cas 402616-26-6, (S) FTY720 PHOSPHATE | Articles data

Articles about 402616-26-6Total 4 be found

Enantioselective synthesis of the phosphate esters of the immunosuppressive lipid FTY720
The enantiomers of FTY720-phosphate (3) were synthesized via 2-methylene-4-(4-octylphenyl)butan-1-ol (7), 2,3-epoxy alcohol 8, and Δ2-oxazoline 10. These compounds have potential use in the treatment of autoimmune diseases and prevention of kid
Lu, Xuequan,Bittman, Robert
p. 825 - 827
(2007/10/03)

Asymmetric synthesis and biological evaluation of the enantiomeric isomers of the immunosuppressive FTY720-phosphate
A practical asymmetric synthesis of both enantiomers of the immunosuppressive FTY720-phosphate (2) was accomplished, and the enantiomers were pharmacologically evaluated. Several lipases showed considerable activity and enantioselectivity for O-acylation
Kiuchi, Masatoshi,Adachi, Kunitomo,Tomatsu, Ayumi,Chino, Masao,Takeda, Shuzo,Tanaka, Yoshihito,Maeda, Yasuhiro,Sato, Noriko,Mitsutomi, Naoko,Sugahara, Kunio,Chiba, Kenji
p. 425 - 432
(2007/10/03)

Novel immunomodulator FTY720 is phosphorylated in rats and humans to form a single stereoisomer. Identification, chemical proof, and biological characterization of the biologically active species and its enantiomer
In vivo phosphorylation of FTY720 (1) in rats and humans resulted exclusively in the biologically active (S)-configured enantiomer, which was proven by an ex vivo o-phthaldialdehyde derivatization protocol especially elaborated for phosphates of 1. Starting from the prochiral amino alcohol 1, racemic and enantiomerically pure phosphates of 1 were synthesized. Pure enantiomers were obtained after purification of a partially protected key intermediate on an enantioselective support. The absolute stereochemistry was determined by X-ray diffraction.
Albert, Rainer,Hinterding, Klaus,Brinkmann, Volker,Guerini, Danilo,Müller-Hartwieg, Constanze,Knecht, Helmut,Simeon, Corinne,Streiff, Markus,Wagner, Trixie,Weizenbach, Karl,Zécri, Frédéric,Zollinger, Markus,Cooke, Nigel,Francotte, Eric
p. 5373 - 5377
(2007/10/03)

Synthesis, stereochemical determination and biochemical characterization of the enantiomeric phosphate esters of the novel immunosuppressive agent FTY720
The novel immunosuppressive agent FTY720 (1) is phosphorylated in vivo in a variety of species yielding an active metabolite that is an agonist of four of the five known G-protein-coupled sphingosine-1-phosphate (S1P) receptors. A synthesis amenable to pr
Hale, Jeffrey J.,Yan, Lin,Neway, William E.,Hajdu, Richard,Bergstrom, James D.,Milligan, James A.,Shei, Gan-Ju,Chrebet, Gary L.,Thornton, Rosemary A.,Card, Deborah,Rosenbach, Mark,Hughrosen,Mandala, Suzanne
p. 4803 - 4807
(2007/10/03)