Synthesis and apoptogenic activity of fluorinated ceramide and dihydroceramide analogues.
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.
De Jonghe
S
S
University of Gent, Faculty of Pharmaceutical Sciences, Laboratory for Medicinal Chemistry, Belgium.
Van Overmeire
I
I
Gunst
J
J
De Bruyn
A
A
Hendrix
C
C
Van Calenbergh
S
S
Busson
R
R
De Keukeleire
D
D
Philippé
J
J
Herdewijn
P
P
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
D002518:Ceramides; D004048:Diethylamines; D017611:Fluorine Compounds; D005461:Fluorine; C040394:diethylaminosulfur trifluoride