Synthesis and biological evaluation of 2,2-disubstituted 2-aminoethanols: analogues of FTY720

Desymmerization of symmetric FTY720 by substitution of different alkyl groups for one of the prochiral hydroxymethyl groups was performed. The size of the alkyl groups and the absolute configuration at quaternary carbon were important on immunosuppressive activity. Desymmerization of symmetric FTY72...

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Bibliographic Details
Published in:Bioorganic & medicinal chemistry letters 1998-01, Vol.8 (1), p.101-106
Main Authors: Kiuchi, Masatoshi, Adachi, Kunitomo, Kohara, Toshiyuki, Teshima, Koji, Masubuchi, Yumi, Mishina, Tadashi, Fujita, Tetsuro
Format: Article
Language:English
Subjects:
Animals
Biological and medical sciences
Ethanolamines - chemical synthesis
Ethanolamines - pharmacology
Fingolimod Hydrochloride
Host vs Graft Reaction - drug effects
Immunomodulators
Immunosuppressive Agents - chemical synthesis
Immunosuppressive Agents - pharmacology
Medical sciences
Pharmacology. Drug treatments
Propylene Glycols - chemical synthesis
Propylene Glycols - pharmacology
Rats
Sphingosine - analogs & derivatives
Structure-Activity Relationship
T-Lymphocytes - immunology
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Summary:Desymmerization of symmetric FTY720 by substitution of different alkyl groups for one of the prochiral hydroxymethyl groups was performed. The size of the alkyl groups and the absolute configuration at quaternary carbon were important on immunosuppressive activity. Desymmerization of symmetric FTY720 by substitution of different alkyl groups for one of the prochiral hydroxymethyl groups was performed. The size of the alkyl groups and the absolute configuration at quaternary carbon were important on immunosuppressive activity.
ISSN:0960-894X
1464-3405
DOI:10.1016/S0960-894X(97)10188-3