Serendipitous discovery of a new class of agonists for the melanocortin 1 and 4 receptors and a new class of cyclophanes

Bioorganic and Medicinal Chemistry Letters

Volumn 21, Issue 5, 2011, Pages 1459-1463

  Conde Frieboes, Kilian ^a   Ankersen, Michael ^b   Breinholt, Jens ^a   Hansen, Birgit Sehested ^a   Raun, Kirsten ^a   Thøgersen, Henning ^a   Wulff, Birgitte S ^a  

^a NOVO NORDISK A S   (Denmark)

^b NOVO NORDISK INC   (United States)

Author keywords

Agonist; Combinatorial chemistry; Cyclophane; Melanocortin receptor 4; Obesity

Indexed keywords

CYCLOPHANE DERIVATIVE; FORMALDEHYDE; MELANOCORTIN 1 RECEPTOR; MELANOCORTIN 4 RECEPTOR; MELANOCORTIN 5 RECEPTOR; MELANOCORTIN RECEPTOR AGONIST; N ACETYL ALPHA INTERMEDIN[4-10]CYCLO[4 NORLEUCINE 5 ASPARTIC ACID 7 [3 (2 NAPHTHYL)ALANINE] 10 LYSINAMIDE]; SIBUTRAMINE;

ANIMAL EXPERIMENT; ARTICLE; CONTROLLED STUDY; CYCLIZATION; DRUG POTENCY; DRUG RECEPTOR BINDING; FOOD INTAKE; MALE; NONHUMAN; PHARMACOPHORE; RAT; STRUCTURE ACTIVITY RELATION;

ANIMALS; ETHERS, CYCLIC; MALE; MOLECULAR STRUCTURE; PIPERIDINES; PROTEIN BINDING; RATS; RATS, SPRAGUE-DAWLEY; RECEPTOR, MELANOCORTIN, TYPE 1; RECEPTOR, MELANOCORTIN, TYPE 4;

RATTUS;

EID: 79951721509     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2011.01.011     Document Type: Article

References (22)

1. R.D. Cone The Melanocortin Receptors 1st ed. 2000 Humana Press Totowa, New Jersey
2. A.B. Lerner Ann. N. Y. Acad. Sci. 680 1993 1
3. J.I. Harris, and A.B. Lerner Nature 179 1957 221
4. R.A.H. Adan, and W.H. Gispen Eur. J. Pharmacol. 405 2000 13
5. M.M. Ollmann, B.D. Wilson, Y.K. Yang, J.A. Kerns, Y. Chen, I. Gantz, and G.S. Barsh Science 278 1997 135
6. A.A. Butler, D.L. Marks, W. Fan, C.M. Kuhn, M. Bartolome, and R.D. Cone Nat. Neurosci. 4 2001 605
7. A.A. Butler, R.A. Kesterson, K. Khong, M.J. Cullen, M.A. Pelleymounter, J. Dekoning, M. Baetscher, and R.D. Cone Endocrinology 141 2000 3518
8. J.G. Pfaus, A. Shadiack, T. Van Soest, M. Tse, and P. Molinoff Proc. Natl. Acad. Sci. U.S.A. 101 2004 10201
9. I.S. Farooqi, J.M. Keogh, G.S. Yeo, E.J. Lank, T. Cheetham, and S.N. O'Rahilly Engl. J. Med. 348 2003 1085
10. B.S. Hamilton, and H.N. Doods Obes. Res. 10 2002 182
11. V.J. Hruby, D. Lu, S.D. Sharma, A.L. Castrucci, R.A. Kesterson, F.A. al Obeidi, M.E. Hadley, and R.D. Cone J. Med. Chem. 38 1995 3454
12. C. Haskell-Luevano, T.K. Sawyer, S. Hendrata, C. North, L. Panahinia, M. Stum, D.J. Staples, A.M.D. Castrucci, M.E. Hadley, and V.J. Hruby Peptides 17 1996 995
13. C. Haskell-Luevano, S. Hendrata, C. North, T.K. Sawyer, M.E. Hadley, V.J. Hruby, C. Dickinson, and I. Gantz J. Med. Chem. 40 1997 2133
14. C. Haskell-Luevano, G. Nikiforovich, S.D. Sharma, Y.K. Yang, C. Dickinson, V.J. Hruby, and I. Gantz J. Med. Chem. 40 1997 1738
15. J.B. Hauptman, F.S. Jeunet, and D. Hartmann Am. J. Clin. Nutr. 55 1992 309S
16. D.J. Heal, S. Aspley, M.R. Prow, H.C. Jackson, K.F. Martin, and S.C. Cheetham Int. J. Obes. 22 1998 S18
17. sybyl, Tripos International, 1699 South Hanley Rd., St. Louis, Missouri 63144, USA.
18. L.R. Fitzgerald, I.J. Mannan, G.M. Dytko, H.L. Wu, and P. Nambi Anal. Biochem. 275 1999 54
19. W.H. Powell Pure Appl. Chem. 70 1998 1513
20. H.A. Favre, D. Hellwinkel, W.H. Powell, H.A. Smith, and S.S.C. Tsay Pure Appl. Chem. 74 2002 809
21. G.I. Gonzalez, and J. Zhu J. Org. Chem. 64 1999 914
22. H.B. Schiöth, R. Muceniece, F. Mutulis, P. Prusis, G. Lindeberg, S.D. Sharma, V.J. Hruby, and J.E.S. Wikberg Peptides 18 1997 1009