Binding conformations and QSAR of CA-4 analogs as tubulin inhibitors

References

• Bacher G, Beckers T, Emig P, Klenner T, Kutscher B, Nickel B. New small-molecule tubulin inhibitors. Pure Appl Chem 2001;73:1459–64.
   Web of Science ®Google Scholar
• Jordan A, Hadfield JA, Lawrence NJ, McGown AT. Tubulin as a target for anticancer drugs: agents which interact with the mitotic spindle. Med Res Rev 1998;18:259–96.
   PubMed Web of Science ®Google Scholar
• Pettit GR, Rhodes MR. Antineoplastic agents 389. New syntheses of the combretastatin A-4 prodrug. Anticancer Drug Des 1998;13:183–91.
   PubMedGoogle Scholar
• Romagnoli R, Baraldi PG, Sarkar T, Carrion MD, Lopez-Cara C, Cruz-Lopez O, et al. Synthesis and biological evaluation of 1-methyl-2-(3′,4′,5′-trimethoxybenzoyl)-3-aminoindoles as a new class of antimitotic agents and tubulin inhibitors. J Med Chem 2008;51:1464–8.
   PubMed Web of Science ®Google Scholar
• Romagnoli R, Baraldi PG, Sarkar T, Carrion MD, Cruz-Lopez O, Lopez-Cara C, et al. Synthesis and biological evaluation of 2-(3′,4′,5′-trimethoxybenzoyl)-3-N,N-dimethylamino benzo[b]furan derivatives as inhibitors of tubulin polymerization. Bioorg Med Chem 2008;16:8419–26.
   PubMed Web of Science ®Google Scholar
• Romagnoli R, Baraldi PG, Carrion MD, Lopez-Cara C, Preti D, Fruttarolo F, et al. Synthesis and biological evaluation of 2- and 3-aminobenzo[b]thiophene derivatives as antimitotic agents and inhibitors of tubulin polymerization. J Med Chem 2007;50:2273–7.
   PubMed Web of Science ®Google Scholar
• Liao SY, Chen JC, Qian L, Shen Y, Zheng KC. QSAR studies and molecular design of phenanthrene-based tylophorine derivatives with anticancer activity. QSAR Comb Sci 2008;27:280–8.
   Google Scholar
• Liao SY, Xu LC, Qian L, Zheng KC. QSAR and action mechanism of troxacitabine prodrugs with antitumor activity. J Theor Comput Chem 2007;6:947–58.
   Web of Science ®Google Scholar
• Liao SY, Chen JC, Qian L, Shen Y, Zheng KC. QSAR, action mechanism and molecular design of flavone and isoflavone derivatives with cytotoxicity against HeLa. Eur J Med Chem 2008;43:2159–70.
   PubMed Web of Science ®Google Scholar
• Liao SY, Qian L, Lu HL, Shen Y, Zheng KC. A combined 2D- and 3D-QSAR study on analogues of ARC-111 with antitumor activity. QSAR Comb Sci 2008;27:740–9.
   Google Scholar
• Liao SY, Qian L, Chen JC, Lu HL, Zheng KC. 2D and 3D-QSAR studies on antiproliferative thiazolidine analogs. Int J Quantum Chem 2008;108:1380–90.
   Web of Science ®Google Scholar
• Liao SY, Qian L, Chen JC, Shen Y, Zheng KC. 2D/3D-QSAR study on analogues of 2-methoxyestradiol with anticancer activity. J Theor Comput Chem 2008;7:287–301.
   Web of Science ®Google Scholar
• Liao SY, Qian L, Miao TF, Lu HL, Zheng KC. Theoretical studies on QSAR and mechanism of 2-indolinone derivatives as tubulin inhibitors. Int J Quantum Chem 2009;109:999–1008.
   Web of Science ®Google Scholar
• Liao SY, Qian L, Miao TF, Lu HL, Zheng KC. CoMFA and docking studies of 2-phenylindole derivatives with anticancer activity. Eur J Med Chem 2009;44:2822–7.
   PubMed Web of Science ®Google Scholar
• Farce A, Loge C, Gallet S, Lebegue N, Carato P, Chavatte P, et al. Docking study of ligands into the colchicine binding site of tubulin. J Enzyme Inhib Med Chem 2004;19:541–7.
   PubMed Web of Science ®Google Scholar
• SYBYL 6.9 [CP]. St. Louis: Tripos Associates, Inc., 2001.
   Google Scholar
• Cho SJ, Tropsha A. Cross-validated R2-guided region selection for comparative molecular field analysis: a simple method to achieve consistent results. J Med Chem 1995;38:1060–6.
   PubMed Web of Science ®Google Scholar
• Cramer RD III, Patterson DE, Bunce JD. Comparative molecular field analysis (CoMFA). 1. Effect of shape on binding of steroids to carrier proteins. J Am Chem Soc 1988;110:5959–67.
   PubMed Web of Science ®Google Scholar
• Bush BL, Nachbar RB Jr. Sample-distance partial least squares: PLS optimized for many variables, with application to CoMFA. J Comput Aided Mol Des 1993;7:587–619.
   PubMed Web of Science ®Google Scholar
• Tetko IV, Tanchuk VY, Villa AE. Prediction of n-octanol/water partition coefficients from PHYSPROP database using artificial neural networks and E-state indices. J Chem Inf Comput Sci 2001;41: 1407–21.
   PubMedGoogle Scholar
• Roy DR, Sarkar U, Chattaraj PK, Mitra A, Padmanabhan J, Parthasarathi R, et al. Analyzing toxicity through electrophilicity. Mol Divers 2006;10:119–31.
   PubMed Web of Science ®Google Scholar
• Romagnoli R, Baraldi PG, Remusat V, Carrion MD, Cara CL, Preti D, et al. Synthesis and biological evaluation of 2-(3′,4′,5′-trimethoxybenzoyl)-3-amino 5-aryl thiophenes as a new class of tubulin inhibitors. J Med Chem 2006;49:6425–8.
   PubMed Web of Science ®Google Scholar
• Roy PP, Roy K. On some aspects of variable selection for partial least squares regression models. QSAR Comb Sci 2008;27:302–13.
   Google Scholar
• Golbraikh A, Tropsha A. Beware of q2! J Mol Graphics Mod 2002;20:269–76.
   PubMed Web of Science ®Google Scholar
• Roy K, Roy PP. Comparative chemometric modeling of cytochrome 3A4 inhibitory activity of structurally diverse compounds using stepwise MLR, FA-MLR, PLS, GFA, G/PLS and ANN techniques. Eur J Med Chem 2009;44:2913–22.
   PubMed Web of Science ®Google Scholar
• Roy PP, Paul S, Mitra I, Roy K. On two novel parameters for validation of predictive QSAR models. Molecules 2009;141660–701.
   Web of Science ®Google Scholar