Skip to main content
Log in

Novel Benzosuberone-quinazolinone Derivatives: Synthesis and Antitumour Activity

  • Published:
Russian Journal of General Chemistry Aims and scope Submit manuscript

Abstract

Novel benzosuberone-quinazolinones hybrids have been synthesized efficiently in high yields, and their structures have been confirmed by1H and 13C NMR, ESI-MS, and HRMS spectra. According to the in vitro tests of products for their antiproliferative activity against HeLa, MDA-MB-231, A549, and MIAPACA cancer cell lines, the compound 9b demonstrates significant cytotoxicity against A549 with GI50 value 0.4 µM and compound 8a exhibits activity against MIAPACA with GI50 value 0.6 µM.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Fig. 1.
Scheme 1.
Scheme

Similar content being viewed by others

REFERENCES

  1. Dimmock, J.R., Zello, G.A., Oloo, E.O., Quail, J.W., Kraatz, H.-B., Perjési, P., Aradi, F., Takacs-Novak, K., Allen, T.M., Santos, C.L., Batzarini, J., DeClerq, E., and Stables, J. P., J. Med. Chem., 2002, vol. 45, p. 3103. https://doi.org/10.1021/jm010559p

    Article  CAS  PubMed  Google Scholar 

  2. Amr, A.-G.E., Mohamed, A.M., Mohamed, S.F., AbdelHafez, N.A., and Hammam, A.E.-F.G., Bioorg. Med. Chem., 2006, vol. 14, p. 5481. https://doi.org/10.1016/j.bmc.2006.04.045

    Article  CAS  PubMed  Google Scholar 

  3. Alberto, B., Mario, L., and Emilia, M.M., Farmaco., 1961, vol. 46, p. 461.

    Google Scholar 

  4. Sajja, Y., Vanguru, S., Jilla, L., Vulupala, H.R., Bantu, R., Perumal, Y., Sriram, D., and Nagarapu, L., Bioorg. Med. Chem. Lett., 2016, vol. 26, p. 4292. https://doi.org/10.1016/j.bmcl.2016.07.039

    Article  CAS  PubMed  Google Scholar 

  5. El-Salam, O.I.A., Alsayed, A.S., Ali, K.A., Elwahab, A., Amr, A., El-Galil, Abd.E., Amr, A.E.E., and Awad, G.E.A., Biomed. Res., 2017, vol. 28, p. 157.

    Google Scholar 

  6. Martz, K. E., Dorn, A., Baur, B., Schattel, V., Goettert, M.I., Wrangowski, S.C.M., Rauh, D., and Laufer, S.A., J. Med. Chem., 2012, vol. 55, p. 7862.

    Article  CAS  Google Scholar 

  7. O’Leary, J., and Muggia, F.M., Eur. J. Cancer., 1998, vol. 34, p. 1500. https://doi.org/10.1016/S0959-8049(98)00229-9

    Article  PubMed  Google Scholar 

  8. Garcia-Carbenero, R., and Supko, J.G., Clin. Cancer. Res., 2002, vol. 8, p. 641.

    Google Scholar 

  9. Kamal, A., Bharathi, E.V., Reddy, J.S., Ramaiah, M.J., Dastagiri, D., Reddy, M.K., Viswanath, A., Reddy, T.L., Shaik, T.B., Pushpavalli, S.N.C.V.L., and Bhadra, M.P., Eur. J. Med. Chem., 2011, vol. 46, p. 691. https://doi.org/10.1016/j.ejmech.2010.12.004

    Article  CAS  PubMed  Google Scholar 

  10. Yadav, M.R., Grande, F., Chouhan, B.S., Naik, P.P., Giridhar, R., Garofalo, A., and Neamati, N., Eur. J. Med. Chem., 2012, vol. 48, p. 231. https://doi.org/10.1016/j.ejmech.2011.12.020

    Article  CAS  PubMed  Google Scholar 

  11. Sadanadam, Y.S, Reddy, R.M., and Bhaskar, A., Eur. J. Med. Chem., 1987, vol. 22, p. 169; https://doi.org/10.1016/0223-5234(87)90015-8

    Article  Google Scholar 

  12. Kasaboina, S., Bollu, R., Gomedhika, P.M., Ramineni, V., Nagarapu, L., Dumala, N., Grover, P., and Nanubolu, J.B., Tetrahedron Lett., 2018, vol. 59, p. 3015. https://doi.org/10.1016/j.tetlet.2018.06.068

    Article  CAS  Google Scholar 

  13. Vanguru, S., Jilla, L., Sajja, Y., Bantu, R., Nagarapu, L., Nanubolu, J.B., Bhaskar, B., Jain, N., Sivan, S., and Manga, V., Bioorg. Med. Chem. Lett., 2017, vol. 27, p. 792. https://doi.org/10.1016/j.bmcl.2017.01.031

    Article  CAS  PubMed  Google Scholar 

  14. Mahdavi, M., Pedrood, K., Safavi, M., Saeedi, M., Pordeli, M., Ardestani, S.K., Emami, S., Adib, M., Foroumadi, A., and Shafiee, A., Eur. J. Med. Chem., 2015, vol. 95, p. 492. https://doi.org/10.1016/j.ejmech.2015.03.057

    Article  CAS  PubMed  Google Scholar 

  15. Al-Obaid, A.M., Abdel-Hamide, S.G., El-Kashef, H.A., Abdel-Aziz, A.A.-M., El-Azab, A.S., Al-Khamees, H.A., and El-Subbagh, H.I., Eur. J. Med. Chem., 2009, vol. 44, p. 2379. https://doi.org/10.1016/j.ejmech.2008.09.015

    Article  CAS  PubMed  Google Scholar 

Download references

ACKNOWLEDGMENTS

The authors gratefully acknowledge the financial support through the project: OU-DST-PURSE-II/60/2017 to NJPS.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to N. J. P. Subhashini.

Ethics declarations

No conflict of interest was declared by the authors.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Subhashini, N.J.P., Jilla, L. & Kolluri, P.K. Novel Benzosuberone-quinazolinone Derivatives: Synthesis and Antitumour Activity. Russ J Gen Chem 90, 1960–1967 (2020). https://doi.org/10.1134/S1070363220100199

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070363220100199

Keywords:

Navigation