Artículo
Tasso, S.M.; Bruno-Blanch, L.E.; Estiú, G.L. "Pharmacophore model for antiepileptic drugs acting on sodium channels" (2001) Journal of Molecular Modeling. 7(7):231-239
Estamos trabajando para incorporar este artículo al repositorio
Consulte la política de Acceso Abierto del editor
Abstract:
Fifteen antiepileptic drugs (AED), active against the maximal electroshock seizure test and able to block the neuronal voltage-dependent sodium channel, have been studied by means of a similarity analysis. Structural and electronic, quantum chemically derived characteristics are compared. Rigid analogs are included, because of the flexibility of some structures, in order to discern the conformational requirements associated with these ligands in the moment of the interaction. An inactive compound (ethosuximide) helps in the definition of the structural factors that are important for the activity. We propose a pharmacophore model that, giving an interpretation of the biological activity, allows the design of new AED with a well-defined mechanism of interaction.
Registro:
| Documento: | Artículo |
| Título: | Pharmacophore model for antiepileptic drugs acting on sodium channels |
| Autor: | Tasso, S.M.; Bruno-Blanch, L.E.; Estiú, G.L. |
| Filiación: | Química Medicinal, Departamento de Ciencias Biologicas, Facultad de Ciencias Exactas, CC 243, 1900 La Plata, Argentina CEQUINOR, Depto. de Ciencias Quimica, Universidad Nacional de La Plata, CC 962, 1900 La Plata, Argentina DQIAyFQ, Fac. de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pb 2, Buenos Aires, Argentina |
| Palabras clave: | Antiepileptic; Pharmacophore; Quantum chemical molecular design; Rational drug design; Sodium channel; anticonvulsive agent; carbamazepine; dezinamide; ethosuximide; felbamate; gabapentin; lamotrigine; oxcarbazepine; phenytoin; ralitoline; remacemide; rufinamide; sodium channel; sodium channel blocking agent; topiramate; valproic acid; vinpocetine; zonisamide; anticonvulsant activity; article; chemical interaction; computer model; conformation; controlled study; drug mechanism; drug potency; drug structure; electric shock; nerve block; pharmacophore; priority journal; quantitative structure activity relation; quantum chemistry; seizure |
| Año: | 2001 |
| Volumen: | 7 |
| Número: | 7 |
| Página de inicio: | 231 |
| Página de fin: | 239 |
| DOI: | http://dx.doi.org/10.1007/S008940100033 |
| Título revista: | Journal of Molecular Modeling |
| Título revista abreviado: | J. Mol. Model. |
| ISSN: | 16102940 |
| CODEN: | JMMOF |
| CAS: | carbamazepine, 298-46-4, 8047-84-5; dezinamide, 91077-32-6; ethosuximide, 77-67-8; felbamate, 25451-15-4; gabapentin, 60142-96-3; lamotrigine, 84057-84-1; oxcarbazepine, 28721-07-5; phenytoin, 57-41-0, 630-93-3; ralitoline, 93738-40-0; remacemide, 111686-79-4; rufinamide, 106308-44-5; topiramate, 97240-79-4; valproic acid, 1069-66-5, 99-66-1; vinpocetine, 42971-09-5; zonisamide, 68291-97-4 |
| Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_16102940_v7_n7_p231_Tasso |
Referencias:
- Bazil, C.W., Pedley, T.A., (1998) Annu. Rev. Med., 49, p. 135
- Balbes, L.M., Mascarella, S.W., Boyd, D.B., (1994) Reviews in Computational Chemistry, p. 337. , Lipkowitz KB, Boyd DB (eds) VCH, New York
- Leach, J.P., (1997) CNS Drugs, 8 (5), p. 366
- Taylor, C.P., (1999) Jasper's Basic Mechanisms of the Epilepsies, pp. 1011-1026. , Delgado-Escueta AV, Wilson WA, Olsen RW, Porter RJ (eds) 3rd edn: advances in neurology. Lippincott Williams & Wilkins, Philadelphia, Pa
- Unverferth, K., Engel, J., Hofgem, N., Rostock, A., Gunther, R., Lankau, H., Menzer, M., Hofmann, H., (1998) J. Med. Chem., 41, p. 63
- Ragsdale, D.S., Avoli, M., (1998) Brain Res. Rev., 26, p. 16
- Delorenzo, R.J., (1995) Antiepileptic Drugs, p. 271. , Levy R, Mattson R, Meldrum B (eds) 4th edn. Raven Press, New York
- Meldrum, B.S., (1996) Epilepsia, 37 (6), p. 4
- Loscher, W., Schmidt, D., (1994) Epilepsy Res., 17, p. 95
- Rogawski, M.A., Porter, R., (1990) J. Pharm. Rev., 42 (3), p. 223
- MacDonald, R.L., (1995) Antiepileptic Drugs, p. 491. , Levy R, Mattson R, Meldrum B (eds) 4th edn. Raven Press, New York
- Shank, R.P., Gardocki, J.F., Vaught, J.L., (1994) Epilepsia, 35, p. 450
- Wilder, B.J., (1995) Neurology, 45 (2), p. 7
- Bialer, M., Johannessen, S.I., Kupferberg, H.J., Levy, R.H., Loiseau, P., Perucca, E., (1996) Epilepsy Res., 25, p. 299
- Leach, M.J., Lees, G., Riddall, D.R., (1995) Antiepileptic Drugs, p. 861. , Levy R, Mattson R, Meldrum B (eds) 4th edn. Raven Press, New York
- Maryanoff, B.E., Costanzo, M.J., Nortey, S.O., Greco, M.N., Shank, R.P., Schupsky, J.J., Ortegon, M.P., Vaught, J.L., (1998) J. Med. Chem., 41, p. 1315
- Gladding, G.D., Kupferberg, H.J., Swinyard, E.A., (1985) Handbook of Experimental Pharmacology, pp. 341-347. , Frey H, Janz D (eds) Springer, Berlin
- Porter, R.J., Cereghino, J.J., Gladding, G.D., Hessie, B.J., Kupferberg, H.J., Scoville, B., White, B.G., (1984) Clev. Clin. Q, 51, p. 293
- Tasso, S.M., Bruno-Blanch, L., Esti, G.L., (1997) Int. J. Quant. Chem., 65, p. 1107
- Brown, M.L., Zha, C.C., Van Dyke, C.C., Brown, G.B., Brouillette, W.J., (1999) J. Med. Chem., 42, p. 1537
- Tasso, S., Bruno-Blanch, L., Moon, S., Esti, G., (2000) J. Mol. Struct. (Theochem), 504, p. 229
- Molnar, P., Erdo, S.L., (1995) Eur. J. Pharmacol., 273, p. 303
- Fariello, R.G., Varasi, M., Smith, M.C., (1995) Antiepileptic Drugs, p. 581. , Levy R, Mattson R, Meldrum B (eds) 4th edn. Raven Press, New York
- Taylor, C.P., (1995) Antiepileptic Drugs, p. 829. , Levy R, Mattson R, Meldrum B (eds) 4th edn. Raven Press, New York
- Dam, M., Ostergaard, L.H., (1995) Antiepileptic Drugs, p. 987. , Levy R, Mattson R, Meldrum B (eds) 4th edn. Raven Press, New York
- Gram, L., (1989) Antiepileptic Drugs, pp. 947-953. , Levy R, Mattson R, Meldrum B, Penry JK, Dreifuss FE (eds) 3rd edn. Raven Press, New York
- Willow, M., Catterall, W.A., (1982) Mol. Pharmacol., 22, p. 627
- Willow, M., Kuenzel, E.A., Catterall, W.A., (1984) Mol. Pharmacol., 25, p. 228
- Chen, A., Weston, J.K., Bratton, A.C., (1963) Epilepsia, 4, p. 66
- Ferrendelli, J.A., Holland, K.D., (1989) Antiepileptic Drugs, pp. 653-661. , Levy R, Mattson R, Meldrum B, Penry JK, Dreifuss FE (eds) 3rd edn. Raven Press, New York
- Stewart, J.J.P., Seiler, F.J., Mopac, version 7.0 (1994), Research Laboratory, United States Air Force Academy, Co; (1997), Spartan Wavefunction, Irvine, Calif; Frisch, M.J., Trucks, G.W., Schlegel, H.B., Scuseria, G.E., Robb, M.A., Cheeseman, J.R., Zakrzewski, V.G., Pople, J.A., Pa (1998) Gaussian 98, , Gaussian, Pittsburgh
Citas:
---------- APA ----------
Tasso, S.M., Bruno-Blanch, L.E. & Estiú, G.L. (2001) . Pharmacophore model for antiepileptic drugs acting on sodium channels. Journal of Molecular Modeling, 7(7), 231-239.http://dx.doi.org/10.1007/S008940100033
---------- CHICAGO ----------
Tasso, S.M., Bruno-Blanch, L.E., Estiú, G.L. "Pharmacophore model for antiepileptic drugs acting on sodium channels" . Journal of Molecular Modeling 7, no. 7 (2001) : 231-239.http://dx.doi.org/10.1007/S008940100033
---------- MLA ----------
Tasso, S.M., Bruno-Blanch, L.E., Estiú, G.L. "Pharmacophore model for antiepileptic drugs acting on sodium channels" . Journal of Molecular Modeling, vol. 7, no. 7, 2001, pp. 231-239.http://dx.doi.org/10.1007/S008940100033
---------- VANCOUVER ----------
Tasso, S.M., Bruno-Blanch, L.E., Estiú, G.L. Pharmacophore model for antiepileptic drugs acting on sodium channels. J. Mol. Model. 2001;7(7):231-239.http://dx.doi.org/10.1007/S008940100033
