title: Synthesis and biological evaluation of a conformationally free seco-analogue of the immunosuppressant FR901483.
abstract: The synthesis of an azaspirocyclic analogue of FR901483, phosphate 2, is described based on the implementation of a key 5-endo aminocyclization promoted by iodine for direct functionalization of the 1-azaspiro[4.5]decane ring at the C-3 atom. Compound 2 has no inhibitory activity in the cell proliferation assays reported.
authors.affiliation: Laboratory of Organic Chemistry, Faculty of Pharmacy, University of Barcelona, Spain. bonjoch@farmacia.far.ub.es
authors.forename: J
authors.initials: J
authors.lastname: Bonjoch
authors.forename: F
authors.initials: F
authors.lastname: Diaba
authors.forename: G
authors.initials: G
authors.lastname: Puigbó
authors.forename: D
authors.initials: D
authors.lastname: Solé
authors.forename: V
authors.initials: V
authors.lastname: Segarra
authors.forename: L
authors.initials: L
authors.lastname: Santamaría
authors.forename: J
authors.initials: J
authors.lastname: Beleta
authors.forename: H
authors.initials: H
authors.lastname: Ryder
authors.forename: J M
authors.initials: JM
authors.lastname: Palacios
mesh_terms: D002455:Cell Division / Q000187:drug effects; D006801:Humans; D007166:Immunosuppressive Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D066298:In Vitro Techniques; D008214:Lymphocytes / Q000166:cytology / Q000187:drug effects; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D008968:Molecular Conformation; D009943:Organophosphorus Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: C098358:FR 901483; D007166:Immunosuppressive Agents; D009943:Organophosphorus Compounds