chem.canterbury.ac.nz
authors.forename: A D
authors.initials: AD
authors.lastname: Abell
authors.forename: M J
authors.initials: MJ
authors.lastname: Prince
authors.forename: A M
authors.initials: AM
authors.lastname: McNulty
authors.forename: B L
authors.initials: BL
authors.lastname: Neubauer
mesh_terms: D058891:5-alpha Reductase Inhibitors; D004791:Enzyme Inhibitors / Q000494:pharmacology*; D006801:Humans; D007769:Lactams / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: D058891:5-alpha Reductase Inhibitors; D004791:Enzyme Inhibitors; D007769:Lactams