Structural And Chemical Basis For Anticancer Activity Of A Series Of β-tubulin Ligands: Molecular Modeling And 3d Qsar Studies

dc.creatorSalum L.B.
dc.creatorDias L.C.
dc.creatorAndricopulo A.D.
dc.date2009
dc.date2015-06-26T13:35:59Z
dc.date2015-11-26T15:35:44Z
dc.date2015-06-26T13:35:59Z
dc.date2015-11-26T15:35:44Z
dc.date.accessioned2018-03-28T22:44:16Z
dc.date.available2018-03-28T22:44:16Z
dc.identifier
dc.identifierJournal Of The Brazilian Chemical Society. , v. 20, n. 4, p. 693 - 703, 2009.
dc.identifier1035053
dc.identifier
dc.identifierhttp://www.scopus.com/inward/record.url?eid=2-s2.0-70349125932&partnerID=40&md5=34c67a5b1d3a76b665ef349becebfdb2
dc.identifierhttp://www.repositorio.unicamp.br/handle/REPOSIP/92395
dc.identifierhttp://repositorio.unicamp.br/jspui/handle/REPOSIP/92395
dc.identifier2-s2.0-70349125932
dc.identifier.urihttp://repositorioslatinoamericanos.uchile.cl/handle/2250/1263283
dc.descriptionAn important approach to cancer therapy is the design of small molecule modulators that interfere with microtubule dynamics through their specific binding to the β-subunit of tubulin. In the present work, comparative molecular field analysis (CoMFA) studies were conducted on a series of discodermolide analogs with antimitotic properties. Significant correlation coefficients were obtained (CoMFA(i), q2 = 0.68, r2 = 0.94; CoMFA(ii), q2 = 0.63, r2 = 0.91), indicating the good internal and external consistency of the models generated using two independent structural alignment strategies. The models were externally validated employing a test set, and the predicted values were in good agreement with the experimental results. The final QSAR models and the 3D contour maps provided important insights into the chemical and structural basis involved in the molecular recognition process of this family of discodermolide analogs, and should be useful for the design of new specific β-tubulin modulators with potent anticancer activity. ©2009 Sociedade Brasileira de Química.
dc.description20
dc.description4
dc.description693
dc.description703
dc.descriptionWittmann, T., Hyman, A., Desai, A., (2001) Nat. Cell. Biol., 3, pp. E28
dc.descriptionJordan, M.A., Wilson, L., (2004) Nat. Ver. Cancer, 4, p. 253
dc.descriptionHadfield, J.A., Ducki, S., Hirst, N., McGown, A.T., (2003) Prog. Cell Cycle Res., 5, p. 309
dc.descriptionPellegrini, F., Budman, D.R., (2005) Cancer Invest, 23, p. 264
dc.descriptionIslam, M.N., Iskander, M.N., (2004) Mini Rev. Med. Chem., 4, p. 1077
dc.descriptionSnyder, J.P., (2007) Nat. Chem. Biol., 3, p. 81
dc.descriptionSchiff, P.B., Fant, J., Horwitz, S.B., (1979) Nature, 277, p. 665
dc.descriptionRowinsky, E.K., (1997) Annu. Rev. Med., 48, p. 353
dc.descriptionJordan, M.A., Toso, R.J., Thrower, D., Wilson, L., (1993) Proc. Natl. Acad. Sci. U. S. A., 90, p. 9552
dc.descriptionOrr, G.A., Verdier-Pinard, P., McDaid, H., Horwitz, S.B., (2003) Oncogene, 22, p. 7280
dc.descriptionHe, L., Orr, G.A., Horwitz, S.B., (2001) Drug Discov. Today, 6, p. 1153
dc.descriptionBollag, D.M., McQueney, P.A., Zhu, J., Hensens, O., Koupal, L., Liesch, J., Goetz, M., Woods, C.M., (1995) Cancer Res, 55, p. 2325
dc.descriptionHung, D.T., Chen, J., Schreiber, S.L., (1996) Chem. Biol., 3, p. 287
dc.descriptionter Haar, E., Kowalski, R.J., Hamel, E., Lin, C.M., Longley, R.E., Gunasekera, S.P., Rosenkranz, H.S., Day, B.W., (1996) Biochemistry, 35, p. 243
dc.descriptionMadiraju, C., Edler, M.C., Hamel, E., Raccor, B.S., Balachandran, R., Zhu, G., Giuliano, K.A., Day, B.W., (2005) Biochemistry, 44, p. 15053
dc.descriptionDias, L.C., Lima, D.J.P., Gonçalves, C.C.S., Andricopulo, A.D., (2009) Eur. J. Org. Chem., p. 1491
dc.descriptionMínguez, J.M., Kim, S.Y., Giuliano, K.A., Balachandran, R., Madiraju, C., Day, B.W., Curran, D.P., (2003) Bioorg. Med. Chem., 11, p. 3335
dc.descriptionGuido, R.V.C., Oliva, G., Andricopulo, A.D., (2008) Curr. Med. Chem., 15, p. 37
dc.descriptionAndricopulo, A.D., Montanari, C.A., (2005) Mini-Rev. Med. Chem., 5, p. 585
dc.descriptionSalum, L.B., Polikarpov, I., Andricopulo, A.D., (2007) J. Mol. Graphics Modell., 26, p. 43
dc.descriptionCastilho, M.S., Postigo, M.P., de Paula, C.B., Montanari, C.A., Oliva, G., Andricopulo, A.D., (2006) Bioorg. Med. Chem., 14, p. 516
dc.descriptionAndrade, C.H., Salum, L.B., Pasqualoto, K.F.M., Ferreira, E.I., Andricopulo, A.D., (2008) Lett. Drug Des. Discov., 5, p. 377
dc.descriptionGuido, R.V.C., Oliva, G., Montanari, C.A., Andricopulo, A.D., (2008) J. Chem. Inf. Model., 48, p. 918
dc.descriptionSalum, L.B., Polikarpov, I., Andricopulo, A.D., (2009) J. Chem. Inf. Model., 48, p. 2243
dc.descriptionHonório, K.M., Garratt, R.C., Polikarpov, I., Andricopulo, A.D., (2007) J. Mol. Graph. Modell., 25, p. 921
dc.descriptionSalum, L.B., Dias, L.C., Andricopulo, A.D., (2009) QSAR Comb. Sci., 28, p. 325
dc.descriptionCastilho, M.S., Guido, R.V.C., Andricopulo, A.D., (2007) Lett. Drug Des. Discov., 4, p. 106
dc.descriptionManetti, F., Maccari, L., Corelli, F., Botta, M., (2005) J. Mol. Model., 11, p. 48
dc.descriptionHansch, C., Verma, R.P., (2008) Mol. Pharm., 5, p. 151
dc.descriptionManetti, F., Maccari, L., Corelli, F., Botta, M., (2004) Curr. Top. Med. Chem., 4, p. 203
dc.descriptionCunningham, S.L., Cunningham, A.R., Day, B.W., (2005) J. Mol. Model., 11, p. 48
dc.descriptionCramer, R.D., Patterson, D.E., Bunce, J.D., (1988) J. Am. Chem. Soc., 110, p. 5959
dc.descriptionBurlingame, M.A., Shaw, S.J., Sundermann, K.F., Zhang, D., Petryka, J., Mendoza, E., Liu, F., Smith A.B. III, (2004) Bioorg. Med. Chem. Lett., 14, p. 2335
dc.descriptionShaw, S.J., Sundermann, K.F., Burlingame, M.A., Myles, D.C., Freeze, B.S., Xian, M., Brouard, I., Smith A.B. III, (2005) J. Am. Chem. Soc., 127, p. 6532
dc.descriptionSmith A.B. III, Freeze, B.S., Lamarche, M.J., Hirose, T., Brouard, I., Rucker, P.V., Xian, M., Myles, D.C., (2005) Org. Lett., 7, p. 311
dc.descriptionSmith A.B. III, Freeze, B.S., Lamarche, M.J., Hirose, T., Brouard, I., Xian, M., Sundermann, K.F., Myles, D.C., (2005) Org. Lett., 7, p. 315
dc.descriptionSmith A.B. III, Xian, M., (2005) Org. Lett., 7, p. 5229
dc.descriptionMartello, L.A., LaMarche, M.J., He, L., Beauchamp, T.J., Smith, A.B., Horwitz, S.B., (2001) Chem. Biol., 8, p. 843
dc.descriptionGasteiger, J., Marsili, M., (1980) Tetrahedron, 36, p. 3219
dc.descriptionClark, M., Cramer, R.D., Van Opdenbosch, N., (1989) J. Comput. Chem., 10, p. 982
dc.descriptionVerdonk, M.L., Cole, J.C., Hartshorn, M.J., Murray, C.W., Taylor, R.D., (2003) Proteins, 52, p. 609
dc.descriptionSnyder, J.P., Nettles, J.H., Cornett, B., Downing, K.H., Nogales, E., (2001) Proc. Natl. Acad. Sci. U. S. A., 98, p. 5312
dc.descriptionNettles, J.H., Li, H., Cornett, B., Krahn, J.M., Snyder, J.P., Downing, K.H., (2004) Science, 305, p. 866
dc.descriptionGolbraikh, A., Shen, M., Xiao, Z., Xiao, Y.D., Lee, K.H., Tropsha, A., (2003) J. Comput.-Aided Mol. Des., 17, p. 241
dc.descriptionGolbraikh, A., Tropsha, A., (2002) J. Mol. Graphics Modell., 20, p. 269
dc.descriptionCramer, R.D., Patterson, D.E., Bunce, J.D., (1989) Prog. Clin. Biol. Res., 291, p. 161
dc.descriptionXia, S., Kenesky, C.S., Rucker, P.V., Smith A.B. III, Orr, G.A., Horwitz, S.B., (2006) Biochemistry, 45, p. 11762
dc.descriptionSmith A.B. III, LaMarche, M.J., Falcone-Hindley, M., (2001) Org. Lett., 3, p. 695
dc.descriptionShin, Y., Fournier, J.H., Balachandran, R., Madiraju, C., Raccor, B.S., Zhu, G., Edler, M.C., Curran, D.P., (2005) Org. Lett., 7, p. 2873
dc.languageen
dc.publisher
dc.relationJournal of the Brazilian Chemical Society
dc.rightsaberto
dc.sourceScopus
dc.titleStructural And Chemical Basis For Anticancer Activity Of A Series Of β-tubulin Ligands: Molecular Modeling And 3d Qsar Studies
dc.typeArtículos de revistas


Este ítem pertenece a la siguiente institución