title: Structure-activity relationship of short-chain sphingoid bases as inhibitors of sphingosine kinase.
abstract: Short-chain sphinganine analogues 8, 9, 18, and 19, as well as 3-fluoro-sphingosine analogues 25 and 26 were synthesized. Their potential as sphingosine kinase inhibitors was investigated, in combination with previously synthesized sphingosine and fluorinated sphinganine analogues.
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: S
authors.initials: S
authors.lastname: Poulton
authors.forename: C
authors.initials: C
authors.lastname: Hendrix
authors.forename: R
authors.initials: R
authors.lastname: Busson
authors.forename: S
authors.initials: S
authors.lastname: Van Calenbergh
authors.forename: D
authors.initials: D
authors.lastname: De Keukeleire
authors.forename: S
authors.initials: S
authors.lastname: Spiegel
authors.forename: P
authors.initials: P
authors.lastname: Herdewijn
mesh_terms: D002460:Cell Line; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology; D017611:Fluorine Compounds / Q000138:chemical synthesis / Q000494:pharmacology; D006801:Humans; D008246:Lysophospholipids; D015394:Molecular Structure; D017853:Phosphotransferases (Alcohol Group Acceptor) / Q000037:antagonists & inhibitors*; D013110:Sphingosine / Q000031:analogs & derivatives* / Q000378:metabolism / Q000494:pharmacology; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D000099157:Sphingosine Kinase
chemical_list: D004791:Enzyme Inhibitors; D017611:Fluorine Compounds; D008246:Lysophospholipids; D017853:Phosphotransferases (Alcohol Group Acceptor); D013110:Sphingosine; D000099157:Sphingosine Kinase; C060506:sphingosine 1-phosphate; C061800:N,N-dimethylsphingosine