Skip to main content

Advertisement

SpringerLink
Log in

Synthesis of 4-Hydroxy-2(1H)-Quinolone Derived Chalcones, Pyrazolines and Their Antimicrobial, In Silico Antimalarial Evaluations

  • Published:
Applied Biochemistry and Biotechnology Aims and scope Submit manuscript

Abstract

A few derivatives of 3-(4,5-dihydro-5-aryl-1-phenyl-1H-pyrazol-3-yl)-4-hydroxyquinolin-2(1H)-ones (5a–j) that are synthesized from 4-hydroxy-3-(3-arylacryloyl)quinolin-2(1H)-ones (4a–j) by microwave-assisted synthesis are screened for their antimicrobial, in silico antimalarial activities. Among the tested compounds 4h and 5d were found to have a potent antimalarial activity than the standards, and the others are found to show considerable antimalarial activity and moderate antimicrobial activity.

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

Scheme 1
Scheme 2
Fig 1
Fig. 2
Fig. 3
Fig. 4
Scheme 3

Similar content being viewed by others

References

  1. Siporin, C., Heifetz, C. L., & Domagala, J. M. (1990). The new generation of quinolones (pp. 2–42). New York: Marcel Dekker, INC.

    Google Scholar 

  2. Lange, J. H. M., Verveer, C. P., Osanabrug, J. M., & Visser, G. M. (2001). Tetrahedron Letters, 42, 1367–1369.

    Article  CAS  Google Scholar 

  3. Hennequin, L. F., Thomas, A. P., Johnstone, C., Stokes, E. S. E., Plé, P. A., Lohmann, J. J. M., Ogilvie, D. J., Dukes, M., Wedge, S. R., Curwen, J. O., Kendrew, J., & Brempt, C. L. V. (1999). Journal of Medicinal Chemistry, 42, 5369–5389.

    Article  CAS  Google Scholar 

  4. Carmeliet, P., & Jain, R. K. (2000). Nature, 407, 249–257.

    Article  CAS  Google Scholar 

  5. Sucheta, K., & Rao, B. V. (2005). Indian Journal of Chemistry, 44B, 2152–2154.

    CAS  Google Scholar 

  6. Ullrich, A., & Schlessinger, J. (1990). Cell, 61, 203–212.

    Article  CAS  Google Scholar 

  7. Luckner, M. (1980). Journal of Natural Products, 43, 21–40.

    Article  CAS  Google Scholar 

  8. Hooper, D. C. (1998). Biochimica et Biophysica Acta, 1400, 45–61.

    Article  CAS  Google Scholar 

  9. Ambrose, P. G., Owens, R. C. J., Quintiliani, R., & Nightingale, C. H. (1997). Connecticut Medicine, 61, 269–72.

    CAS  Google Scholar 

  10. Hooper, D. C. (2000). Clinical Infectious Diseases, 40, 243–254.

    Article  Google Scholar 

  11. Ukrainets, I. V., Bezuglyi, P. A., Treskaeh, V. I., & Turov, A. V. (1992). Chemistry of Heterocyclic Compounds, 28, 534–538.

    Article  Google Scholar 

  12. Ukrainets, I. V., Bereznyakova, N. L., & Turaibei, I. A. (2008). Chemistry of Heterocyclic Compounds, 44, 50–63.

    Article  CAS  Google Scholar 

  13. Mornika, Y., Takahashi, K., Hata, S., & Yamada, S. (1981). European Journal of Medicinal Chemistry, 16, 251–256.

    Google Scholar 

  14. Jayashree, B. S., Seeja, T., & Nayak, Y. (2010). Medicinal Chemistry Research, 19, 193–209.

    Article  CAS  Google Scholar 

  15. Cai, S. X., Zhou, Z. L., Huang, J.-C., Whittemore, E. R., Egbuwoku, Z. O., Lü, Y., Hawkinson, J. E., Woodward, R. M., Weber, E., & Keana, J. F. W. (1996). Journal of Medicinal Chemistry, 39, 3248–3255.

    Article  CAS  Google Scholar 

  16. McQuaid, L. A., Smith, E. C. R., Lodge, D., Pralong, E., Wikel, J. H., Calligaro, D. O., & O’Malley, P. J. (1992). Journal of Medicinal Chemistry, 35, 3423–3425.

    Article  CAS  Google Scholar 

  17. Kirandeep, K., Jain, M., Reddy, R. P., & Jain, R. (2010). European Journal of Medicinal Chemistry, 45, 3245–3264.

    Article  Google Scholar 

  18. Eicher, T., & Hauptmann, S. (2003). The chemistry of heterocycles (IIth ed., pp. 316–336). Weinheim: Wiley-VCH.

    Book  Google Scholar 

  19. Ginsburg, H., & Krugliak, M. (1992). Biochemical Pharmacology, 43, 63–70.

    Article  CAS  Google Scholar 

  20. Foley, M., & Tilley, L. (1997). International Journal of Parasitology, 27, 231–240.

    Article  CAS  Google Scholar 

  21. Foley, M., & Tilley, L. (1998). Pharmacology and Therapeutics, 79, 55–87.

    Article  CAS  Google Scholar 

  22. O’Neill, P. M., Bray, P. G., Hawley, S. R., Ward, S. A., & Park, B. K. (1998). Pharmacology and Therapeutics, 77, 29–58.

    Article  Google Scholar 

  23. Fitch, C. D. (2004). Life Sciences, 74, 1957–1972.

    Article  CAS  Google Scholar 

  24. Baird, J. K., & Reickmann, K. H. (2003). Trends in Parasitology, 19, 115–120.

    Article  CAS  Google Scholar 

  25. Baird, J. K., Fryauff, D. J., & Hoffman, S. L. (2003). Clinical Infectious Diseases, 37, 16591667.

    Google Scholar 

  26. Artavanis-Tsakonas, K., Weihofen, W. A., Antos, J. M., Coleman, B. I., Comeaux, C. A., Duraisingh, M. T., Gaudet, R., & Ploegh, H. L. (2010). Journal of Biological Chemistry, 285, 6857–66.

    Article  CAS  Google Scholar 

  27. Frickel, E. M., Quesada, V., Muething, L., Gubbels, M. J., Spooner, E., Ploegh, H., & Artavanis-Tsakonas, K. (2007). Cellular Microbiology, 9, 1601–1610.

    Article  CAS  Google Scholar 

  28. Sarveswari, S., & Raja, T. K. (2006). Indian Journal of Heterocyclic Chemistry, 16, 171–174.

    CAS  Google Scholar 

Download references

Acknowledgements

The authors S. Sarveswari and V. Vijayakumar were thank full to VIT University for providing seed money to carry out research in health sciences related area.

Author information

Authors and Affiliations

  1. Centre for Organic and Medicinal Chemistry, VIT University, Tiruvalam Road, Vellore, 632014, India

    S. Sarveswari & V. Vijayakumar

  2. Plant Biotechnology Division, School of Biosciences and Technology, VIT University, Vellore, Tamil Nadu, 632014, India

    R. Siva & R. Priya

Authors
  1. S. Sarveswari
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. V. Vijayakumar
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. R. Siva
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. R. Priya
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to S. Sarveswari.

Electronic supplementary material

Below is the link to the electronic supplementary material.

ESM 1

(DOCX 7300 kb)

ESM 2

(DOCX 11310 kb)

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Sarveswari, S., Vijayakumar, V., Siva, R. et al. Synthesis of 4-Hydroxy-2(1H)-Quinolone Derived Chalcones, Pyrazolines and Their Antimicrobial, In Silico Antimalarial Evaluations. Appl Biochem Biotechnol 175, 43–64 (2015). https://doi.org/10.1007/s12010-014-1256-9

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s12010-014-1256-9

Keywords

Search

Navigation