Medicinal Chemistry Research

, Volume 19, Issue 8, pp 771–781

Pharmacological characteristics of some 3-salicylidenehydrazono-2-indolinone coordination compounds

Original Research

Abstract

3-Salicylidenehydrazono-2-indolinone (SHI) complexes with Co(II), Ni(II), Cu(II), Zn(II), and Pd(II) were synthesized. All compounds were evaluated for their antimicrobial activity against seven pathogenic bacteria and four fungi. The compounds also have been screened for anti-inflammatory activity. The complexes have better antimicrobial and anti-inflammatory than ligand itself. The in vitro antiamoebic activity was evaluated against the HM1:IMSS strain of Entamoeba histolytica, and the results were compared with the standard drug, metronidazole. The preliminary test results showed that the complexes had better antiamoebic activity than their respective ligands. SHI and its complexes were found to possess potent antioxidant activity and be better than standard antioxidants, such as vitamin C and mannitol. In particular, the Cu(II) complex displayed excellent activity on the superoxide radical.

Keywords

Isatin Schiff base Complex Antibacterial activity Antifungal activity Anti-inflammatory activity Antiamoebic activity Antioxidant activity 

References

  1. da Silva JFM, Garden SJ, Pinto AC (2001) The chemistry of isatins: a review from 1975 to 1999. J Braz Chem Soc 12:273–286Google Scholar
  2. Diamond LS, Harlow DR, Cunnick CC (1978) A new medium for the axenic cultivation of Entamoeba histolytica and other Entamoeba. R Soc Trop Hyg 72:431–432CrossRefGoogle Scholar
  3. Jiang JJ, Chang TC, Hsu WL, Hwang JM, Hsu LY (2003) Synthesis and biological activity of sulfur-containing aryl-aldehyde Schiff bases. Chem Pharm Bull 51:1307–1310CrossRefPubMedGoogle Scholar
  4. Jouad EM, Larcher G, Allain M, Riou A, Bouet GM, Khan MA, Thanh XD (2001) Synthesis, structure and biological activity of nickel(II) complexes of 5-methyl-2-furfuralthiosemicarbazone. J Inorg Biochem 86:565–571CrossRefPubMedGoogle Scholar
  5. Konstantinović SS, Radovanović BC, Cakić Z, Vasić V (2003) Synthesis and characterization of Co(II), Ni(II), Cu(II) and Zn(II) complexes with 3-salycilidenehydrazono-2-indolinone. J Serb Chem Soc 68:641–647CrossRefGoogle Scholar
  6. Konstantinović SS, Radovanović BC, Sovilj SP, Stanojević SS (2008) Antimicrobial activity of some isatin-3-thiosemicarbazone complexes. J Serb Chem Soc 73:7–13CrossRefGoogle Scholar
  7. Laurence DR, Bacharach AL (eds) (1964) Evaluation of drug activities—pharmacometrics, vol I. Academic Press, LondonGoogle Scholar
  8. National Committee for Clinical Laboratory Standards (1997) Reference method for broth dilution antifungal susceptibility testing for yeasts, approved standard Document M27-A, vol 17. National Committee for Clinical Laboratory Standards, Villanova, pp 1–29Google Scholar
  9. National Committee for Clinical Laboratory Standards (2000) NCCLS Approval Standard Document M7–A5. National Committee for Clinical Laboratory Standards, Villanova, PA, USAGoogle Scholar
  10. Podunavac-Kuzmanović SO, Leovac VM, Perišić-Janjić NU, Rogan J, Balaš G (1999) Complexes cobalt(II), zinc(II) and copper with some newly synthesized benzimidazole derivatives and their antibacterial activity. J Serb Chem Soc 64:381–388Google Scholar
  11. Rodrigues Pereira E, Sancelme M, Towa JJ, Prudhomme M, Martrea M, Mousset G, Rapp M (1996) Syntheses and antimicrobial activities of five-membered ring heterocycles coupled to indole moieties. J Antibiot 49:380–385Google Scholar
  12. Sharma SD, Rajor HK, Chopra S, Sharma RK (2005) Studies on structure activity relationship of some dihydroxy-4-methylcoumarin antioxidants based on their interaction with Fe(III) and ADP. Biometals 18:143–154CrossRefPubMedGoogle Scholar
  13. Winterbourn CC (1979) Comparison of superoxide with other reducing agents in the biological production of hydroxyl radicals. Biochem J 182:625–628PubMedGoogle Scholar
  14. Winterbourn CC (1981) Hydroxyl radical production in body fluids. Roles of metal ions, ascorbate and superoxide. Biochem J 198:125–131PubMedGoogle Scholar
  15. Wright CW, O’Neill MJ, Phillipson JD, Warhurst DC (1998) Use of microdilution to assess in vitro antiamoebic activities of Brucea javanica fruits: Simarouba amara stem and a number of quassinoids. Antimicrob Agents Chemother 32:1725–1729Google Scholar

Copyright information

© Birkhäuser Boston 2009

Authors and Affiliations

  1. 1.Faculty of TechnologyLeskovacSerbia
  2. 2.Institute of Public HealthLeskovacSerbia

Personalised recommendations