Solid-phase synthesis of new Trp(Nps)-containing dipeptide derivatives as TRPV1 channel blockers(134 visite) Pérez de Vega MJ, García-López MT, Zaccaro L, Royo M, Albericio F, Fernández-Carvajal A, Ferrer-Montiel A, González-Muñiz R
*** IBB - CNR *** Instituto de Química Médica, CSIC, Juan de la Cierva, 3, 28006 Madrid, Spain Combinatorial Chemistry Unit, Barcelona Science Park, University of Barcelona, Barcelona 08028, Spain Institute for Research in Biomedicine, Barcelona Science Park, University of Barcelona, Barcelona 08028, Spain CIBER-BBN, Networking Centre on Bioengineering Biomaterials and Nanomedicine, Barcelona 08028, Spain Department of Organic Chemistry, University of Barcelona, Barcelona 08028, Spain IBMC-UMH, Ed. Torregaitán, Av. de la Universidad s/n, 03202 Elche, Spain Instituto de Qu mica M dica, CSIC, Juan de la Cierva, 3, 28006 Madrid, Spain
Riferimenti:
Levine, J.D., Alessandri-Haber, N., TRP channels: Targets for the relief of pain (2007) Biochim. Biophys. Acta, 1772, pp. 989-100
Planells-Cases, R., Garcìa-Sanz, N., Morenilla-Palao, C., Ferrer-Montiel, A., Functional aspects and mechanisms of TRPV1 involvement in neurogenic inflammation that leads to thermal hyperalgesia (2005) Pflugers Arch., 451, pp. 151-159
Gunthorpe, M.J., Chizh, B.A., Clinical development of TRPV1 antagonists: Targeting a pivotal point in the pain pathway (2009) Drug Discov. Today, 14, pp. 56-67
Patapoutian, A., Tate, S., Woolf, C.J., Transient receptor potential channels: Targeting pain at the source (2009) Nat. Rev. Drug Discov., 8, pp. 55-68
García-Martínez, C., Morenilla-Palao, C., Planells-Cases, R., Merino, J.M., Ferrer-Montiel, A., Identification of an aspartic residue in the P-loop of the vanilloid receptor that modulates pore properties (2000) J. Biol. Chem., 275, pp. 32552-32558
García-López, M.T., Herranz, R., González-Muñiz, R., Naranjo, J.R., De Ceballos, M., Del Río, J., Antinociceptive effects in rodents of the dipeptide Lys-Trp(Nps) and related compounds (1986) Peptides, 7, pp. 39-43
Bonache, M.A., García-Martínez, C., García De Diego, L., Carreno, C., Pérez De Vega, M.J., García-López, M.T., Ferrer-Montiel, A., González-Muñiz, R., Old molecule for new receptors: Trp(Nps) dipeptide derivatives as vanilloid TRPV1 channel blockers (2006) ChemMedChem, 1, pp. 429-438
Szardenings, A.K., Burtoth, T.S., Look, G.C., Campbell, D.A.A., Reductive alkylation procedure applicable to both solution- and solid-phase syntheses of secondary amines (1996) J. Org. Chem., 61, pp. 6720-6722
Shey, J.-Y., Sun, C.-M., Soluble polymer supported synthesis of N,N-di(Boc)-protected guanidines (1998) Synlett, pp. 1423-1425
Del Fresno, M., El-Faham, A., Carpino, L.A., Royo, M., Albericio, F., Substituted guanidines: Introducing diversity in combinatorial chemistry (2000) Org. Lett., 2, pp. 3539-3542
Farrera-Sinfreu, J., Royo, M., Albericio, F., Undesired removal of the Fmoc group by the free ε-amino function of a lysine residue (2002) Tetrahedron Lett., 43, pp. 7813-7815
Levine, J. D., Alessandri-Haber, N., TRP channels: Targets for the relief of pain (2007) Biochim. Biophys. Acta, 1772, pp. 989-100
Gunthorpe, M. J., Chizh, B. A., Clinical development of TRPV1 antagonists: Targeting a pivotal point in the pain pathway (2009) Drug Discov. Today, 14, pp. 56-67
Garc a-Mart nez, C., Morenilla-Palao, C., Planells-Cases, R., Merino, J. M., Ferrer-Montiel, A., Identification of an aspartic residue in the P-loop of the vanilloid receptor that modulates pore properties (2000) J. Biol. Chem., 275, pp. 32552-32558
Garc a-L pez, M. T., Herranz, R., Gonz lez-Mu iz, R., Naranjo, J. R., De Ceballos, M., Del R o, J., Antinociceptive effects in rodents of the dipeptide Lys-Trp (Nps) and related compounds (1986) Peptides, 7, pp. 39-43
Bonache, M. A., Garc a-Mart nez, C., Garc a De Diego, L., Carreno, C., P rez De Vega, M. J., Garc a-L pez, M. T., Ferrer-Montiel, A., Gonz lez-Mu iz, R., Old molecule for new receptors: Trp (Nps) dipeptide derivatives as vanilloid TRPV1 channel blockers (2006) ChemMedChem, 1, pp. 429-438
Szardenings, A. K., Burtoth, T. S., Look, G. C., Campbell, D. A. A., Reductive alkylation procedure applicable to both solution- and solid-phase syntheses of secondary amines (1996) J. Org. Chem., 61, pp. 6720-6722
Shey, J. -Y., Sun, C. -M., Soluble polymer supported synthesis of N, N-di (Boc) -protected guanidines (1998) Synlett, pp. 1423-1425
Trp(Nps)-Lys-NH(2) derivatives, bearing alkyl or guanidine groups either at the N-terminus or on the Lys side-chain or at both positions were conveniently prepared on solid-phase and evaluated as TRPV1 channel antagonists.
Ntziachristos V, Cuénod CA, Fournier L, Balvay D, Pradel C, Siauve N, Clement O, Jouannot E, Lucidarme O, Vecchio SD, Salvatore M, Law B, Tung C-H, Jain RK, Fukumura D, Munn LL, Brown EB, Schellenberger E, Montet X, Weissleder R, Clerck ND, Postnov A * Tumor Imaging(130 visite) Textbook Of In Vivo Imaging In Vertebrates (ISSN: 9780-4700), 2007 Jul 16; 1: 277-309. Impact Factor:1.148 DettagliEsporta in BibTeXEsporta in EndNote
93 Records (89 escludendo Abstract e Conferenze). Impact factor totale: 309.462 (291.867 escludendo Abstract e Conferenze). Impact factor a 5 anni totale: 320.05 (302.242 escludendo Abstract e Conferenze).
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