Skip to main content
SpringerLink
Log in

Synthesis and Antitumor and Antibacterial Properties of 3-Benzyl-Spiro[Benzo[h005DQuinazoline-5,1'-Cycloheptane]-4(6H)-One Derivatives

  • Published:
Pharmaceutical Chemistry Journal Aims and scope

The reaction of ethyl 4'-amino-1'H-spiro[cycloheptane-1,2'-naphthalene]-3'-carboxylate and benzylisothiocyanate followed by cyclization of the intermediate thiourea synthesized 3-benzyl-2-thioxo-2,3-dihydro-1H-spiro[benzo[h]quinazoline-5,1'-cycloheptane]-4(6H)-one, which was alkylated in the presence of alkali to give 2-alkylthio-substituted 3-benzyl-3H-spiro[benzo[h]quinazoline-5,1'-cycloheptane]-4(6H)-ones. The antitumor activity (against Ehrlich's ascites carcinoma and sarcoma 180) and antibacterial properties of the synthesized compounds were studied using Gram-positive (S. aureus 209p and 1) and Gram-negative microbes (S. flexneri 6858 and E. coli 0-55) as test objects.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. H. K. Maurya, M. Hasanain, S. Singh, et al., RSC Adv., 22(6), 18607 – 18618 (2016).

    Article  Google Scholar 

  2. L. Wu and Ch. Zhang, RSC Adv., 34(6), 28555 – 28562 (2016).

    Article  Google Scholar 

  3. A. K. Keshari, A. K. Singh, V. Raj, et al., Drug Des., Dev. Ther., 11, 1623 – 1642 (2017).

  4. A. K. Keshari, A. K. Singh, U. Kumar, et al., Drug Des., Dev. Ther., 11, 2981 – 2995 (2017).

  5. L.Wu, Ch. Zhang, andW. Li, Bioorg. Med. Chem. Lett., 23(17), 5002 – 5005 (2013).

  6. H. Ohtomo, T. Tagata, K. Sasaki, et al., Tetrahedron, 63(51), 12541 – 12546 (2007).

    Article  CAS  Google Scholar 

  7. N. Sati, S. Kumar, and M. S. M Rawat, Indian J. Pharm. Sci., 71(5), 572 – 575 (2009).

  8. Y. A. Mohamed, A. G. Amr, S. F. Mohamed, et al., J. Chem. Sci., 124(3), 693 – 702 (2012).

    Article  CAS  Google Scholar 

  9. M. Sahoo, L. Jena, S. Daf, and S. Kumar, Genomics Inform., 14(3), 104 – 111 (2016); https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5056895/.

    Article  Google Scholar 

  10. R. Gupta and R. P. Chaudhary, Phosphorus, Sulfur Silicon Relat. Elem., 187(6), 735 – 742 (2012).

    Article  CAS  Google Scholar 

  11. R. Gali, J. Banothu, M. Porika, et al., Bioorg. Med. Chem. Lett., 24(17), 4239 – 4242 (2014); https://www.sciencedirect.com/science / article/pii/S0960894X14007549.

  12. S. M. Gomha, E. M. H. Abbas, and T. Farghaly, J. Heterocycl. Chem., 54, 610 – 617 (2017).

    CAS  Google Scholar 

  13. M. Y. Ebied, W. A. Zaghary, K. M. Amin, et al., J. Adv. Pharm. Res., 1(4), 216 – 227 (2017).

    Article  Google Scholar 

  14. C. Brullo, M. Rocca, P. Foss, et al., Bioorg. Med. Chem. Lett., 22(2), 1125 – 1129 (2012).

    Article  CAS  Google Scholar 

  15. H. K. Maurya, R. Vema, S. Alam, et al., Bioorg Med. Chem. Lett., 23(21), 5844 – 5849 (2013).

    Article  CAS  Google Scholar 

  16. M. Y. Ebied, W. A. Zaghary, K. M. Amin, et al., J. Adv. Pharm. Res., 1(4), 216 – 227 (2017).

    Article  Google Scholar 

  17. A. I. Markosyan, Kh. S. Hakopyan, S. H. Gabrielyan, et al., Electron. J. Nat. Sci. NAS RA, 30(2), 39 – 42 (2018).

    Google Scholar 

  18. A. I. Markosyan, Kh. S. Hakopyan, A. S. Avazyan, et al., Chem. J. Arm., 71(4), 596 – 608 (2018).

    CAS  Google Scholar 

  19. N. P. Grigoryan, A. I. Markosyan, R. G. Paronikyan, et al., Khim.-farm. Zh., 51(8), 3 – 8 (2017).

  20. A. I. Markosyan, A. S. Aivazyan, S. A. Gabrielyan, et al., Khim.-farm. Zh., 54(5), 21 – 25 (2020).

  21. A. I. Markosyan, A. S. Ayvazyan, S. H. Gabrielyan, et al., Electron. J. Nat. Sci. NAS RA, 34(1), 22 – 27 (2020).

    Google Scholar 

  22. N. P. Grigoryan, A. I. Markosyan, and A. S. Grigoryan, Khim. Zh. Arm., 73(1), 74 – 82 (2020).

    Google Scholar 

  23. A. I. Markosyan, S. V. Dilanyan, S. H. S. S. Gabrielyan, et al., Electron. J. Nat. Sci. NAS RA, 27(2), 23 – 27 (2016).

    Google Scholar 

  24. A. I. Markosyan, Kh. S. Hakopyan, A. S. Ayvazyan, et al., Chem J. Arm., 71(4), 596 – 608 (2018).

    CAS  Google Scholar 

  25. Z. P. Sof'ina, A. B. Syrkin, A. Goldin, et al., Experimental Assessment of Antitumor Compounds in the USSR and USA [in Russian], Meditsina, Moscow (1980).

    Google Scholar 

  26. A. N. Mironov (ed.), Handbook for Preclinical Drug Trials [in Russian], Meditsina, Moscow (2012), pp. 509 – 524.

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Scientific and Technological Center of Organic and Pharmaceutical Chemistry, National Academy of Sciences of the Republic of Armenia, 26 Azatutyan Pr, 0014, Yerevan, Armenia

    A. I. Markosyan, A. S. Ayvazyan, S. H. Gabrielyan, S. S. Mamyan, F. H. Arsenyan, A. S. Safaryan & H. H. Arakelyan

Authors
  1. A. I. Markosyan
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. A. S. Ayvazyan
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. S. H. Gabrielyan
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. S. S. Mamyan
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. F. H. Arsenyan
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. A. S. Safaryan
    View author publications

    You can also search for this author in PubMed Google Scholar

  7. H. H. Arakelyan
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to A. I. Markosyan.

Additional information

Translated from Khimiko-Farmatsevticheskii Zhurnal, Vol. 55, No. 2, pp. 24 – 28, February, 2021.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Markosyan, A.I., Ayvazyan, A.S., Gabrielyan, S.H. et al. Synthesis and Antitumor and Antibacterial Properties of 3-Benzyl-Spiro[Benzo[h005DQuinazoline-5,1'-Cycloheptane]-4(6H)-One Derivatives. Pharm Chem J 55, 133–137 (2021). https://doi.org/10.1007/s11094-021-02392-2

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11094-021-02392-2

Keywords

Search

Navigation