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Russian Journal of General Chemistry

, Volume 88, Issue 4, pp 804–811 | Cite as

Synthesis, Molecular Docking, Analgesic, and Anti-Inflammatory Activities of New 1,2,4-Oxadiazolo-Sulfonamides

  • M. Vijaya Bhargavi
  • P. Shashikala
  • M. Sumakanth
  • C. Krishna
Article
  • 8 Downloads

Abstract

In the present study novel 1,2,4-oxadiazolo sulfonamides 3a–3o are synthesized by an efficient method based on the reaction of 1,2,4-oxadiazole amines with aryl sulfonyl chlorides. Structures of the synthesized compounds are confirmed by IR, NMR and Mass spectra. Molecular interactions of the obtained compounds are studied by Discovery Studio v3.5, molecular docking with COX-2 enzyme. The compounds with high LibDock score are screened for their in vivo analgesic and anti inflammatory activities. The compound 3l demonstrates the highest activity.

Keywords

1,2,4-oxadiazole sulfonamide molecular docking analgesic anti inflammatory activity 

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Notes

Acknowledgments

Authors express their thanks to Head-Department of University College of Technology, Osmania University and management of RBVRR Women’s College of Pharmacy for their constant support and providing necessary facilities.

References

  1. 1.
    Bezerra, N.M., De Oliveira, S.P., Srivastava, R.M., and Da Silva, J.R., II Farmaco, 2005, vol. 60(11), p. 955. doi 10.1016/j.farmac.2005.08.003CrossRefGoogle Scholar
  2. 2.
    Lu, X., Zhang, H., Li, X., Chen, G., Li, Q.S., Luo, Y., Ruan, B.F., Chen, X.W., and Zhu, H.L., Bioorg. Med. Chem., 2011, vol. 19, p. 6827. doi 10.1016/j.bmc.2011.09.034CrossRefGoogle Scholar
  3. 3.
    Luo, Y., Qiu, K.M., Lu, X., Liu, K., Fu, J., and Zhu, H.L., Bioorg. Med. Chem., 2011, vol. 19, p. 4730. doi 10.1016/j.bmc.2011.06.088CrossRefGoogle Scholar
  4. 4.
    Chandak, N., Bhardwaj, J.K., Sharma, R.K., and Sharma, P.K., Eur. J. Med. Chem., 2013, vol. 59, p. 2038. doi 10.1016/j.ejmech.2012.11.015CrossRefGoogle Scholar
  5. 5.
    Kamal, A., Swapna, P., Shetti, R.V., Shaik, A.B., Narasimha Rao, M.P., and Gupta, S., Eur. J. Med. Chem., 2013, vol. 62, p. 661. doi 10.1016/j.ejmech.2013.01.034CrossRefGoogle Scholar
  6. 6.
    Akurathi, V., Dubois, L., Lieuwes, N.G., Chitneni, S.K., Cleynhens, B.J., Vullo, D., Supuran, C.T., Verbruggen, A.M., Lambin, P., and Bormans, G.M., Nucl. Med. Biol., 2010, vol. 37, p. 557. doi 10.1016/j.nucmedbio.2010.02.006CrossRefGoogle Scholar
  7. 7.
    Andrighetti-Fröhner, C.R., de Oliveira, K.N., Gaspar-Silva, D., Pacheco, L.K., Joussef, A.C., Steindel, M., Simões, C.M.O., de Souza, A.M.T., Magalhaes, U.O., Afonso, I.F., Rodrigues, C.R., Nunes, R.J., and Castro, H.C., Eur. J. Med. Chem., 2009, vol. 44, p. 755. doi 10.1016/j.ejmech.2008.04.016CrossRefGoogle Scholar
  8. 8.
    Gadad, A.K., Mahajanshetti, C.S., Nimbalkar, S., and Raichurkar, A. Eur. J. Med. Chem., 2000, vol. 35, p. 853. doi 10.1016/S0223-5234(00)00166-5CrossRefGoogle Scholar
  9. 9.
    Azab, M., Youssef, M., and El-Bordany, E., Molecules, 2013, vol. 18, p. 832. doi 10.3390/molecules18010832CrossRefGoogle Scholar
  10. 10.
    Ezabadi, I.R., Camoutsis, C., Zoumpoulakis, P., Geronikaki, A., Soković, M., Glamočilija, J., and Ćirić, A., Bioorg. Med. Chem., 2008, vol. 16, p. 1150. doi 10.1016/j.bmc.2007.10.082CrossRefGoogle Scholar
  11. 11.
    Ghorab, M.M., Ragab, F.A., Heiba, H.I., Arafa, R.K., and El-Hossary, E.M., Eur. J. Med. Chem., 2010, vol. 45, p. 3677. doi 10.1016/j.ejmech.2010.05.014CrossRefGoogle Scholar
  12. 12.
    Ghorab, M.M., Ragab, F.A., and Hamed, M.M., Eur. J. Med. Chem., 2009, vol. 44, p. 4211. doi 10.1016/j.ejmech.2009.05.017CrossRefGoogle Scholar
  13. 13.
    Bano, S., Javed, K., Ahmad, S., Rathish, I.G., Singh, S., and Alam, M.S., Eur. J. Med. Chem., 2011, vol. 46, p. 5763. doi 10.1016/j.ejmech.2011.08.015CrossRefGoogle Scholar
  14. 14.
    Sondhi, S.M., Johar, M., Singhal, N., Dastidar, S.G., Shukla, R., and Raghubir, R., Monatsh. Chem., 2000, vol. 131, p. 511. doi 10.1007/s007060050CrossRefGoogle Scholar
  15. 15.
    El-Araby, M., Omar, A., Hassanein, H.H., El-Helby, A.G.H., and Abdel-Rahman, A.A., Molecules, 2012, vol. 17, p. 12262. doi 10.3390/molecules171012262CrossRefGoogle Scholar
  16. 16.
    Nanthakumar, R., Muthumani, P., and Girija, K., Arab. J. Chem., 2011, vol. 7, no. 6, p. 1049. doi j.arabjc.2010.12.035CrossRefGoogle Scholar
  17. 17.
    Zoumpoulakis, P., Camoutsis, C., Pairas, G., Soković, M., Glamočlija, J., Potamitis, C., and Pitsas, A., Bioorg. Med. Chem., 2012, vol. 20, p. 1569. doi 10.1016/j.bmc.2011.12.031CrossRefGoogle Scholar
  18. 18.
    Chen, Z., Xu, W., Liu, K., Yang, S., Fan, H., Bhadury, P.S., Huang, D.Y., and Zhang, Y., Molecules, 2010, vol. 15, p. 9046. doi 10.3390/molecules15129046CrossRefGoogle Scholar
  19. 19.
    (a) Bezerra, N.M.M., De Oliveira, S.P., Srivastava, R.M., and Da Silva, J.R.D.G., J. Med. Chem., 2008, vol. 51, p. 4392.CrossRefGoogle Scholar
  20. (b).
    Weidner-Wells, M.A., Henninger, T.C., Fraga-Spano, S.A., Boggs, C.M., Matheis, M., Ritchie, D.M., Argentieri, D.C., Wachter, M.P., and Hlasta, D., J. Bioorg. Med. Chem. Lett., 2004, vol. 14, p. 430. doi 10.1039/B908937CGoogle Scholar
  21. 20.
    Eddy, N.B. and Leimbach, D.J., J. Pharm. Exp. Ther., 1953, vol. 107, p. 385.Google Scholar
  22. 21.
    Winter, C.A., Risley, E.A., and Nuss, G.W., Proc. Soc. Exp. Biol., 1962, vol. 111, p. 544. doi 10.3181/00379727-111-27849CrossRefGoogle Scholar

Copyright information

© Pleiades Publishing, Ltd. 2018

Authors and Affiliations

  • M. Vijaya Bhargavi
    • 1
    • 2
  • P. Shashikala
    • 1
  • M. Sumakanth
    • 2
  • C. Krishna
    • 3
  1. 1.Department of Pharmacy, Faculty of TechnologyOsmania UniversityHyderabadIndia
  2. 2.RBVRR Women’s College of PharmacyOsmania UniversityHyderabadIndia
  3. 3.Department of ChemistryOsmania UniversityHyderabadIndia

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