title: Synthesis and apoptogenic activity of fluorinated ceramide and dihydroceramide analogues.
abstract: Short-chain 3-fluoro-(dihydro)ceramide analogues are synthesized from L-serine using diethylaminosulfur trifluoride (DAST) as fluorinating agent. The apoptogenic activity of these compounds was measured in three different cell lines and compared with their hydroxylated counterparts.
authors.affiliation: University of Gent, Faculty of Pharmaceutical Sciences, Laboratory for Medicinal Chemistry, Belgium.
authors.forename: S
authors.initials: S
authors.lastname: De Jonghe
authors.forename: I
authors.initials: I
authors.lastname: Van Overmeire
authors.forename: J
authors.initials: J
authors.lastname: Gunst
authors.forename: A
authors.initials: A
authors.lastname: De Bruyn
authors.forename: C
authors.initials: C
authors.lastname: Hendrix
authors.forename: S
authors.initials: S
authors.lastname: Van Calenbergh
authors.forename: R
authors.initials: R
authors.lastname: Busson
authors.forename: D
authors.initials: D
authors.lastname: De Keukeleire
authors.forename: J
authors.initials: J
authors.lastname: Philippé
authors.forename: P
authors.initials: P
authors.lastname: Herdewijn
mesh_terms: D017209:Apoptosis / Q000187:drug effects*; D002518:Ceramides / Q000138:chemical synthesis* / Q000494:pharmacology; D004048:Diethylamines / Q000737:chemistry; D005461:Fluorine / Q000737:chemistry; D017611:Fluorine Compounds / Q000138:chemical synthesis* / Q000494:pharmacology; D006801:Humans; D008214:Lymphocytes / Q000187:drug effects; D014407:Tumor Cells, Cultured
chemical_list: D002518:Ceramides; D004048:Diethylamines; D017611:Fluorine Compounds; D005461:Fluorine; C040394:diethylaminosulfur trifluoride