New scaffolds for peptidomimetics. Synthetic approaches towards 2,4- dioxooctahydropyrimido[1',6':1,2]pyrido[3,4-b]indole-6-carboxylic acid derivatives

Heterocycles

Volumn 51, Issue 2, 1999, Pages 265-280

  De La Figuera, Natalia ^a   García López, Ma Teresa ^a   Herranz, Rosario ^a   González Muñiz, Rosario ^a  

^a INSTITUTO DE QUÍMICA MÉDICA   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

2,4 DIOXOOCTAHYDROPYRIMIDO[1',6':1,2]PYRIDO[3,4 B]INDOLE 6 CARBOXYLIC ACID; BETA CARBOLINE 3 CARBOXYLIC ACID DERIVATIVE; CARBONYL DERIVATIVE; CHOLECYSTOKININ A RECEPTOR ANTAGONIST; PYRIMIDINE DERIVATIVE; TRYPTOLINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CIS TRANS ISOMERISM; CYCLIZATION; DIASTEREOISOMER; DRUG DESIGN; DRUG POTENCY; DRUG SELECTIVITY; DRUG STRUCTURE; DRUG SYNTHESIS;

EID: 0344199999     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/com-98-8377     Document Type: Article

References (20)

1. a) D.C. Rees, Ann. Rep. Med. Chem., 1993, 28, 59.
2. b) D.C. Rees, Curr. Med. Chem., 1994, 1, 145.
3. a) J.F. Kerwin, Jr., A.M. Nadzan, H. Kopecka, C.W. Lin, T. Miller, D. Witte, and S. Burt, J. Med. Chem., 1989, 32, 739.
4. b) J.F. Kerwin, Jr., F. Wagenaar, H. Kopecka, C.W. Lin, T. Miller, D. Witte, M. Sashko, and A.M. Nadzan, J. Med. Chem., 1991, 34, 3350.
5. A.G.S. Blommaert, J.-H. Weng, A. Dorville, I. McCort, B. Ducos, C. Durieux, and B.P. Roques, J. Med. Chem., 1993, 36, 2868.
6. M. Dezube, E.E. Sugg, L.S. Birkemo, D.K. Croom, R.W. Dougherty, Jr., G.N. Ervin, M.K. Grizzle, M.K. James, M.F. Johnson, J.T. Mosher, K.L. Queen, T.J. Rimele, H.R. Sauls, Jr., and J.A. Triantafillou, J. Med. Chem., 1995, 38, 3384.
7. a) D.C. Horwell, J. Hughes, J.C. Hunter, M.C. Pritchard, R.S. Richardson, E. Roberts, and G.N. Woodruff, J. Med. Chem., 1991, 34, 404.
8. b) M. Higginbottom, D.C. Horwell, and E. Roberts, Bioorg. Med. Chem. Lett., 1993, 3, 881.
9. a) M. Martín-Martínez, J.M. Bartolomé-Nebreda, I. Gómez-Monterrey, R. González-Muñiz, M.T. García-López, S. Ballaz, A. Barber, A. Fortuño, J. Del Río, and R. Herranz, J. Med. Chem., 1997, 40, 3402.
10. b) S. Ballaz, A. Barber, A. Fortuñe, J. Del Río, M. Martín-Martínez, I. Gómez-Monterrey, R. Herranz, R. González-Muñiz, and M.T. García-López, Br. J. Pharmacol., 1997, 121, 759.
11. P.D. Bailey and S.P. Hollinshead, J. Chem. Soc., Perkin Trans. 1, 1988, 739.
12. a) M.L. López-Rodriguez, M.J. Morcillo, P.J. Gil, M.L. Rosado, and M.P. Ventura, Heterocycles, 1994, 37, 1053.
13. b) M.L. López-Rodriguez, M.J. Morcillo, B. Benhamú, E. Fernández, J. Serrano, and L. Orensanz, Chem. Pharm. Bull., 1995, 43, 941.
14. c) M.L. López-Rodriguez, M.J. Morcillo, B. Benhamú, V. Pérez, and J.G. De la Campa, J. Org. Chem., 1994, 59, 1583.
15. B. Castro, J.R. Dormoy, G. Evin, and C. Selve Tetrahedron Lett., 1975, 1219.
16. a) P. Sieber, Helv. Chim. Acta, 1977, 60, 2711.
17. b) L.A. Carpino and J.H. Tsao, J. Chem. Soc., Chem. Commun., 1978, 358.
18. 5Si: C, 68.49: H, 6.21; N, 8.64. Found: C, 68.40; H, 6.33; N, 8.37. (equation presented)
19. N. De la Figuera, M. Martín-Mart́nez, R. Herranz, M.T. García-López, M. Latorre, E. Cenarruzabeitia, J. Del Río, and R. González-Muñiz, Bioorg. Med. Chem. Lett., 1998, sent for publication.
20. D. Hill, Bioorg. Med. Chem. Lett., 1993, 3, 885.