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Abstract
Four novel complexes of “3-(2-(2-hydroxy-3-methoxybenzylidene)hydrazono)indolin-2-one” have been synthesized with Co+2, Ni+2, Cu+2 and Zn+2. Physical and analytical techniques including CHN, IR, UV-Vis, AAS, molar conductivity values and magnetic susceptibility data were used to characterize all complexes. The bis Schiff base ligand i.e. 3-(2-(2-hydroxy-3-methoxybenzylidene)hydrazono)indolin-2-one, acted as a tridentate ligand and coordinated through phenolic oxygen, azomethine nitrogen and carbonyl group. Low values of molar conductance suggested the non-electrolyte nature of all complexes. Elemental analysis of complexes indicated the 1:1 metal to ligand mole ratios for [Cu(Inh)(OAc)] and [Zn(Inh)(OAc)] metal complexes and 1:2 metal to ligand mole ratios for [Co(Inh)2] and [Ni(Inh)2] metal complexes. Square planner geometry is proposed for [Cu(Inh)(OAc)] and distorted tetrahedral geometry is proposed for [Zn(Inh)(OAc)] while octahedral geometries are proposed for [Co(Inh)2] and [Ni(Inh)2] metal complexes. Antimicrobial and antioxidant studies were performed for all compounds and it was discovered that the complexes are more potent antibacterial and antifungal agents while the ligand exhibited comparatively more DPPH (1,1-diphenyl-2-picryl-hydrazil) radical scavenging activity than the complexes.
References
Mohanan K, Murukan B. Complexes of manganese (II), iron (II), cobalt (II), nickel (II), copper (II), and zinc (II) with a bishydrazone. Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-Metal Chemistry 2005; 35(10): 837-844. http://dx.doi.org/10.1080/15533170500357988
Murukan B, Mohanan K. Synthesis, characterization and antibacterial properties of some trivalent metal complexes with [(2-hydroxy-1-naphthaldehyde)-3-isatin
Murukan B, Sindhu Kumari B, Mohanan K. Synthesis, spectral, electrochemical and antibacterial studies of copper(II) complexes with isatin derived bishydrazone and different co-ligands. Journal of Coordination Chemistry 2007; 60(15): 1607-1617. http://dx.doi.org/10.1080/00958970601099167
Kulkarni AD, Patil SA, Badami PS. Electrochemical properties of some transition metal complexes: synthesis, characterization and in-vitro antimicrobial studies of Co (II), Ni (II), Cu (II), Mn (II) and Fe (III) complexes. International Journal of Electrochemical Science 2009; 4(5): 717-729.
Raman N, et al. Redox and antimicrobial studies of transition metal (II) tetradentate Schiff base complexes. Transition Metal Chemistry 2003; 28(1): 29-36. http://dx.doi.org/10.1023/A:1022544126607
Khan KM, et al. Synthesis of bis-Schiff bases of isatins and their antiglycation activity. Bioorganic & Medicinal Chemistry 2009; 17(22): 7795-7801. http://dx.doi.org/10.1016/j.bmc.2009.09.028
Chandra S, Gupta K. Chromium (III), manganese (II), iron (III), cobalt (II), nickel (II) and copper (II) complexes with a pentadentate, 15-membered new macrocyclic ligand. Transition Metal Chemistry 2002; 27(2): 196-199. http://dx.doi.org/10.1023/A:1013935602736
Papish ET, et al. Synthesis of zinc, copper, nickel, cobalt, and iron complexes using Tris (pyrazolyl) methane sulfonate ligands: a structural model for N, N, O binding in metalloenzymes. Inorganic Chemistry 2006; 45(5): 2242-2250. http://dx.doi.org/10.1021/ic051579a
Patel NH, Parekh HM, Patel MN. Synthesis, characterization and biological evaluation of manganese (II), cobalt (II), nickel (II), copper (II), and cadmium (II) complexes with monobasic (NO) and neutral (NN) Schiff bases. Transition Metal Chemistry 2005; 30(1): 13-17. http://dx.doi.org/10.1007/s11243-004-3226-5
Singh K, Barwa MS, Tyagi P. Synthesis and characterization of cobalt (II), nickel (II), copper (II) and zinc (II) complexes with Schiff base derived from 4-amino-3-mercapto-6-methyl-5-oxo-1, 2, 4-triazine. European Journal of Medicinal Chemistry 2007; 42(3): 394-402. http://dx.doi.org/10.1016/j.ejmech.2006.10.016
Wiegand I, Hilpert K, Hancock RE. Agar and broth dilution methods to determine the minimal inhibitory concentration (MIC) of antimicrobial substances. Nature Protocols 2008; 3(2): 163-175. http://dx.doi.org/10.1038/nprot.2007.521
Perrella FW. EZ-FIT: A practical curve-fitting microcomputer program for the analysis of enzyme kinetic data on IBM-PC compatible computers. Analytical Biochemistry 1988; 174(2): 437-447. http://dx.doi.org/10.1016/0003-2697(88)90042-5
Daniel VP, et al. Synthesis, spectroscopic characterization, electrochemical behaviour, reactivity and antibacterial activity of some transition metal complexes with 2-(< i> N-salicylideneamino)-3-carboxyethyl-4, 5-dimethylthiophene. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 2008; 70(2): 403-410. http://dx.doi.org/10.1016/j.saa.2007.11.003
Franklin TJ, Snow GA. Biochemistry of antimicrobial action. 1981.
Gudasi KB, Patil MS, Vadavi RS. Synthesis, characterization of copper (II), cobalt (II), nickel (II), zinc (II) and cadmium (II) complexes of [7-hydroxy-4-methyl-8-coumarinyl
Kohanski MA, Dwyer DJ, Collins JJ. How antibiotics kill bacteria: from targets to networks. Nature Reviews Microbiology 2010; 8(6): 423-435. http://dx.doi.org/10.1038/nrmicro2333
Kfoury M, et al. Effect of cyclodextrin complexation on phenylpropanoids’ solubility and antioxidant activity. Beilstein Journal of Organic Chemistry 2014; 10(1): 2322-2331. http://dx.doi.org/10.3762/bjoc.10.241
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Copyright (c) 2015 Zahid Khan, Zahida T. Maqsood, Muhammad Asad K. Tanoli, Khalid M. Khan, Lubna Iqbal , Mehreen Lateef