Structure-activity relationship of short-chain sphingoid bases as inhibitors of sphingosine kinase.
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.
De Jonghe
S
S
University of Gent, Faculty of Pharmaceutical Sciences, Laboratory for Medicinal Chemistry, Belgium.
Van Overmeire
I
I
Poulton
S
S
Hendrix
C
C
Busson
R
R
Van Calenbergh
S
S
De Keukeleire
D
D
Spiegel
S
S
Herdewijn
P
P
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
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