Improvement of the transactivation activity of phenylpropanoic acid-type peroxisome proliferator-activated receptor pan agonists: Effect of introduction of fluorine at the linker part

Bioorganic and Medicinal Chemistry Letters

Volumn 18, Issue 16, 2008, Pages 4525-4528

  Kasuga, Jun ichi ^a   Oyama, Takuji ^b   Hirakawa, Yuko ^b   Makishima, Makoto ^c   Morikawa, Kosuke ^b   Hashimoto, Yuichi ^a   Miyachi, Hiroyuki ^a  

^a UNIVERSITY OF TOKYO   (Japan)

^b OSAKA UNIVERSITY   (Japan)

^c NIHON UNIVERSITY SCHOOL OF MEDICINE   (Japan)

Author keywords

Fluorine; PPAR; PPAR pan agonist

Indexed keywords

BEZAFIBRATE; FLUORINE; PEROXISOME PROLIFERATOR ACTIVATED RECEPTOR AGONIST; POTASSIUM CHLORIDE; TIPP 204; TIPP 401; TIPP 703; UNCLASSIFIED DRUG;

ARTICLE; HOMEOSTASIS; STRUCTURE ACTIVITY RELATION; TRANSACTIVATION;

BUTYRIC ACIDS; CELL LINE; CHEMISTRY, PHARMACEUTICAL; DRUG DESIGN; FLUORINE; HUMANS; HYDROCARBONS, FLUORINATED; MODELS, CHEMICAL; MOLECULAR CONFORMATION; PEROXISOME PROLIFERATOR-ACTIVATED RECEPTORS; PHENYLPROPIONATES; PPAR DELTA; PPAR GAMMA; STRUCTURE-ACTIVITY RELATIONSHIP; TRANSCRIPTIONAL ACTIVATION;

EID: 48649098099     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2008.07.046     Document Type: Article

References (16)

1. Evans R.M., Barish G.D., and Wang Y.X. Nat. Med. 10 (2004) 355
2. Shulman A.I., and Mangelsdorf D.J. N. Engl. J. Med. 353 (2005) 604
3. Xu H.E., Lambert M.H., Montana V.G., Parks D.J., Blanchard S.G., Brown P.J., Sternbach D.D., Lehmann J.M., Wisely G.B., Willson T.M., Kliewer S.A., and Milburn M.V. Mol. Cell 3 (1999) 397
4. Willson T.M., Brown P.J., Sternbach D.D., and Henke B.R. J. Med. Chem. 43 (2000) 527
5. Gross B., and Staels B. Best Pract. Res. Clin. Endocrinol. Metab. 21 (2007) 687
6. Tenenbaum A., Motro M., and Fisman E.Z. Cardiovasc. Diabetol. 4 (2005) 14
7. Nomura M., Tanase T., Ide T., Tsunoda M., Suzuki M., Uchiki H., Murakami K., and Miyachi H. J. Med. Chem. 46 (2003) 3581
8. Kasuga J., Yamasaki D., Araya Y., Nakagawa A., Makishima M., Doi T., Hashimoto Y., and Miyachi H. Bioorg. Med. Chem. 14 (2006) 8405
9. Kasuga J., Nakagome I., Aoyama A., Sako K., Ishizawa M., Ogura M., Makishima M., Hirono S., Hashimoto Y., and Miyachi H. Bioorg. Med. Chem. 15 (2007) 5177
10. Kasuga J., Yamasaki D., Ogura K., Shimizu M., Sato M., Makishima M., Doi T., Hashimoto Y., and Miyachi H. Bioorg. Med. Chem. 18 (2008) 1110
11. Böhm H.J., Banner D., Bendels S., Kansy M., Kuhn B., Müller K., Obst-Sander U., and Stahl M. Chembiochem 5 (2004) 637
12. Müller K., Faeh C., and Diederich F. Science 317 (2007) 1881
13. Olah G.A., Farooq O., Farnia S.M.F., and Wu A.H. J. Org. Chem. 55 (1990) 1516
14. Krasnikov S.V., Obuchova T.A., Yasinskii O.A., and Balakin K.V. Tetrahedron Lett. 45 (2004) 711
15. Evans D.A., and Starr J.T. J. Am. Chem. Soc. 125 (2003) 13531
16. PDB code = 2ZNQ. Detailed X-ray results will be published in the near future.