Skip to main content
Springer Nature Link
Log in

Biological activity of two isomeric N-heteroaromatic selenosemicarbazones and their metal complexes

  • Original Paper
  • Published:
Monatshefte für Chemie - Chemical Monthly Aims and scope Submit manuscript

Abstract

New square-planar Pd(II) and Pt(II) complexes with 8-quinolinecarboxaldehyde selenosemicarbazone have been synthesized and characterized by use of elemental analysis, molar conductivity measurements, and IR and NMR spectroscopy. The cytotoxic activity of the ligand, new Pt(II) and Pd(II) compounds, and previously synthesized Pd(II), Pt(II), Cd(II), and Ni(II) complexes with the analogous ligand, 2-quinolinecarboxaldehyde selenosemicarbazone, was tested against two human cancer cell lines: lung carcinoma (H460) and glioma (U251). The potential of these compounds to induce perturbations of the H460 cell cycle was also evaluated. These substances had an excellent radical-scavenging effect against ABTS radical cations. The best antimicrobial activity, among two yeasts and eight bacterial strains tested, was against Bacillus cereus.

Graphical Abstract

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

Access this article

Log in via an institution

Subscribe and save

Springer+ Basic
$34.99 /Month
  • Get 10 units per month
  • Download Article/Chapter or eBook
  • 1 Unit = 1 Article or 1 Chapter
  • Cancel anytime
Subscribe now

Buy Now

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

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1
Fig. 2
Fig. 3
Fig. 4

Similar content being viewed by others

Explore related subjects

Discover the latest articles and news from researchers in related subjects, suggested using machine learning.

References

  1. Lobana TS, Sharma R, Bawa G, Khanna S (2009) Coord Chem Rev 253:977

    Article  CAS  Google Scholar 

  2. Casas JS, Garcia-Tasende MS, Sordo J (2000) Coord Chem Rev 209:197

    Article  CAS  Google Scholar 

  3. West DX, Liberta AE, Padhye SB, Chikate RC, Sonawane PB, Kumbhar AS, Yerande RG (1993) Coord Chem Rev 123:49

    Article  CAS  Google Scholar 

  4. West DX, Padhye SB, Sonawane PB (1991) Struct Bond 76:1

    Article  CAS  Google Scholar 

  5. Pelosi G (2010) Open Crystallogr J 3:16

    Article  CAS  Google Scholar 

  6. Schwarz K, Foltz CM (1957) J Am Chem Soc 79:3292

    Article  CAS  Google Scholar 

  7. Castle TC, Maurer RI, Sowrey FE, Went MJ, Reynolds CA, McInnes EJL, Blower PJ (2003) J Am Chem Soc 125:10040

    Article  CAS  Google Scholar 

  8. Todorović TR, Bacchi A, Pelizzi G, Juranić NO, Sladić DM, Brčeski I, Anđelković KK (2006) Inorg Chem Commun 9:862

    Article  Google Scholar 

  9. Andaloussi MBD, Mohr FJ (2010) Organomet Chem 695:1276

    Article  CAS  Google Scholar 

  10. Kowol CR, Eichinger R, Jakupec MA, Galanski M, Arion VB, Keppler BK (2007) J Inorg Biochem 101:1946

    Article  CAS  Google Scholar 

  11. Pizzo C, Faral-Tello P, Salinas G, Flo M, Robello C, Wipfe P, Mahler SG (2012) Med Chem Comm 3:362

    Article  CAS  Google Scholar 

  12. Turk SR, Shipman C Jr, Drach JC (1986) J Gen Virol 67:1625

    Article  CAS  Google Scholar 

  13. Shipman C Jr, Smith SH, Drach JC, Klayman DL (1986) Antiviral Res 6:197

    Article  CAS  Google Scholar 

  14. Mautner HG, Kumler WD, Okano Y, Pratt R (1956) Antibiot Chemother 6:51

    CAS  Google Scholar 

  15. Revenko MD, Prisacari VI, Dizdari AV, Stratulat EF, Corja ID, Proca LM (2011) Pharm Chem J 45:351

    Article  CAS  Google Scholar 

  16. Agrawal KC, Booth BA, Michaud RL, Moore EC, Sartorelli AC (1974) Biochem Pharmacol 23:2421

    Article  CAS  Google Scholar 

  17. Todorović TR, Bacchi A, Juranić NO, Sladić DM, Pelizzi G, Božić T, Filipović NR, Anđelković KK (2007) Polyhedron 26:3428

    Article  Google Scholar 

  18. Todorović TR, Bacchi A, Sladić DM, Todorović NM, Božić T, Radanović DD, Filipović NR, Pelizzi G, Anđelković KK (2009) Inorg Chim Acta 362:3813

    Article  Google Scholar 

  19. Gligorijević N, Todorović T, Radulović S, Sladić D, Filipović N, Gođevac D, Jeremić D, Anđelković K (2009) Eur J Med Chem 44:1623

    Article  Google Scholar 

  20. Bjelogrlić S, Todorović T, Bacchi A, Zec M, Sladić D, Srdić-Rajić T, Radanović D, Radulović S, Pelizzi G, Anđelković K (2010) J Inorg Biochem 10:4673

    Google Scholar 

  21. Srdić-Rajić T, Zec M, Todorović T, Anđelković K, Radulović S (2011) Eur J Med Chem 46:3734

    Article  Google Scholar 

  22. Zec M, Srdić-Rajić T, Konić-Ristić A, Todorović T, Anđelković K, Filipović-Ljesković I, Radulović S (2012) Anticancer Agents Med Chem 12:1071

    Article  CAS  Google Scholar 

  23. Lallemand Y-I, Soulié J, Chottard J-C (1980) J Chem Soc Chem Commun 436(10)

  24. Chiang SY, Welch J, Rauscher FJ, Beerman TA (1994) Biochemistry 33:7033

    Article  CAS  Google Scholar 

  25. Sankaran M, Kumarasamy C, Chokkalingam U, Mohan PS (2010) Bioorg Med Chem Lett 20:7147

    Article  CAS  Google Scholar 

  26. Malakyan MG, Badzhinyan SA, Vardevanyan LA, Grigoryan DS, Egiazaryan DE, Avetisyan AA, Aleksanyan IL, Ambartsumyan LP, Sargsyan KS (2009) Pharm Chem J 43:7

    Article  CAS  Google Scholar 

  27. Battin EE, Brumaghim JL (2009) Cell Biochem Biophys 55:1

    Article  CAS  Google Scholar 

  28. Re R, Pellegrini N, Proteggente A, Pannala A, Yang M, Rice-Evans C (1999) Free Radic Biol Med 26:1231

    Article  CAS  Google Scholar 

  29. Raičević N, Mladenović A, Perović M, Harhaji L, Miljković D, Trajković V (2005) Neuropharmacology 48:720

    Article  Google Scholar 

  30. Kethcum PA (1988) Microbiology: concept and applications. Wiley, New York

    Google Scholar 

  31. Bowman FW (1969) J Pharm Sci 58:1301

    Article  CAS  Google Scholar 

Download references

Acknowledgments

This work was supported by the Ministry of Education, Science, and Technological Development of the Republic of Serbia (Grants OI 172055, III 41025, and III 46010).

Author information

Authors and Affiliations

  1. Faculty of Agriculture, University of Belgrade, Belgrade, Serbia

    Nenad Filipović, Milena Savić & Miomir Nikšić

  2. Faculty of Chemistry, University of Belgrade, Belgrade, Serbia

    Natalija Polović, Brankica Rašković, Dragana Mitić, Katarina Anđelković & Tamara Todorović

  3. Faculty of Medicine, Institute of Medical and Clinical Biochemistry, University of Belgrade, Belgrade, Serbia

    Sonja Misirlić-Denčić & Marija Dulović

Authors
  1. Nenad Filipović
    View author publications

    You can also search for this author inPubMed Google Scholar

  2. Natalija Polović
    View author publications

    You can also search for this author inPubMed Google Scholar

  3. Brankica Rašković
    View author publications

    You can also search for this author inPubMed Google Scholar

  4. Sonja Misirlić-Denčić
    View author publications

    You can also search for this author inPubMed Google Scholar

  5. Marija Dulović
    View author publications

    You can also search for this author inPubMed Google Scholar

  6. Milena Savić
    View author publications

    You can also search for this author inPubMed Google Scholar

  7. Miomir Nikšić
    View author publications

    You can also search for this author inPubMed Google Scholar

  8. Dragana Mitić
    View author publications

    You can also search for this author inPubMed Google Scholar

  9. Katarina Anđelković
    View author publications

    You can also search for this author inPubMed Google Scholar

  10. Tamara Todorović
    View author publications

    You can also search for this author inPubMed Google Scholar

Corresponding author

Correspondence to Tamara Todorović.

Electronic supplementary material

Below is the link to the electronic supplementary material. 1H–15N HMBC spectra of ligand HL1 and complex 1; representative antimicrobial activity plots for the ligands, complexes 1–6, and standard antimicotic and antibiotics, and the appropriate solid and liquid media used for cultivation of microorganisms are given in the Electronic Supplementary Material.

Supplementary material 1 (DOC 1503 kb)

Rights and permissions

Reprints and permissions

About this article

Cite this article

Filipović, N., Polović, N., Rašković, B. et al. Biological activity of two isomeric N-heteroaromatic selenosemicarbazones and their metal complexes. Monatsh Chem 145, 1089–1099 (2014). https://doi.org/10.1007/s00706-014-1197-6

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s00706-014-1197-6

Keywords