Pyridine-3-propanoic acids: Discovery of dual PPARα/γ agonists as antidiabetic agents

Bioorganic and Medicinal Chemistry Letters

Volumn 16, Issue 23, 2006, Pages 6120-6123

  Humphries, Paul S ^a   Bailey, Simon ^a   Almaden, Jonathon V ^a   Barnum, Sandra J ^a   Carlson, Thomas J ^a   Christie, Lance C ^a   Do, Quyen Quyen T ^a   Fraser, James D ^a   Hess, Mary ^a   Kellum, Jack ^a   Kim, Young H ^a   McClellan, Guy A ^a   Ogilvie, Kathleen M ^a   Simmons, Brett H ^a   Skalitzky, Donald ^a   Sun, Shaoxian ^a   Wilhite, David ^a   Zehnder, Luke R ^a  

^a PFIZER INC   (United States)

Author keywords

Carboxylic acid; Diabetes; PPAR; SAR

Indexed keywords

ANTIDIABETIC AGENT; PEROXISOME PROLIFERATOR ACTIVATED RECEPTOR ALPHA AGONIST; PEROXISOME PROLIFERATOR ACTIVATED RECEPTOR GAMMA AGONIST; PROPIONIC ACID DERIVATIVE; ROSIGLITAZONE;

ANIMAL EXPERIMENT; ANIMAL MODEL; ARTICLE; DRUG EFFICACY; DRUG SYNTHESIS; MOUSE; NONHUMAN; STRUCTURE ACTIVITY RELATION;

ANIMALS; BLOOD GLUCOSE; BODY WEIGHT; CELL LINE, TUMOR; DIABETES MELLITUS; ETHER, ETHYL; HUMANS; HYPOGLYCEMIC AGENTS; MICE; MOLECULAR STRUCTURE; PPAR ALPHA; PPAR GAMMA; PYRIDINES; STRUCTURE-ACTIVITY RELATIONSHIP; THIAZOLIDINEDIONES;

EID: 33750507901     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2006.08.110     Document Type: Article

References (18)

1. Amos A.F., McCarty D.J., and Zimmet P. Diabetic Med. 14 (1997) S1
2. Moller D.E. Nature 414 (2001) 821
3. Smith A., Fogelfield L., and Bakris G. Emerg. Drugs 5 (2000) 441
4. Willson T.M., Brown P.J., Sternbach D.D., and Henke B.R. J. Med. Chem. 43 (2000) 527
5. Murakami K., Tobe K., Ide T., Mochizuki T., Ohashi M., Akanuma Y., Yazaki Y., and Kadowaki T. Diabetes 47 (1998) 1841
6. Nomura M., Kinoshita S., Satoh H., Maeda T., Murakami K., Tsunoda M., Miyacvhi H., and Awano K. Bioorg. Med. Chem. Lett. 9 (1999) 553
7. For recent publications on dual PPARα/γ agonists, see:. Liu K., Xu L., Berger J.P., MacNaul K.L., Zhou G., Doebber T.W., Forrest M.J., Moller D.E., and Jones A.B. J. Med. Chem. 48 (2005) 2262
8. Devasthale P.V., Chen S., Jeon Y., Qu F., Shao C., Wang W., Zhang H., Farrelly D., Golla R., Grover G., Harrity T., Ma Z., Moore L., Ren J., Seethala R., Cheng L., Sleph P., Sun W., Tieman A., Wetterau J.R., Doweyko A., Chandrasena G., Chang S.Y., Humphreys W.G., Sasseville V.G., Biller S.A., Ryono D.E., Selan F., Hariharan N., and Cheng P.T.W. J. Med. Chem. 48 (2005) 2248
9. Hulin, B. WO 91/19702 A1, 1991; Chem. Abstr. 1991, 117, 26552.
10. Bailey, S.; Humphries, P. S.; Skalitzky, D. J.; Su, W.-G.; Zehnder, L. R. WO 2004/092145, 2004; Chem. Abstr. 2004, 141, 379637.
11. Humphries P.S., Bailey S., Do Q.-Q.T., Kellum J.H., McClellan G.A., and Wilhite D.M. Tetrahedron Lett. 47 (2006) 5333
12. Sun S., Almaden J., Carlson T.J., Barker J., and Gehring M.R. Metab. Eng. 7 (2005) 38
13. Berger J., Leibowitz M.D., Doebber T.W., Elbrecht A., Zhang B., Zhou G., Biswas C., Cullinan C.A., Hayes N.S., Li Y., Tanem M., Venture J., Wu S.M., Berger G.D., Mosley R., Marquis R., Santini C., Sahoo S.P., Tolman R.L., Smith R.G., and Moller D.E. J. Biol. Chem. 274 (1999) 6718
14. Nakamura Y., Hirata M., Kuwano E., and Taniguchi E. Biosci. Biotechnol. Biochem. 62 (1998) 1550
15. Miyata O., Shinada T., Ninomiya I., and Naito T. Tetrahedron 53 (1997) 2421
16. Miyata O., Shinada T., Ninomiya I., and Naito T. Tetrahedron Lett. 32 (1991) 3519
17. Andersson, K. WO 99/62872, 1999; Chem. Abstr. 1999, 132, 22757.
18. All in vivo procedures were approved by the Pfizer La Jolla Institutional Animal Care and Use Committee, and principles of laboratory animal care (NIH publication no. 85-23, revised 1985) were followed.