FTY720, immunosuppressant

Graler MH, Goetzl EJ. The immunosuppressant FTY720 down-regulates sphingosine 1-phosphate G-protein-coupled receptors. FASEB J 2004 18(3) 551-553. 

Chiba K, Hoshino Y, Suzuki C, et al. FTY720, a novel immunosuppressant possessing unique mechanisms. I. Prolongation of skin allograft survival and synergistic effect in combination with cyclosporine in rats. Transplant Proc 1996 28(2) 1056-1059. 

A similar cross-coupling reaction was used for the synthesis of the immunosuppressive agent FTY720 (Scheme 66) . 

Although ketones are generally less reactive as the carbonyl components in this process, we have found that dihydroxy acetone 193 can participate quite effectively to afford the corresponding 2-aminopropane-l,3-diol derivatives 195 (Scheme 7.25) [26, 73], We have also demonstrated the use of this chemistry in the synthesis of the immunosuppressant agent FTY720 199 [73],... 

Synthetic Immunomodulatory Sphingolipids Analogs of the Immunosuppressant FTY720 and the Immunostimulator a-Galactosylceramide... 

Matsuoka Y, Nagahara Y, Ikekita M et al (2003) A novel immunosuppressive agent FTY720 induced Akt dephosphorylation in leukemia cells. Br J Pharmacol 138 1303-1312... 

Yagi H, Kamba R, Chiba K, Soga H, Yaguchi K,Nakamura M, Itoh T. Immunosuppressant FTY720 inhibits thymocyte emigration. Eur J Immunol 2000 30(5) 1435-1444. 

Qnesnianx V,Fullard L, Arendse H, Davison G,Markgraaff N, Auer R, Ehrhart F, Kraus G, Schuurman HJ. A novel immunosuppressant, FTY720, indnees peripheral lymphodepletion of both T and B cells and immunosuppression in baboons. Transplant Immunol 1999 7 149-157. 

Since FTY720 does not generally impair lymphocyte proliferation and function, it could provide a new strategy for immunosuppression, which would be useful in transplantation, multiple sclerosis (MS), or autoimmune diabetes. 

Adachi, K., Kohara, T., Nakao, N., Arita, M., Chiba, K., Mishina, T., Sasaki, S., Fujita, T. Design, synthesis, and structure-activity relationships of 2-substituted-2-amino-l,3-pro-panediols Discovery of a novel immunosuppressant, FTY720. Bioorganic Medicinal Chem Lett 5 (1995) 853-856. 

Azuma, H., Takahara, S., Ichimaru, N., Wang, J. D., Itoh, Y., Otsuki, Y., Morimoto, J., Fukui, R., Hoshiga, M., Ishihara, T., Nonomura, N., Suzuki, S., Okuyama, A., Katsuoka, Y. Marked prevention of tumor growth and metastasis by a novel immunosuppressive agent, FTY720, in mouse breast cancer models. Cancer Res 62 (2002) 1410-1419. 

Hozumi, Y., Kobayashi, E., Miyata, M., Fujimura, A. Immunotherapy for experimental rat autoimmune thyroiditis using a novel immunosuppressant, FTY720. Life Sci 65 (1999) 1739-1745. 

Kurose, S., Ikeda, E., Tokiwa, M., Hikita, N., Mochizuki, M. Effects of FTY720, a novel immunosuppressant, on experimental autoimmune uveoretinitis in rats. Exp Eye Res 70... 

Matsuura, M., Imayoshi, T., Chiba, K., Okumoto, T. Effect of FTY720, a novel immunosuppressant, on adjuvant-induced arthritis in rats. Inflamm Res 49 (2000) 404-A10. 

Suzuki, K., Yan, H., Li, X. K., Amemiya, H., Suzuki, S., Hiromitsu, K. Prevention of experimentally induced autoimmune type I diabetes in rats by the new immunosuppressive reagent FTY720. Transplant Proc 30 (1998) 1044-1045. 

Suzuki, S., Enosawa, S., Kakefuda, T., Shinomiya, T., Amari, M., Naoe, S., Hoshino, Y., Chiba, K. A novel immunosuppressant, FTY720, with a unique mechanism of action, induces long-term graft acceptance in rat and dog allotransplantation. Transplantation 61 (1996) 200-205. 

Paugh, S.W., Payne, S.G., Barbour, S.E., Milstien, S., and Spiegel, S. The immunosuppressant FTY720 is phosphorylated by sphingosine kinase type 2. FEBS Lett, 554, 2003, 189-193. 

S, (2007) The immunosuppressant drug FTY720 inhibits cytosolic phospholipase A2 independently of sphingosine-1-phosphate receptors. Blood, 109 (3), 1077-1085,... 

S. Sugiyama, S. Aral, M. Kiriyama, K. Ishii, Chem. Pharm. Bull. 2005, 53,100-102. A convenient synthesis of immunosuppressive agent FTY720 using the Petasis reaction. 

The above method has been applied to the formal total synthesis of FTY720, an octylbenzene derivative with immunosuppressive properties (Scheme 4-219). ... 

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