DOI QR코드

DOI QR Code

Synthesis of New VO(II), Co(II), Ni(II) and Cu(II) Complexes with Isatin-3-Chloro-4-Floroaniline and 2-Pyridinecarboxylidene-4-Aminoantipyrine and their Antimicrobial Studies

  • Mishra, Anand P. (Bio-coordination Laboratories, Department of Chemistry, Dr. H.S. Gour Central University) ;
  • Mishra, Rudra (Bio-coordination Laboratories, Department of Chemistry, Dr. H.S. Gour Central University) ;
  • Jain, Rajendra (Bio-coordination Laboratories, Department of Chemistry, Dr. H.S. Gour Central University) ;
  • Gupta, Santosh (Bio-coordination Laboratories, Department of Chemistry, Dr. H.S. Gour Central University)
  • Received : 2011.10.11
  • Accepted : 2011.11.29
  • Published : 2012.03.31

Abstract

The complexes of tailor made ligands with life essential metal ions may be an emerging area to answer the problems of multi drug resistance. The coordination complexes of VO(II), Co(II), Ni(II) and Cu(II) with the Schiff bases derived from isatin with 3-chloro-4-floroaniline and 2-pyridinecarboxaldehyde with 4-aminoantipyrine have been synthesized by conventional as well as microwave methods. These compounds have been characterized by elemental analysis, molar conductance, electronic spectra, FT-IR, FAB mass and magnetic susceptibility measurements. FAB mass data show degradation of complexes. Both the ligands behave as bidentate and tridentate coordinating through O and N donor. The complexes exhibit coordination number 4, 5 or 6. The Schiff base and metal complexes show a good activity against the bacteria; $Staphylococcus$ $aureus$, $Escherichia$ $coli$ and $Streptococcus$ $fecalis$ and fungi $Aspergillus$ $niger$, $Trichoderma$ $polysporum$, $Candida$ $albicans$ and $Aspergillus$ $flavus$. The antimicrobial results also indicate that the metal complexes are better antimicrobial agents as compared to the Schiff bases. The minimum inhibitory concentrations of the metal complexes were found in the range 10-40 ${\mu}g/mL$.

Keywords

References

  1. Abd El-Wahab ZH, Mashaly MM, Faheim AA. Synthesis and characterization of Cobalt(II), Cerium(III) and dioxouranium(VI) complexes of 2,3-dimethyl-1-phenyl-4-salicylidene-3-pyrazoline- 5-one mixed ligand complexes, pyrolytic products and biological activities. Chem Pap 2005;59:25-36.
  2. Al-Sha'alan NH. Antimicrobial activity and spectral, magnetic and thermal studies of some transition metal complexes of a Schiff base hydrazone containing a quinoline moiety. Molecules 2007;12:1080-91. https://doi.org/10.3390/12051080
  3. Makode JT, Yaul AR, Bhadange SG, Aswar AS. Physicochemical characterization, thermal and electrical conductivity studies of some transition metal complexes of bis-chelating Schiff base. Russ J Inorg Chem 2009;54:1372-7. https://doi.org/10.1134/S003602360909006X
  4. Bagihalli GB, Patil SA, Badami PS. Synthesis, physicochemical investigation and biological studies of Zinc(II) complexes with 1,2,4-triazole Schiff bases. J Iran Chem Soc 2009;6:259-70 https://doi.org/10.1007/BF03245833
  5. Chandra S, Kumar U. Spectral and magnetic studies on manganese(II), cobalt(II) and nickel(II) complexes with Schiff bases. Spectrochim Acta A Mol Biomol Spectrosc 2005; 61:219-24. https://doi.org/10.1016/j.saa.2004.03.036
  6. Chohan ZH, Munawar A, Supuran CT. Transition metal ion complexes of Schiff bases: synthesis, characterization and antibacterial properties. Met Based Drugs 2001;8:137-43. https://doi.org/10.1155/MBD.2001.137
  7. Soliman AA, Mohamed GG. Study of the ternary complexes of copper with salicylidene-2-aminothiophenol and some amino acids in the solid state. Thermochim Acta 2004;421: 151-9. https://doi.org/10.1016/j.tca.2004.03.010
  8. Temel H, lhan S, Aslanoglu M, Kilic A, Tas E. Synthesis, spectroscopic and electrochemical studies of novel transition metal complexes with quadridentate Schiff base. J Chin Chem Soc 2006;53:1027-31.
  9. Garg R, Saini MK, Fahmi N, Singh RV. Spectroscopic and biochemical studies of some manganese(II), oxovanadium(V) and dioxovanadium(VI) complexes S/O and N donor agents synthesized under microwave conditions. Transit Met Chem 2006;31:362-7. https://doi.org/10.1007/s11243-005-0001-1
  10. Mahajan K, Fahmi N, Singh RV. Synthesis, characterization and antimicrobial studies of Sb(III) complexes of substituted thioimines. Indian J Chem 2007;46:1221-5.
  11. Mahajan K, Swami M, Singh RV. Microwave synthesis, spectral studies, antimicrobial approach, and coordination behavior of antimony(III) and bismuth(III) compounds with benzothiazoline. Russ J Coord Chem 2009;35:179-85. https://doi.org/10.1134/S1070328409030038
  12. Mohanan K, Kumari BS, Rijulal G. Microwave assisted synthesis, spectroscopic, thermal and antifungal studies of some lanthanide(III) complexes with a heterocyclic bishydrazone. J Rare Earths 2008;26:16-21. https://doi.org/10.1016/S1002-0721(08)60028-9
  13. Sharma K, Singh R, Fahmi N, Singh RV. Microwave assisted synthesis, characterization and biological evaluation of palladium and platinum complexes with azomethines. Spectrochim Acta A Mol Biomol Spectrosc 2010;75:422-7. https://doi.org/10.1016/j.saa.2009.10.052
  14. Sun Y, Machala ML, Castellano FN. Controlled microwave synthesis of $Ru^{II}$ synthons and chromophores relevant to solar energy conversion. Inorg Chim Acta 2010;363:283-7. https://doi.org/10.1016/j.ica.2009.07.028
  15. Dubey RK, Dubey UK, Mishra CM. Synthesis and physicochemical characterization of some Schiff base complexes of chromium(III). Indian J Chem 2008;47:1208-12.
  16. Mohamed GG, Omar MM, Hindy AM. Metal complexes of Schiff bases: preparation, characterization and biological activity. Turk J Chem 2006;30:361-82.
  17. Garg BS, Kumar DN. Spectral studies of complexes of nickel(II) with tetradentate Schiff bases having $N_2O_2$ donor groups. Spectrochim Acta A Mol Biomol Spectrosc 2003; 59:229-34. https://doi.org/10.1016/S1386-1425(02)00142-7
  18. Mishra AP, Mishra RK, Shrivastava SP. Structural and antimicrobial studies of coordination compounds of Vo(II), Co(II), Ni(II) and Cu(II) with some Schiff bases involving 2- amino-4-chlorophenol. J Serb Chem Soc 2009;74:523-35. https://doi.org/10.2298/JSC0905523M
  19. Neelakantan MA, Marriappan SS, Dharmaraja J, Jeyakumar T, Muthukumaran K. Spectral, XRD, SEM and biological activities of transition metal complexes of polydentate ligands containing thiazole moiety. Spectrochim Acta A Mol Biomol Spectrosc 2008;71:628-35. https://doi.org/10.1016/j.saa.2008.01.023
  20. Abdallah SM, Zayed MA, Mohamed GG. Synthesis and spectroscopic characterization of new tetradentate Schiff base and its coordination compounds of NOON donor atoms and their antibacterial and antifungal activity. Arab J Chem 2010; 3:103-13. https://doi.org/10.1016/j.arabjc.2010.02.006
  21. Chandra S, Jain D, Sharma AK, Sharma P. Coordination modes of a Schiff base pentadentate derivative of 4-aminoantipyrine with cobalt(II), nickel(II) and copper(II) metal ions: synthesis, spectroscopic and antimicrobial studies. Molecules 2009;14: 174-90. https://doi.org/10.3390/molecules14010174
  22. Shukla D, Gupta LK, Chandra S. Spectroscopic studies on chromium(III), manganese(II), cobalt(II), nickel(II) and copper(II) complexes with hexadentate nitrogen-sulfur donor [$N_2S_4$] macrocyclic ligand. Spectrochim Acta A Mol Biomol Spectrosc 2008;71:746-50. https://doi.org/10.1016/j.saa.2007.12.052
  23. Chohan ZH. Ni(II), Cu(II) and Zn(II) metal chelates with some thiazole derived Schiff-bases: their synthesis, characterization and bactericidal properties. Met Based Drugs 1999;6:75-80. https://doi.org/10.1155/MBD.1999.75
  24. Coombs RR, Ringer MK, Blacquiere JM, Smith JC, Neilsen JS, Uh YS, Gilbert JB, Leger LJ, Zhang H, Irving AM, et al. Palladium(II) Schiff base complexes derived from sulfanilamides and aminobenzothiazoles. Transit Met Chem 2009;30:411-8.
  25. Mohamed GG, Omar MM, Ibrahim AA. Biological activity studies on metal complexes of novel tridentate Schiff base ligand: spectroscopic and thermal characterization. Eur J Med Chem 2009;44:4801-12. https://doi.org/10.1016/j.ejmech.2009.07.028
  26. Raman N, Raja SJ, Joseph J, Raja JD. Synthesis, spectral characterization and DNA cleavage study of heterocyclic Schiff base metal complexes. J Chil Chem Soc 2007;52: 1138-41.
  27. Azam F, Singh S, Khokhra SL, Prakash O. Synthesis of Schiff bases of naphtha [1,2-d] thiazol-2-amine and metal complexes of 2-(2'-hydroxy) benzylideneaminonaphthothiazole as potential antimicrobial agents. J Zhejiang Univ Sci B 2007;8:446-52. https://doi.org/10.1631/jzus.2007.B0446