Abstract
The synthesis and antibacterial activity of some new benzo[5,6]chromeno[2,3-d]pyrimidine derivatives are described. The title compounds were obtained by the reaction of 1H-benzo[f]chromenes with aliphatic and aromatic amines. The structures of all newly synthesized compounds were confirmed by IR, 1HNMR, 13C NMR, and NOESY experiments. The compounds exhibited potent antibacterial activity against gram-positive and gram-negative bacterial species. 10-Methyl-12-(4-hydroxyphenyl)-10,12-dihydro-11H-benzo[5,6]chromeno[2,3-d] pyrimidin-11-imine displayed greater antibacterial activity against gramnegative bacterial species than did ciprofloxacinandamoxicillin.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
Eid, F.A., Abd El-Waheb, A.H.F., El-Hag Ali, G.A.M., and Khafagy, M.M., Acta Pharm., 2004, vol. 54, pp. 13–26.
Abd El-Wahab, A.H.F., Acta Pharm., 2002, vol. 52, pp. 269–280.
Chabchoub, F., Messaad, M., Ben Mansour, H., Ghdira, L., and Salem, M., Eur. J. Med. Chem., 2007, vol. 42, pp. 715–718.
Bedair, A.H., El-Hady, N.A., Abd El-Latif, M.S., Fakery, A.H., El-Agrody, A.M., Farmaco, 2000, vol. 55, pp. 708–714.
Bedair, A.H., Emam, H.A., El-Hady, N.A., Ahmed, K.A.R., Fakery, A.H., and El-Agrody, A.M., Farmaco, 2001, vol. 56, pp. 965–973.
Khafagy, M.M., Abd El-Wahab, A.H.F., Eid, F.A., and El-Agrody, A.M., Farmaco, 2002, vol. 57, pp. 715–722.
Bruno, O., Brullo, C., Schenone, S., Bondavalli, F., Ranise, A., Tognolini, M., Impicciatore, M., Ballabeni, V., and Barocelli, E., Bioorg. Med. Chem., 2006, vol. 14, pp. 121–130.
Bruno, O., Brullo, C., Schenone, S., Bondavalli, F., Ranise, A., Tognolini, M., Ballabeni, V., and Barocelli, E., Bioorg. Med. Chem., 2004, vol. 12, pp. 553–561.
Bruno, O., Brullo, C., Schenone, S., Ranise, A., Bondavalli, F., Barocelli, E., Tognolini, M., Magnanini, F., and Ballabeni, V., Farmaco, 2002, vol. 57, pp. 753–758.
Baf, M.M.F., Pordel, M., and Daghigh, L.R., Tetrahedron Lett., 2014, vol. 55, pp. 6925–6930.
Rahbari, M., Pordel M., and Chamani, J., Russ. J. Bioorg. Chem., 2016, vol. 42, pp. 36–41.
Pordel M., Ramezani, Sh., Jajarmi M., and Sokhanvar, M., Russ. J. Bioorg. Chem., 2016, vol. 42, pp. 106–110.
Daghigh, L.R., Pordel, M., Davoodnia, A., and Jajarmi, M., Med. Chem. Res., 2015, vol. 24, pp. 3912–3919.
Ghaemi, M. and Pordel, M., Chem. Heterocycl. Compd., 2016, vol. 52, pp. 52–57.
Mashkouri, S., Naimi-Jamal M.R., and Sharifi A., Mol. Divers., 2010, vol. 14, pp. 473–477.
Phillips, L., Willians, J.D., and Wise, R., Laboratory Methods in Antimicrobial Chemotherapy, Edinburgh: Churchill Livingston, 1978.
Author information
Authors and Affiliations
Corresponding author
Additional information
The article is published in the original.
Rights and permissions
About this article
Cite this article
Ameli, S., Pordel, M., Davoodnia, A. et al. Synthesis and antibacterial activity of some new benzo[5,6]chromeno[2,3-d]pyrimidines. Russ J Bioorg Chem 43, 429–434 (2017). https://doi.org/10.1134/S1068162017040100
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S1068162017040100