Synthesis of N-alkyl glycine amides as potent inhibitors of leukotriene A4 hydrolase

Bioorganic and Medicinal Chemistry Letters

Volumn 18, Issue 14, 2008, Pages 3891-3894

  Ye, Bin ^a   Bauman, John ^a   Chen, Ming ^a   Davey, David ^a   Khim, Seock Kyu ^a   King, Beverly ^a   Kirkland, Thomas ^a   Kochanny, Monica ^a   Liang, Amy ^a   Lentz, Dao ^a   May, Karen ^a   Mendoza, Lisa ^a   Phillips, Gary ^a   Selchau, Victor ^a   Schlyer, Sabine ^a   Tseng, Jih Lie ^a   Wei, Robert G ^a   Ye, Hong ^a   Parkinson, John ^a   Guilford, William J ^a  

^a BAYER AG   (Germany)

Author keywords

Anti inflammatory; Enzyme inhibitor; Leukotriene A4; Leukotriene A4 hydrolase

Indexed keywords

GLYCINE DERIVATIVE; LEUKOTRIENE A4 HYDROLASE;

ARTICLE; DRUG BIOAVAILABILITY; DRUG POTENCY; DRUG STRUCTURE; DRUG SYNTHESIS; ENZYME INHIBITION; HUMAN; STRUCTURE ANALYSIS;

ADMINISTRATION, ORAL; AMIDES; AMINES; ANTI-INFLAMMATORY AGENTS; BENZOIC ACID; BIOLOGICAL AVAILABILITY; CHEMISTRY, PHARMACEUTICAL; DRUG DESIGN; ENZYME INHIBITORS; EPOXIDE HYDROLASES; ETHERS; GLYCINE; INHIBITORY CONCENTRATION 50; MODELS, CHEMICAL;

EID: 47149108683     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2008.06.046     Document Type: Article

References (17)

1. Goodarzi K., Goodarzi M., Tager A.M., Luster A.D., and von Andrian U.H. Nat. Immunol. 4 (2003) 965
2. Lewis R.A., Austen K.F., and Soberman R.J. N. Engl. J. Med. 323 (1990) 645
3. Munafo D.A., Shindo K., Baker J.R., and Bigby T.D. J. Clin. Invest. 93 (1994) 1042
4. Sharon P., and Stenson W.F. Gastroenterology 86 (1984) 453
5. Barnes P.J. Respiration 68 (2001) 441
6. Griffiths R.J., Pettipher E.R., Koch K., Farrell C.A., Breslow R., Conklyn M.J., Smith M.A., Hackman B.C., Wimberly D.J., Milici A.J., Scampoli D.N., Cheng J.B., Pillar J.S., Pazoles C.J., Doherty N.S., Melvin L.S., Reiter L.A., Biggars M.S., Falkner F.C., Mitchell D.Y., Liston T.E., and Showell H.J. Proc. Natl. Acad. Sci. U.S.A. 92 (1995) 517
7. Ikai K. J. Dermatol. Sci. 21 (1999) 135
8. Helgadöttir, A. Manolescu A., Helgason A., Thorleifsson G., Thorsteinsdöttir U., Gudbjartsson D.F., Gretarsdöttir S., Magnusson K.P., Gudmundsson G., Hicks A., Jonsson T., Grant S.F.A., Sainz J., O'Brien S.J., Sveinbjornsdöttir S., Valdimarsson E.M., Matthiasson S.E., Levey A.I., Abramson J.L., Reilly M.P., Vaccarino V., Wolfe M.L., Gudnason V., Quyyumi A.A., Topol E.J., Rader D.J., Thorgeirsson G., Gulcher J.R., Hakonarson H., Kong A., and Stefansson K. Nat. Genet. 38 (2006) 68
9. Ford-Hutchinson W. Crit. Rev. Immunol. 10 (1990) 1
10. Ford-Hutchinson A.W., Gresser M., and Young R.N. Annu. Rev. Biochem. 63 (1994) 383
11. Aharony D. Am. J. Respir. Crit. Care Med. 157 (1998) S214
12. Serhan C.N. Prostaglandins 53 (1997) 107
13. Penning T.D. Curr. Pharm. Des. 7 (2001) 163
14. Penning T.D., Russell M.A., Chen B.B., Chen H.Y., Liang C.-D., Mahoney M.W., Malecha J.W., Miyashiro J.M., Yu S.S., Askonas L.J., Gierse J.K., Harding E.I., Highkin M.K., Kachur J.F., Kim S.H., Villani-Price D., Pyla E.Y., Ghoreishi-Haack N.S., and Smith W.G. J. Med. Chem. 45 (2002) 3482
15. Liang A.M., Claret E., Ouled-Diaf J., Jean A., Vogel D., Light D.R., Jones S.W., Guilford W.J., Parkinson J.F., and Snider R.M. J. Biomol. Screen. 12 (2007) 536
16. Thunissen M.M.G.M., Nordlund P., and Haeggström J.Z. Nat. Struct. Biol. 8 (2001) 131
17. Kirkland T.A., Adler M., Bauman J.G., Chen M., Haeggström J.Z., King B., Kochanny M.J., Liang A.M., Mendoza L., Phillips G.B., Thunnissen M., Trinh L., Whitlow M., Ye B., Ye H., Parkinson J., and Guilford W.J. Bioorg. Med. Chem. 16 (2008) 4963