Skip to main content

Synthesis, Characterization, and In Vitro Antimicrobial and Antifungal Activity of Novel Acridines

Pharmaceutical Chemistry Journal volume 48, pages 722–726 (2015)Cite this article

We’re sorry, something doesn't seem to be working properly.

Please try refreshing the page. If that doesn't work, please contact support so we can address the problem.

Novel acridines (4a – 4l) were synthesized by reaction of tetraketones (3a, 3b) and aromatic amines. The structures of compounds were characterized by FT-IR, 1H NMR, mass spectroscopy, and elemental analysis. Furthermore, all the synthesized compounds were tested in vitro for their antimicrobial and antifungal activity. The results were compared with conventional reference antibiotics. Many of the acridine compounds considerably reacted against Esherichia coli, Pseudomonas aeruginosa, Salmonella enteritidis, and Staphylococcus aureus. Particularly, compound 4k showed more pronounced activity than reference antibiotics against Salmonella enteritidis. All the compounds showed moderate activities against Candida albicans and Candida glabrata.

This is a preview of subscription content, access via your institution.

Access options

Buy single article

Instant access to the full article PDF.

USD 39.95

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

Scheme 1
Scheme 2

References

  1. (a) P. Murugan and V. T. Ramakrishnan, Indian J. Chem. B. Org., 40, 78 (2001); (b) P. Shanmugasundaram, P. Murugan, V. T. Ramakrishnan, et al., Heteroatom Chem., 7, 17 (1997). 2. G. P. Hua, X. J. Zhang, F. Shi, et al., Chin. J. Chem., 23, 1646 (2005).

  2. (a) B. Das, P. Thirupathi, I. Mahender, et al., J. Mol. Catal. Chem., 247, 233 (2006); (b) T. S. Jin, J. S. Zhang, T. T. Guo, et al., Synthesis, 2001 (2004)

  3. M. Kaya, Y. Yildirir, and G. Y. Celik, Med. Chem. Res., 20, 293 (2011).

    Article  CAS  Google Scholar 

  4. A. Srivastava and A. Nizamuddin, Indian J. Heterocycl. Chem., 13, 261 (2004).

    CAS  Google Scholar 

  5. G. Cholewinski, K. Dzierzbicka, and A. M. Kolodziejczyk, Pharmacol. Rep., 63, 305 (2011).

    Article  CAS  PubMed  Google Scholar 

  6. I. Antonini, P. Polucci, L. R. Kelland, et al., J. Med. Chem., 42, 2535 (1999).

    Article  CAS  PubMed  Google Scholar 

  7. S. A. Gamega, J. A. Spicer, G. J. Atwell, et al., J. Med. Chem., 42, 2383 (1999).

    Article  Google Scholar 

  8. C. Millot, J. M. Millot, H. Morjani, et al., J. Histochem. Cytochem., 45, 1255 (1997).

    Article  CAS  PubMed  Google Scholar 

  9. O. Berkan, B. Sarac, R. Simsek, et al., Eur. J. Med. Chem., 37, 519 (2002).

    Article  CAS  PubMed  Google Scholar 

  10. B. G. Katzung, Basic and Clinical Pharmacology, Lange Medical Books – McGraw-Hill, New York (1998), pp. 45 – 46.

    Google Scholar 

  11. (a) G. J. Atwell, B. C. Baguley, D. Wilmanska, and W. A. Denny, J. Med. Chem., 29, 69 (1986); (b) M. K. Piestrzeniewicz, D. Wilmanska, K. Studzian, et al., Naturforsch C. Biosci., 53, 359 (1998).

  12. (a) E. C. Horning and M. G. Horning, J. Org. Chem., 11, 95 (1946); (b) F. E. King and D. G. I. Felton, J. Chem. Soc. Chem. Comm., 1371 (1948).

  13. M. Kaya, Y. Yildirir, and L. Türker, J. Heterocycl. Chem., 46, 294 (2009).

    Article  CAS  Google Scholar 

Download references

Acknowledgments

The authors are very grateful to Dumlupýnar University Research Fund for providing financial support for this project (Grant No. 2011-16).

Author information

Authors and Affiliations

  1. Chemistry Department, Faculty of Arts and Science, Dumlupýnar University, 43100, Kütahya, Turkey

    Muharrem Kaya

  2. Department of Chemistry, Faculty of Arts and Science, Gazi University, Teknikokullar, 06500, Ankara, Turkey

    Yılmaz Yıldırır

  3. Department of Pharmaceutical Technology, Faculty Pharmacology, Erciyes University, 38039, Kayseri, Turkey

    Gökçen Y. Çelik

Authors
  1. Muharrem Kaya
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Yılmaz Yıldırır
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Gökçen Y. Çelik
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Muharrem Kaya.

Rights and permissions

Reprints and Permissions

About this article

Verify currency and authenticity via CrossMark

Cite this article

Kaya, M., Yıldırır, Y. & Çelik, G.Y. Synthesis, Characterization, and In Vitro Antimicrobial and Antifungal Activity of Novel Acridines. Pharm Chem J 48, 722–726 (2015). https://doi.org/10.1007/s11094-015-1181-4

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11094-015-1181-4

Keywords

  • acridine
  • cyclizations
  • antimicrobial activity
  • atifungal activity
  • antibiotic