Design and synthesis of novel hydantoin-containing melanin-concentrating hormone receptor antagonists

Bioorganic and Medicinal Chemistry Letters

Volumn 17, Issue 13, 2007, Pages 3754-3759

  Balavoine, Fabrice ^a   Malabre, Patrice ^a   Alleaume, Thierry ^a   Rey, Astrid ^b   Cherfils, Valérie ^a   Jeanneton, Olivier ^b   Seigneurin Venin, Sophie ^b   Revah, Frédéric ^a  

^a Cerep   (France)

^b CEREP   (France)

Author keywords

Depression; Feeding; Hydantoin; MCHR 1 antagonists; Melanin concentrating hormone; Obesity

Indexed keywords

HORMONE RECEPTOR BLOCKING AGENT; HYDANTOIN; IMIPRAMINE; MELANIN CONCENTRATING HORMONE; SIBUTRAMINE;

ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; ARTICLE; CONTROLLED STUDY; DEPRESSION; DISEASE MODEL; DRUG ACTIVITY; DRUG DESIGN; DRUG IDENTIFICATION; DRUG SYNTHESIS; FEMALE; FOOD INTAKE; IN VITRO STUDY; IN VIVO STUDY; MOUSE; NONHUMAN; STRUCTURE ACTIVITY RELATION;

ANIMALS; CHEMISTRY, PHARMACEUTICAL; DEPRESSION; DISEASE MODELS, ANIMAL; DRUG DESIGN; FEEDING BEHAVIOR; HYDANTOINS; KINETICS; MELANINS; MODELS, BIOLOGICAL; MODELS, CHEMICAL; MODELS, MOLECULAR; RECEPTORS, PITUITARY HORMONE; RECEPTORS, SOMATOSTATIN; STRUCTURE-ACTIVITY RELATIONSHIP;

ANIMALIA;

EID: 34250327198     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2007.04.012     Document Type: Article

References (31)

1. Bittencourt J.C., Presse F., Arias C., Peto C., Vaughan J., Nahon J.L., Vale W., and Sawchenko P.E. J. Comp. Neurol. 319 (1992) 218
2. Hervieu G. Expert Opin. Ther. Targets 7 (2003) 495
3. Hervieu G. Expert Opin. Ther. Targets 10 (2006) 211
4. Rossi M., Choi S.J., O'Shea D., Miyoshi T., Ghatei M.A., and Bloom S.R. Endocrinology 138 (1997) 351
5. Ito M., Gomori A., Ishihara A., Oda Z., Mashiko S., Matsushita H., Yumoto M., Ito M., Sano H., Tokita S., Moriya M., Iwaasa H., and Kanatani A. Am. J. Physiol. Endocrinol. Metab. 284 (2003) E940
6. Della-Zuana O., Presse F., Ortola C., Duhault J., Nahon J.L., and Levens N. Int. J. Obes. Relat. Metab. Disord. 26 (2002) 1289
7. Ludwig D.S., Tritos N.A., Mastaitis J.W., Kulkarni R., Kokkotou E., Elmquist J., Lowell B., Flier J.S., and Maratos-Flier E. J. Clin. Invest. 107 (2001) 379
8. Shimada M., Tritos N.A., Lowell B., Flier J.S., and Maratos-Flier E. Nature 396 (1998) 670
9. Marsh D.J., Weingarth D.T., Novi D.E., Chen H.Y., Trumbauer M.E., Chen A.S., Guan X.M., Jiang M.M., Feng Y., Camacho R.E., Shen Z., Frazier E.G., Yu H., Metzger J.M., Kuca S.J., Shearman L.P., Gopal-Truter S., MacNeil D.J., Strack A.M., MacIntyre D.E., Van der Ploeg L.H., and Qian S. Proc. Natl. Acad. Sci. U.S.A. 99 (2002) 3240
10. Chen Y., Hu C., Hsu C.K., Zhang Q., Bi C., Asnicar M., Hsiung H.M., Fox N., Slieker L.J., Yang D.D., Heiman M.L., and Shi Y. Endocrinology 143 (2002) 2469
11. Gonzalez M.I., Vaziri S., and Wilson C.A. Peptides 17 (1996) 171
12. Georgescu D., Sears R.M., Hommel J.D., Barrot M., Bolanos C.A., Marsh D.J., Bednarek M.A., Bibb J.A., Maratos-Flier E., Nestler E.J., and DiLeone R.J. J. Neurosci. 25 (2005) 2933
13. Chambers J., Ames R.S., Bergsma D., Muir A., Fitzgerald L.R., Hervieu G., Dytko G.M., Foley J.J., Martin J., Liu W.S., Park J., Ellis C., Ganguly S., Konchar S., Cluderay J., Leslie R., Wilson S., and Sarau H.M. Nature 400 (1999) 261
14. Saito Y., Nothacker H.P., Wang Z., Lin S.H., Leslie F., and Civelli O. Nature 400 (1999) 265
15. Shimomura Y., Mori M., Sugo T., Ishibashi Y., Abe M., Kurokawa T., Onda H., Nishimura O., Sumino Y., and Fujino M. Biochem. Biophys. Res. Commun. 261 (1999) 622
16. McBriar M.D. Curr. Opin. Drug Disc. Dev. 9 (2006) 496
17. Browning A. Expert Opin. Ther. Patents 14 (2004) 313
18. Dyke H.J., and Ray N.C. Expert Opin. Ther. Patents 15 (2005) 1303
19. Souers A.J., Gao J., Brune M., Bush E., Wodka D., Vasudevan A., Judd A.S., Mulhern M., Brodjian S., Dayton B., Shapiro R., Hernandez L.E., Marsh K.C., Sham H.L., Collins C.A., and Kym P.R. J. Med. Chem. 48 (2005) 1318
20. Borowsky B., Durkin M.M., Ogozalek K., Marzabadi M.R., DeLeon J., Lagu B., Heurich R., Lichtblau H., Shaposhnik Z., Daniewska I., Blackburn T.P., Branchek T.A., Gerald C., Vaysse P.J., and Forray C. Nat. Med. 8 (2002) 825
21. Chaki S., Funakoshi T., Hirota-Okuno S., Nishiguchi M., Shimazaki T., Iijima M., Grottick A.J., Kanuma K., Omodera K., Sekiguchi Y., Okuyama S., Tran T.A., Semple G., and Thomsen W. J. Pharmacol. Exp. Ther. 313 (2005) 831
22. Shimazaki T., Yoshimizu T., and Chaki S. CNS Drugs 20 (2006) 801
23. Salon, J. A.; Laz, T. M.; Nagormy, R.; Wilson, A. E.; Craig, D. A. WO 04064774, 2004.
24. Takekawa S., Asami A., Ishihara Y., Terauchi J., Kato K., Shimomura Y., Mori M., Murakoshi H., Kato K., Suzuki N., Nishimura O., and Fujino M. Eur. J. Pharmacol. 438 (2002) 129
25. Hertzog D.L., Al-Barazanji K.A., Bigham E.C., Bishop M.J., Britt C.S., Carlton D.L., Cooper J.P., Daniels A.J., Garrido D.M., Goetz A.S., Grizzle M.K., Guo Y.C., Handlon A.L., Ignar D.M., Morgan R.O., Peat A.J., Tavares F.X., and Zhou H. Bioorg. Med. Chem. Lett. 16 (2006) 4723
26. Clark D.E., Higgs C., Wren S.P., Dyke H.J., Wong M., Norman D., Lockey P.M., and Roach A.G. J. Med. Chem. 47 (2004) 3962
27. Souers A.J., Gao J., Wodka D., Judd A.S., Mulhern M.M., Napier J.J., Brune M.E., Bush E.N., Brodjian S.J., Dayton B.D., Shapiro R., Hernandez L.E., Marsh K.C., Sham H.L., Collins C.A., and Kym P.R. Bioorg. Med. Chem. Lett. 15 (2005) 2752
28. Ulven T., Frimurer T.M., Receveur J.-M., Little P.B., Rist O., Norregaard P.K., and Högberg T. J. Med. Chem. 48 (2005) 5684
29. High-Throughput Profile performed according to Cerep's catalog (http://www.cerep.com).
30. Potin D., Launay M., Monatlik F., Malabre P., Fabreguettes M., Fouquet A., Maillet M., Nicolai E., Dorgeret L., Chevallier F., Besse D., Dufort M., Caussade F., Ahmad S.Z., Stetsko D.K., Skala S., Davis P.M., Balimane P., Patel K., Yang Z., Marathe P., Postelneck J., Townsend R.M., Goldfarb V., Sheriff S., Einspahr H., Kish K., Malley M.F., DiMarco J.D., Gougoutas J.Z., Kadiyala P., Cheney D.L., Tejwani R.W., Murphy D.K., Mcintyre K.W., Yang X., Chao S., Leith L., Xiao Z., Mathur A., Chen B.C., Wu D.R., Traeger S.C., McKinnon M., Barrish J.C., Robl J.A., Iwanowicz E.J., Suchard S.J., and Dhar T.G. J. Med. Chem. 49 (2006) 6946
31. Irwin S. Psychopharmacologia 13 (1968) 222