Synthesis and structure-activity relationships of oxamyl dipeptide caspase inhibitors developed for the treatment of liver disease

Bioorganic and Medicinal Chemistry Letters

Volumn 19, Issue 1, 2009, Pages 199-202

  Ueno, Hirokazu ^a   Kawai, Makoto ^a   Shimokawa, Hirohisa ^a   Hirota, Masako ^a   Ohmi, Masashi ^a   Sudo, Rie ^a   Ohta, Atsuko ^a   Arano, Yoshimasa ^a   Hattori, Kazunari ^a   Ohmi, Takashi ^a   Kato, Naoto ^a   Kojima, Midori ^a   Ueno, Yoshinobu ^a   Yamamoto, Mitsuko ^a   Moriguchi, Yukiko ^a   Eda, Hiroyuki ^a   Masubuchi, Kazunao ^a  

^a PFIZER INC   (United States)

Author keywords

Fas; Apoptosis; Caspase; Jurkat; Liver; Oxamyl dipeptide; PAMPA; Permeability

Indexed keywords

APOPTOSIS INHIBITOR; CASPASE; ENZYME INHIBITOR; FAS ANTIGEN; OXAMYL; OXAMYL DIPEPTIDE DERIVATIVE; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANIMAL MODEL; ARTICLE; DRUG EFFICACY; DRUG POTENCY; DRUG SYNTHESIS; HUMAN; HUMAN CELL; LEUKEMIA CELL LINE; LIVER DISEASE; MEMBRANE PERMEABILITY; NONHUMAN; RAT; SINGLE DRUG DOSE; STRUCTURE ACTIVITY RELATION;

ANIMALS; ANTIGENS, CD95; APOPTOSIS; CASPASES; CELL MEMBRANE PERMEABILITY; CYSTEINE PROTEINASE INHIBITORS; HUMANS; JURKAT CELLS; LIVER DISEASES; MICE; STRUCTURE-ACTIVITY RELATIONSHIP;

MURINAE;

EID: 57749083299     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2008.10.117     Document Type: Article

References (18)

1. Ellis R.E., Yuan J., and Horvitz H.R. Annu. Rev. Cell Biol. 7 (1991) 663
2. Nicholson D.W. Nature 407 (2000) 810
3. Galle P.R. J. Hepatol. 27 (1997) 405
4. Reed J.C. Nat. Rev. Drug Discov. 1 (2002) 111
5. Denault J.B., and Salvesen G.S. Chem. Rev. 102 (2002) 4489
6. Livingston D.J. J. Cell. Biochem. 64 (1997) 19
7. Thornberry N.A. Chem. Biol. 5 (1998) R97
8. Talanian R.V., Brady K.D., and Cryns V.L. J. Med. Chem. 43 (2000) 3351
9. Linton S.D., Karanewsky D.S., Ternansky R.J., Wu J.C., Pham B., Kodandapani L., Smidt R., Diaz J.-L., Fritz L.C., and Tomaselli K.J. Bioorg. Med. Chem. Lett. 12 (2002) 2969
10. Ullman B.R., Aja T., Deckwerth T.L., Diaz J.L., Herrmann J., Kalish V.J., Karanewsky D.S., Meduna S.P., Nalley K., Robinson E.D., Roggo S.P., Sayers R.O., Schmitz A., Ternansky R.J., Tomaselli K.J., and Wu J.C. Bioorg. Med. Chem. Lett. 13 (2003) 3623
11. Caserta T.M., Smith A.N., Gultice A.D., Reedy M.A., and Brown T.L. Apoptosis 8 (2003) 345
12. Linton S.D., Aja T., Allegrini P.R., Deckwerth T.L., Diaz J.L., Hengere B., Herrman J., Jahangiri K.G., Kallen J., Karanewsky D.S., Meduna S.P., Nalley K., Robinson E.D., Roggo S., Rovelli G., Sauter A., Sayers R.O., Schmitz A., Smidt R., Ternansky R.J., Tomaselli K.J., Ullman B.R., Wiessner C., and Wu J.C. Bioorg. Med. Chem. Lett. 14 (2004) 2685
13. Linton S.D., Aja T., Armstrong R.A., Bai X., Chen L.-S., Chen N., Ching B., Contreras P., Diaz J.L., Fisher C.D., Fritz L.C., Gladstone P., Groessl T., Gu X., Herrmann J., Hirakawa B.P., Hoglen N.C., Jahangiri K.G., Kalish V.J., Karanewsky D.S., Kodandapani L., Krebs J., McQuiston J., Meduna S.P., Nalley K., Robinson E.D., Sayers R.O., Sebring K., Spada A.P., Ternansky R.J., Tomaselli K.J., Ullman B.R., Valentino K.L., Weeks S., Winn D., Wu J.C., Yeo P., and Zhang C.-Z. J. Med. Chem. 48 (2005) 6779
14. Wu J.C., and Fritz L.C. Methods: A Companion Methods Enzymol. 17 (1999) 320
15. Kunstle G., Leist M., Uhlig S., Revesz L., Feifel R., MacKenzie A., and Wendel A. Immunol. Lett. 55 (1997) 5
16. Albeck A., and Estreicher G.I. Tetrahedron 53 (1997) 5325
17. Ueno Y., Ohmi T., Yamamoto M., Kato N., Moriguchi Y., Kojima M., Shimozono R., Siziki S., Matsuura T., and Eda H. J. Pharmacol. Sci. 105 (2007) 201
18. Sugano K., Hamada H., Machida M., and Ushio H. J. Biomol. Screen. 6 (2001) 189