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Synthesis, characterization and Biological studies of Cu(II) and Ni(II) complexes with New Bidentate Shiffs base ligands as 4-hydroxy-3-(1-(arylimino)ethyl)chromen-2-one

Author Affiliations

  • 1Department of Chemistry, PG Department of Chemistry and Research Centre N.S.B. College, Nanded, INDIA

Res. J. Recent Sci., Volume 1, Issue (ISC-2011), Pages 110-116, (2012)

Abstract

New Bidentate Shiff's base ligands 4-hydroxy-3-(1-(arylimino)ethyl)chromen-2-one were synthesized by condensation of primary aromatic amines with 3-acetyl-4-hydroxychromen-2-one. These were characterized by IR, 1HNMR, 13CNMR and mass spectral analysis. Cu(II) and Ni(II) complexes were synthesized and characterized by their mass, IR, electronic and XRD spectral analysis. Magnetic moments and molar conductance properties were studied using standard methods. Octahedral geometry around these metal ions has been proposed on the basis of magnetic and spectral studies. In vitro biological screening effects of the investigated compounds were tested against the bacterial species Staphylococcus aureus, Escherichia coli, Salmonella typhi and Bacillus subtilis by Agar cup method. Fungal species Aspergillus niger, Penicillium chrysogenum, Fusarium moneliforme and Aspergillus flavus by the posion plate method. A comparative study of inhibition values of the Schiff base ligands and their complexes indicates that the complexes exhibit higher antimicrobial activity than the free ligands.

References

  1. Zalfiqar A. K., Nasim H. R., Mahammad T. H. and Gul S. K. Design, Synthesis and microbial evaluation of some new 3-alkyl-3-(2’-naphthyl)isocumarine and their (dl)-3,4-dihydroderivatives, Indian J Chem., 46B, 1322 (2007)
  2. O'Kennedy R. and Thornes R. D., Coumarins, Biology, Applications and Mode of Action, Wiley, Chichester, (1997)
  3. Hesse S. and Kirsch G., A rapid access to coumarin derivatives using Vilsmeier-Haack and Suzuki cross-coupling reactions, Tetrahedron Lett, 43, 1213-1215, (2002)
  4. Lee B. H., Clothier M. F., Dutton F. E., Conder G. A. and Johnson S. S., Anthelmintic beta-hydroxyketoamides (BKAs), Bioorg. Med. Chem. Lett, 8, 3317-3320 (1998)
  5. Lean, Katz, U.S. Pat. 2, 710, 823, June 14,(1955) Chem. Abstr., 50, 6519 (1956)
  6. Hosler J., Tschanz C, Higuite C.E. and Azarnoff D. L., Topical Application of Lindane Cream (Kwell) and Antipyrine Metabolism, J. Invest. Dermatol, 74 51-53, (1980)
  7. Back Gerhard (Ciba Giegy A-G) Ger. Often DE ; 512, 253 (cl.Cog. 1345104) 17 Oct., 1985, H. Appl. 84/1, 751, 06 Apr. (1984)
  8. Toa. Gosel Chemical Industry Co. Ltd., Japan. Kokai Tokkya Koho J.P., 60, 35, 260 (85, 35, 26) (cl.G 01 N31122) 23. Feb. (1985)
  9. Mutalk V. and Phaniband M.A., Synthesis, characterization, fluorescent and antimicrobial properties of new Lanthanide (III) complexes derived from coumarin Schiff base,, J. Chem. Pharm. Res, 3(2), 313, (2011)
  10. Joseph J. and Mehta B.H., Synthesis, characterization, and thermal analysis of transition metal complexes of polydentate ONO donor Schiff base ligand, Russian Journal of Coordination Chemistry, 33(2), 124, (2007)
  11. a) Klosa J., Preparation of 4-hydroxycoumarin ketones with the help of phosphoroxychloride, Arch Pharm Ber Dtsch Pharm Ges, 289(2), 104-10 (1956) b) Stephen J. F., and Marcus E.,Concerning the postulated rearrangement of 4-acyloxy-and 4-aroyloxycoumarins to 5-acyl-and 5-aroyl-4-hydroxycoumarins, J Org.Chem., 34(9), 2764-2766, (1969)
  12. Gudasi K. B., Shenoy R.V., Vadavi R.S. and Patil S.A., Trinuclear lanthanide complexes of a compartmental ligand N, N' – bis (2-pyridinyl) - 2, 6-pyridinedicarboxamide, a spectroscopic investigation Spectrochimica Acta., Part A, 65, 598-604, (2006)
  13. Geary W.J., The use of conductivity measurements in organic solvents for the characterisation of coordination compounds, Coord. Chem. Rev., 7, 81, (1971)
  14. Ferraro, J.R, Low Frequency Vibrations of Inorganic and Coordination Compounds, Plenum Press, New York, (1971)
  15. Singh L.K. and Mitra S., Thermal investigation and stereochemical studies of some cyclic diamine complexes of nickel(II), zinc(II), and cadmium(II) in the solid state J. Chem. Soc., Dalton Trans, 2089 (1987)
  16. Venkatesh M. and Phaniband M. A., Synthesis, characterization, fluorescent and antimicrobial properties of new Lanthanide(III) complexes derived from coumarin Schiff base, J. Chem. Pharm. Res., 3(2), 313-330, (2011)
  17. A.K. Panda, D.C. Dash, P. Mishra and H. Mahanthy, Synthesis and characterization of copper(II), nickel(II) and cobalt(II) complexes with a new Schiff base derivative of isonicotinic acid hydrazide, Indian J. Chem.Sect A, 35(4), 324–327 (1996)
  18. Makode J.T. and Aswar A.S., Transition metal complexes of Bis(S-methyldithiocarbazate) resdiacetophenone (BSMZRD), J. Indian Chem. Soc., 80, 44 (2003)
  19. Johnson D.K., Stoklosa H.J., Wasson J.R., and Seebach G. L., Copper(II) complexes with antipyrine, diantipyrylmethane and diantipyrylpropylmethane, J . Inorg. Nucl. Chem., 37, 1397 (1975)
  20. Sheikh H.N., Hussain A., Sharma M. and Kalsotra B. L., Synthesis and characterization of indole-3-acetates and indole-3-butyrates of Mo(VI) and W(VI), Indian J Chem, 43A 562, (2004)
  21. Swartz H.M., Bolton J. R. and Borg D. C., Bio Applications of Electron spin resonance, Wiley Interscience, USA, 411 (1972)
  22. Patel M.N. and Patel V.J., Studies on Novel Coordination Polymers of a Tetradentate Ligand with Some Transition Metal Ions, synth React inorg met org Chem, 19(2), 137 (1989)
  23. Sinn E. and Harris C.M., Schiff base metal complexes as ligands, Coord. Chem. Rev., 4, 391 (1969)
  24. Rao T.S.R., Reddy K.L., Swami J. S. and Lingaiah, P., Thermal, Spectral and Magnetic Studies of Complexes of Co(II),Ni(II),Cu(II),Zn(II) and Cd(II) with Substituted Chalcones, Indian J. Chem., 27A, 942-945 (1985)
  25. Kumar A., Singh G., Handa R.N., Dubey S.N. and Squattrito P.J., Synthesis and characterization of complexes of cobalt(II), Nickel(II), Copper(II) and Zinc(II) with Schiff Bases Derived from Cinnamaldehyde and 4-Amino-3-ethyl-5-mercapto-s-triazole and 4-Amino-5-mercapto-3-N-propyl-s-triazole, Indian J Chem 38 A, 613 (1999)
  26. Yun Yang, Li Zhang et al., Syntheses, crystal structures and thermal behaviors of three complexes with 4-acyl pyrazolone derivatives Inorg. Chimica Acta., 360, 2638–2646 (2007)
  27. Cruickshank R., Duguid J.P., Marmion B.P., and Swain R.H.A. , Medical Microbiology, Churchill Livingstone, London (1998)