Quantitative Structure-Activity Relationship Study on Some Azidopyridinyl Neonicotinoid Insecticides for Their Selective Affinity Towards the Drosophila Nicotinic Receptor Over Mammalian a4ß2 Receptor Using Electrotopological State Atom Index

References

• Mencke, N., and Jeschke, P. (2002). Therapy and Prevention of parasitic insects in veterinary medicine using imidacloprid. Curr. Top. Med. Chem., 7, 701–715.
   Google Scholar
• Tomizawa, M., and Casida, J. E. (2003). Selective toxicity of neonicotinoids attributable to specificity of insects and Mammalian nicotinic receptors. Annu. Rev. Entomol., 48, 339–364.
   PubMed Web of Science ®Google Scholar
• Matsuda, K., Buckingham, S. D., Kleier, D., Rauh, J. J., Grauso, M., and Sattelle, D. B. (2001). Neonicotinoids: Insecticides acting on insect nicotinic acetylcholine receptors. Trends Pharmacol. Sci., 11, 573–580.
   Google Scholar
• Tomizawa, M., and Casida, J. E. (2000). Imidacloprid, thiacloprid, and their imine derivative up-regulate the α4β2 nicotinic acetylecholine receptor in M10 cells. Toxicol. Appl. Pharmacol., 169, 114–120.
   PubMed Web of Science ®Google Scholar
• Quistad, G. B., Zhang, N., Sparks, S. E., and Casida, J. E. (2000). Phosphoacetylcholinesterase: Toxicity of phosphorus oxychloride to mammals and insects that can be attributed to selective phosphorylation of acetylcholinesterase by phosphorodichloridic acid. Chem. Res. Toxicol., 13, 652–657.
   PubMed Web of Science ®Google Scholar
• Yamamoto, I., Tomizawa, M., Saito, T., Miyamoto, T., Walcott, E. C., and Sumikawa, K. (1998). Structural factors contributing to insecticides and selective actions of neonicotinoids. Arch. Insect Biochem. Physiol., 37,24-32.
   Web of Science ®Google Scholar
• Zhang, N., Tomizawa, M., and Casida, J. E. (2002). Structural features of azidopyridinyl neonicotinoid probes conferring high affinity and selectivity for Mammalian α4β2 and Drosophilanicotinic receptors. J. Med. Chem., 45, 2832–2840.
   PubMed Web of Science ®Google Scholar
• Purkayastha, S. K., Jha, T., Pal, D. K., and De, A. U. (1993). Possible antineoplastic agents part XIII-synthesis, biological evaluation and QSAR studies of some 1-(substituted benzenesulphonyl)-5-oxopyrrolidine-2-carboxylic acid derivatives. Anticancer Drug Des., 8,95-100.
   Google Scholar
• Srikanth, K., Kumar, C. A., Goswami, D., De, A. U., and Jha, T. (2001). Quantitative structure activity relationship (QSAR) studies of some substituted benzenesulphonyl glutamines as tumor suppressors. Ind. J. Biochem.Biophys., 38, 120–123.
   PubMed Web of Science ®Google Scholar
• Srikanth, K., Debnath, B., and Jha, T. (2002). Synthesis, biological evaluation and QSAR study on antitumor activity of 1,5-N, N -distubuted-2-(substituted benzenesulphonyl) glutamamides. Bioorg. Med. Chem., 10, 1841–1854.
   PubMed Web of Science ®Google Scholar
• Srikanth, K., Debnath, B., and Jha, T. (2002). QSAR study on adenosine kinase inhibition of pyrrolo [2,3-d] pyrimidine nucleoside analogs using Hansch approach. Bioorg. Med. Chem. Lett., 12, 899–902.
   PubMed Web of Science ®Google Scholar
• Srikanth, K., Kumar, C. A., Ghosh, B., and Jha, T. (2002). Synthesis, screening and quantitative structure-activity relationship (QSAR) study on some glutamine analogues for possible anti-cancer activity. Bioorg. Med. Chem., 10, 2119–2131.
   PubMed Web of Science ®Google Scholar
• Debnath, B., Srikanth, K., Banarjee, S., and Jha, T. (2002). 1,5-N, N -Distubuted-2-(substituted benzenesulphonyl) glutamamides as antitumor agents. Part 2. Synthesis, biological activity and QSAR study. (Published on-line.) J. Mol. Des., 1, 488–502, http://www.biochempress.com.
   Google Scholar
• Debnath, B., Vishnoi, S. P., Sa, B., and Jha, T. (2003). QSAR study on some dihydrofolate reductase inhibitors. (Published on-line.) J. Mol. Des., 2, 128–136. http://www. biochempress.com.
   Google Scholar
• Debnath, B., Samanta, S., Roy, K., and Jha, T. (2003). QSAR study on some p-arylthio cinnamides as antagonists of biochemical ICAM-1/LFA-1 interaction and ICAM-1/JY-8 cell adhesion in relation to anti-inflammatory activity. Bioorg. Med. Chem., 11, 1615–1619.
   PubMed Web of Science ®Google Scholar
• Hall, L. H., Mohney, B., and Kier, L. B. (1991). The electro-topological state: An atom index for QSAR. Quant. Struct. Act. Relat., 10,43–51.
   Google Scholar
• de Gregorio, C., Kier, L. B., and Hall, L. H. (1998). QSAR modeling with the electrotopological state indices: corticosteroids. J. Comput. Aided. Mol. Des., 12, 557–561.
   PubMed Web of Science ®Google Scholar
• Rose, K., Hall, L. H., and Kier, L, B. (2002). Modeling blood-brain barrier partitioning using the electrotopological state. J. Chem. Inf. Comput. Sci., 42, 651–666.
   PubMedGoogle Scholar
• Roy, K., De, A. U., and Sengupta, C. (2002). QSAR with electrotopological state atom index: Human factor Xa inhibitor N2-aroylanthranilamides. Drug Des. Discov., 18,33–43.
   PubMedGoogle Scholar
• Roy, K., Pal, D. K., and Sengupta, C. (2001). QSAR of anti-neoplastics V: Exploration of receptor interaction sites of antitumor N-(7-indolyl) benzenesulfonamides targeting GI phase using electrotopological state atom index. Drug Des. Discov., 17, 207–218.
   PubMedGoogle Scholar
• Roy, K., Pal, D. K., and Sengupta, C. (2000). Hansch analysis of antimalarial cyclic peroxy ketals with physicochemical and electrotopological parameters. Drug Des. Discov., 17, 183–190.
   PubMedGoogle Scholar
• Snedecor, G. W., and Cochran, W. G. (1967). Statistical Methods. New Delhi: Oxford & IBH Publishing, pp. 381–416.
   Google Scholar
• Darper, N. R., and Smith, H. (1981). Applied Regression Analysis. New York: Join Wiley & Sons, pp. 294–307.
   Google Scholar
• Lien, E. J. (1975). Quantitative correlations using multiple regression and substituent constant. In Drug Design, edited by E. J. V. Ariens, New York: Academic Press, pp. 84–94.
   Google Scholar
• Siddiqui, A. Q., McGuigan, C., Ballatore, C., Zuccotto, F., Gilbert, I. H., De Clercq, E., and Balzarini, J. (1999). Design and synthesis of lipophilic phosphoramidate d4T-MP prodrugs expressing high potency against HIV in cell culture: Structural determinants for in vitro activity and QSAR. J. Med. Chem., 42, 4122–4128.
   PubMed Web of Science ®Google Scholar
• Agrawal, V. K., and Khadikar, P.V. (2001). QSAR studies on acylated histamine derivatives. Bioorg. Med. Chem., 9, 2787–2792.
   PubMed Web of Science ®Google Scholar