Abstract
New selenoxopyrimidines were synthesized by one-pot multicomponent reaction of ethyl aceto-acetate, with aromatic aldehydes and selenourea in acidic medium. The synthesized compounds were shown to possess a broad spectrum of antimicrobial activity in vitro. The in vitro anticancer activity of some compounds was studied against MCF-7 human breast cell line using MTT assay. All tested compounds have shown a significant anticancer activity, and 4-phenyl-substituted derivative was found to be most effective anticancer agent (cell viability 50% against 41% for Paclitaxel). The structure-activity relationship (SAR) analysis showed that electron-donating substituents favor anticancer and antibacterial activity and that electron-withdrawing substituents favor antifungal activity.
Similar content being viewed by others
References
Laxmikant, S.V. and Dhananjay, V.M., Med. Chem. Res., 2016, vol. 25, p. 2380.
Rana, K., Arora, A., Bansal, S., and Chawla, R., Indian J. Pharm. Sci., 2014, vol. 76, no. 4, p. 339.
Baviskar, B.A., Khadabadia, S.S., Deorea, S.I., and Shiradkar, M.R., Pharm. Sin., 2012, vol. 3, p. 24.
Babu, K.R., Rao, V.K., Kumar, Y.N., Polireddy, K., Subbaiah, K.V., Bhaskar, M., Lokantha, V., and Raju, C.N., Antiviral Res., 2012, vol. 95, p. 118.
Hurst, E.W. and Hull, R., J. Med. Pharm. Chem., 1961, vol. 3, p. 215.
Sadanandam, Y.S., Shetty, M.M., and Dwan, P.V., Eur. J. Med. Chem., 1992, vol. 27, p. 87.
Matsuda, T. and Hirao, I., Nippon Kagaku Zasshi, 1965, vol. 86, p. 1195
Kato, T., Jpn. Kokai Tokkyo Koho, 1984, vol. 59, p. 90.
Kappe, C.O., Eur. J. Med. Chem., 2000, vol. 35, p. 1043.
Atwal, K.S., Swanson, B.N., Unger, S.E., Floyd, D.M., Moreland, S., Hedberg, A., and O’Reilly, B.C., J. Med. Chem., 1991, vol. 34, p. 806
Rovnyak, G.C., Atwal, K.S., Hedberg, A., Kimbell, S.D., Moreland, S., Gougoutas, J.Z., O’Reilly, B.C., Schwartz, J., and Malley, M.F., J. Med. Chem., 1992, vol. 35, p. 3254.
Rana, K., Kaur, B., and Kumar, B., Indian J. Chem., Seot. B, 2004, vol. 43, p. 1553.
Rana, K., Kaur, B., Chaudhary, G., Kumar, S., and Goyal, S., Int. J. Pharm. Sci. Drug Res., 2011, vol. 3, no. 3, p. 226.
Atwal, K.S., Swanson, B.N., Rovnyak, G.C., Kimbell, S.D, Floyd, D.M., Gougoutas, J.Z., Schwartz, J., Smillie, K.M., and Malley, M.F., J. Med. Chem., 1990, vol. 33, p. 2629.
Rovnyak, G.C., Kimbell, S.D., Beyer, B., Cucinotta, G., DiMarco, J.D., Gougoutas, J.Z., Hedberg, A., Malley, M.F., McCarthy, J.P., Zhang, R., and Moreland, S.J., J. Med. Chem., 1995, vol. 38, p. 119.
Patil, A.D., Kumar, N.V., Kokkle, W.C., Bean, M.F., Freyer, A.J., Debrossi, C., Mai, S., Truneh, A., Faulkner, D.J., Carte, B., Breen, A.L., Hertzberg, R.P., Johnson, R.K., Westley, J.W., and Potts, B.C.M., J. Org. Chem., 1995, vol. 60, p. 1182.
Biginelli, P. Gazz. Chim. Ital., 1893, vol. 23, p. 360.
Acknowledgments
The authors are grateful to UGC, New Delhi, for providing financial assistance and to Department of Chemistry, Punjabi University, Patiala, for providing all the necessary facilities for research and antimicrobial evaluations.
Author information
Authors and Affiliations
Corresponding author
Additional information
Conflict of Interests
The authors declare the absence of conflict of interests.
Rights and permissions
About this article
Cite this article
Samdhian, V., Bhatia, S.K. & Kaur, B. Cell-Viability Analysis Against MCF-7 Human Breast Cell Line and Antimicrobial Evaluation of Newly Synthesized Selenoxopyrimidines. Russ J Org Chem 55, 1041–1046 (2019). https://doi.org/10.1134/S1070428019070212
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S1070428019070212