Advertisement

Russian Journal of General Chemistry

, Volume 89, Issue 1, pp 122–127 | Cite as

Synthesis and Molecular Docking Studies of Novel 5-Arylideneaminouracils

Article
  • 9 Downloads

Abstract

A series of novel 5-arylideneaminouracils is synthesized from 5-aminouracil and substituted salicylaldehydes, and characterized by spectroscopic methods. DNA interactions of model molecules are explored using molecular docking simulations that reveal that these types of molecules can act as DNA groove binders.

Keywords

5-aminouracil Schiff base molecular docking DNA binding groove binder 

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. 1.
    Ferreira, L.G., Dos Santos, R. N., Oliva, G., and Andricopulo, A.D., Molecules, 2015, vol. 20, p. 13384. doi  https://doi.org/10.3390/molecules200713384 CrossRefGoogle Scholar
  2. 2.
    Sliwoski, G., Kothiwale, S., Meiler, J., and Lowe, E.W., Jr., Pharmacol Rev., 2014, vol. 66, p. 334. doi  https://doi.org/10.1124/pr.112.007336 CrossRefGoogle Scholar
  3. 3.
    Park, G.Y., Wilson, J.J., Song, Y., and Lippard, S.J., PNAS, 2012, vol. 109, p. 11987. doi  https://doi.org/10.1073/pnas.1207670109 CrossRefGoogle Scholar
  4. 4.
    Palchaudhuri, R. and Hergenrother, P.J., Curr. Opi. Biotechnol., 2007, vol. 18, p. 497. doi  https://doi.org/10.1016/j.copbio.2007.09.006 CrossRefGoogle Scholar
  5. 5.
    Terenzi, A., Lötsch, D., Schoonhoven, S. van Roller, A., Kowol, C.R., Berger, W., Kepplera, B.K., and Barone, G., Dalton Trans., 2016, vol. 45, p. 7758. doi  https://doi.org/10.1039/C6DT00648E CrossRefGoogle Scholar
  6. 6.
    Chaires, J.B., Arch. Biochem. Biophys., 2006, vol. 453, p. 26. doi  https://doi.org/10.1016/j.abb.2006.03.027 CrossRefGoogle Scholar
  7. 7.
    Suh, D. and Chaires, J.B., Bioorg. Med. Chem., 1995, vol. 3, p. 723. doi  https://doi.org/10.1016/0968-0896(95)00053-J CrossRefGoogle Scholar
  8. 8.
    Cai, X., Gray, P.J., Jr., and Von Hoff, D.D., Cancer Treat. Rev., 2009, vol. 35, p. 437. doi  https://doi.org/10.1016/j.ctrv.2009.02.004 CrossRefGoogle Scholar
  9. 9.
    Murtaza, S., Abbas, A., Iftikhar, K., Shamim, S., Akhtar, M.S., Razzaq, Z., Naseem, K., and Elgorban, A.M., Med. Chem. Res., 2016, vol. 25, p. 2860. doi  https://doi.org/10.1007/s0004 CrossRefGoogle Scholar
  10. 10.
    Kirubavathy, S.J., Velmuruga, R., Karvembu, R., Bhuvanesh, N.S.P., Enoch, I.V.M.V., Selvakumar, P.M., Premnath, D. and Chitra, S., J. Mol. Struct., 2017, vol. 1127, p. 345. doi  https://doi.org/10.1016/j.molstruc.2016.07.082 CrossRefGoogle Scholar
  11. 11.
    Hemamalini, A., Singam, E.R.A., Mudedla, S.K., Subramanian, V., and Das, T.M., New J. Chem., 2015, vol. 39, p. 4575. doi  https://doi.org/10.1039/C4NJ02221A CrossRefGoogle Scholar
  12. 12.
    Haq, I., Arch. Biochem. Biophys., 2002, vol. 403, p. 1. doi  https://doi.org/10.1016/S0003-9861(02)00202-3 CrossRefGoogle Scholar
  13. 13.
    Haq, I., Ladbery, J.H., Chowdhry, B.Z., Jenkins, T.C., and Chaires, J.B., J. Mol. Biol., 1997, vol. 271, p. 244. doi  https://doi.org/10.1006/jmbi.1997.1170 CrossRefGoogle Scholar
  14. 14.
    Frisch, M.J., Trucks, G.W., Schlegel, H.B., Scuseria, G.E., Robb, M.A., Cheeseman, J.R., Montgomery, Jr. J.A., Vreven, T., Kudin, K.N., Burant, J.C., Millam, J.M., Iyengar, S.S., Tomasi, J., Barone, V., Mennucci, B., Cossi, M., Scalmani, G., Rega, N., Petersson, G.A., Nakatsuji, H., Hada, M., Ehara, M., Toyota, K., Fukuda, R., Hasegawa, J., Ishida, M., Nakajima, T., Honda, Y., Kitao, O., Nakai, H., Klene, M., Li, X., Knox, J.E., Hratchian, H.P., Cross, J.B., Bakken, V., Adamo, C., Jaramillo, J., Gomperts, R., Stratmann, R. E., Yazyev, O., Austin, A.J., Cammi, R., Pomelli, C., Ochterski, J.W., Ayala, P.Y., Morokuma, K., Voth, G.A., Salvador, P., Dannenberg, J.J., Zakrzewski, V.G., Dapprich, S., Daniels, A.D., Strain, M.C., Farkas, O., Malick, O.D.K., Rabuck, A.D., Raghavachari, K., Foresman, J.B., Ortiz, J.V., Cui, Q., Baboul, A.G., Clifford, S., Cioslowski, J., Stefanov, B.B., Liu, G., Liashenko, A., Piskorz, P., Komaromi, I., Martin, R.L., Fox, D.J., Keith, T., Al-Laham, M.A., Peng, C.Y., Nanayakkara, A., Challacombe, M., Gill, P.M.W., Johnson, B., Chen, W., Wong, M.W.C., Gonzalez, C., and Pople, J.A., Gaussian 03, Revision C.02. Gaussian, Inc.,Wallingford CT, 2004.Google Scholar
  15. 15.
    Becke, A.D., J. Chem. Phys., 1993, vol. 98, p. 5648. doi  https://doi.org/10.1063/1.464913 CrossRefGoogle Scholar
  16. 16.
    Trott, O. and Olson, A. J., J. Comput. Chem., 2010, vol. 31, p. 455. doi  https://doi.org/10.1002/jcc.21334 Google Scholar

Copyright information

© Pleiades Publishing, Ltd. 2019

Authors and Affiliations

  1. 1.Department of ChemistryBursa Technical UniversityBursaTurkey

Personalised recommendations