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. Graphic

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Bibliographic Details
Published inBioorganic & medicinal chemistry letters Vol. 9; no. 21; pp. 3175 - 3180
Main Authors De Jonghe, Steven, Van Overmeire, Ilse, Poulton, Samantha, Hendrix, Chris, Busson, Roger, Van Calenbergh, Serge, De Keukeleire, Denis, Spiegel, Sarah, Herdewijn, Piet
Format Journal Article
LanguageEnglish
Published Oxford Elsevier Ltd 01.11.1999
Elsevier
Subjects
Biological and medical sciences
Cell Line
Enzyme Inhibitors - chemical synthesis
Enzyme Inhibitors - pharmacology
Fluorine Compounds - chemical synthesis
Fluorine Compounds - pharmacology
Humans
Lysophospholipids
Medical sciences
Miscellaneous
Molecular Structure
Pharmacology. Drug treatments
Phosphotransferases (Alcohol Group Acceptor) - antagonists & inhibitors
Sphingosine - analogs & derivatives
Sphingosine - metabolism
Sphingosine - pharmacology
Stereoisomerism
Structure-Activity Relationship
Aminoalcohol
Enzyme
Transferases
Saturated compound
Enzyme inhibitor
Sphingolipid
In vitro
Biological activity
Kinase
Analog
Benzenic compound
Fluorine Organic compounds
Chemical synthesis
Sphingosin
Ethylenic compound
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Summary: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. Graphic
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0960-894X
1464-3405
DOI:10.1016/S0960-894X(99)00554-5