Copyright (c) 2015 AJC
This work is licensed under a Creative Commons Attribution 4.0 International License.
Synthesis, Characterization and Antimicrobial Properties of Some Transition Metal Complexes with NS-Chelating Schiff Base Ligand Incorporating Thiophene and Sulfonamide Moieties
Corresponding Author(s) : S. Ananda Kumar
Asian Journal of Chemistry,
Vol. 27 No. 3 (2015): Vol 27 Issue 3
Abstract
Schiff base namely 4-[(thiophene-2-yl)methyleneamino]phenyl sulfonamide (L) and its Co(II), Ni(II), Cu(II) and Zn(II) complexes were synthesized and characterized by UV-visible, IR, 1H NMR, MS-EI, elemental analysis and TGA. Molar conductance and magnetic susceptibility of the complexes were also analyzed. Elemental analyses confirmed a 2:1 molar ratio of ligand to metal ion of the complexes. IR spectra revealed that the ligand is coordinated to the metal ions through azomethine-N and thiophene-S. On the basis of experimental data octahedral geometry was proposed for all complexes. Thermal studies together with IR showed the presence of lattice and coordinated water molecules in all complexes. The in vitro antimicrobial activities of the compounds were tested against S. aureus, K. pneumoniae, C. albicans and C. krusei by the agar well diffusion assay. The result indicated that the ligand become antimicrobially active on chelation with metal ions. It was found that Cu(II) complex showed the highest antibacterial activity among all complexes.
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- F.J. Adediji, T.F. Olayinka, A.M. Adebayo and O. Babatunde, Int. J. Phys. Sci., 4, 529 (2009).
- K.P. Shiva, L. Shivakumar, K.B. Vinay, S. Chandrashekar, B. Jayalakshmi and D.H. Revanasiddappa, Int. J. Chem. Res., 2, 1 (2011).
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- Clinical and Laboratory Standards Institute (CLSI), Performance Standards for Antimicrobial Disk Susceptibility Tests; (M2-A8) Wayne, Pa: USA (2003).
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- R.P. Shirode, Indian Stream Res. J., 12, 1 (2012).
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- M.A. Nassar, M.A. Hassan, N.A. Elkmasha and Z.Y. Ahmed, Int. J. Chem. Biol. Sci., 2, 83 (2012).
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- H. Irving and P.J.R. Williams, J. Chem. Soc., 3192 (1953); doi:10.1039/jr9530003192.
- B.G. Tweedy, Phytopathology, 55, 910 (1964).
- N. Dharmaraj, P. Viswanathamurthi and K. Natarajan, Transition Met. Chem., 26, 105 (2001); doi:10.1023/A:1007132408648.
- S.C. Singh Jadon, N. Gupta and R.V. Singh, Indian J. Chem., 34A, 733 (1995).
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References
J.-P. Gaudillière, Bull. Hist. Med., 83, 218 (2009); doi:10.1353/bhm.0.0197.
W.C. John and M.M. Francis, J. Bone Joint Surg. Am., 25, 41 (1943).
C.J. Chang, H.G. Floss and G.E. Peck, J. Med. Chem., 18, 505 (1975); doi:10.1021/jm00239a014.
P. Bach, T. Antonsson, R. Bylund, J.-A. Björkman, K. Österlund, F. Giordanetto, J.J.J. van Giezen, S.M. Andersen, H. Zachrisson and F. Zetterberg, J. Med. Chem., 56, 7015 (2013); doi:10.1021/jm400820m.
S. Jayachandran, L. Adriana and S.V. Kimberly, Am. Econ. J., 2, 118 (2010).
G. Valarmathy and R. Subbalakshmi, Int. J. Pharm. Sci., 5, 368 (2013).
M.S. Prakash, P.V. Vaidya, M.K. Mahadevan, K.M. Shivananda, M.K.S. Sreenivasa and R.G. Vijayakumar, Res. J. Chem. Sci., 3, 15 (2013).
A.M. Bhat, M. Imran, S.A. Khan and N. Siddiqui, Indian J. Pharm. Sci., 67, 151 (2005).
T.C. Supuran, A. Casini, A. Mastrolorenzo and A. Scozzafava, Mini Rev. Med. Chem., 4, 625 (2004); doi:10.2174/1389557043403792.
K.A. Gadad, S.C. Mahajanshetti, S. Nimbalka and A. Raichurk, Eur. J. Med. Chem., 35, 853 (2000); doi:10.1016/S0223-5234(00)00166-5.
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U.K. Singh, S.N. Pandeya, S.K. Sethia, A. Pandey, A. Singh, A. Garg and P. Kumar, Int. J. Pharm. Sci. Drug Res, 2, 216 (2010).
K. Santosh, S.M. Niranjan, C.K. Chaluvaraju, M.C. Jamakhandi and K. Dayanand, J. Curr. Pharm. Res, 01, 39 (2010).
S. Jain, A. Sharma, M. Agrawal, S. Sharma, J. Dwivedi and D. Kishore, J. Chem., Article ID 925439 (2013); doi:10.1155/2013/925439.
A. Iro, G. Athina, V. Paola and Z. Franca, ARKIVOC, 6, 89 (2009).
G.K. Ayhan, O.D. Bozdag and R. Ertan, Turk. J. Chem., 27, 461 (2003).
S.A. Thakar, B.H. Friedrich and T.K. Joshi, Res. J. Chem. Environ., 17, 53 (2013).
M. Mirian and A. Zarghi, Iran. J. Pharm. Res., 10, 741 (2011).
T.C. Adedibu and O.A. Joshua, Bull. Chem. Soc. Ethiop., 25, 371 (2011).
F.J. Adediji, T.F. Olayinka, A.M. Adebayo and O. Babatunde, Int. J. Phys. Sci., 4, 529 (2009).
K.P. Shiva, L. Shivakumar, K.B. Vinay, S. Chandrashekar, B. Jayalakshmi and D.H. Revanasiddappa, Int. J. Chem. Res., 2, 1 (2011).
S. Malik, S. Ghosh and L. Mitu, J. Serb. Chem. Soc., 76, 1387 (2011); doi:10.2298/JSC110111118M.
A.M.A. Alaghaz, H.A. Bayoumi, Y.A. Ammar and S.A. Aldhlmani, J. Mol. Struct., 1035, 383 (2013); doi:10.1016/j.molstruc.2012.11.030.
S.B. Sekhon and G. Leena, Int. J. Chem. Technol. Res., 2, 286 (2010).
S.B. Bharat, P.K. Prasanna and S. Sabuj, Indian J. Pharm. Sci., 3, 245 (2007).
O.H. Al-Obaidi, Open J. Inorg. Non-metallic Mater., 2, 59 (2012); doi:10.4236/ojinm.2012.24007.
Clinical and Laboratory Standards Institute (CLSI), Performance Standards for Antimicrobial Disk Susceptibility Tests; (M2-A8) Wayne, Pa: USA (2003).
J.E. Huheey, E.A. Keiter, L.R. Keiter and O.K. Medhi, Inorganic Chemistry; Principles of Structure and Reactivity; Pearson Education Inc.: USA (1993).
M.S.S. Babu, K.H. Reddy and P.G. Krishna, Polyhedron, 26, 572 (2007); doi:10.1016/j.poly.2006.08.026.
A. Taksande, R.D. Raut, M.D. Choudhary and N.N. Bhole, Chem. Sci. Trans., 2, 160 (2013); doi:10.7598/cst2013.4122.
R.P. Shirode, Indian Stream Res. J., 12, 1 (2012).
K. Dhahagani, S. Mathan Kumar, G. Chakkaravarthi, K. Anitha, J. Rajesh, A. Ramu and G. Rajagopal, Spectrochim. Acta A, 117, 87 (2014); doi:10.1016/j.saa.2013.07.101.
M.A. Nassar, M.A. Hassan, N.A. Elkmasha and Z.Y. Ahmed, Int. J. Chem. Biol. Sci., 2, 83 (2012).
P. Subbaraj, A. Ramu, N. Raman and J. Dharmaraja, Spectrochim. Acta A, 117, 65 (2014); doi:10.1016/j.saa.2013.07.096.
Ü.Ö. Özdemir, P. Güvenc, E. Sahin and F. Hamurcu, Inorg. Chim. Acta, 362, 2613 (2009); doi:10.1016/j.ica.2008.11.029.
M.A. Neelakantan, M. Essakiammal, S.S. Mariappan, A. Dharmaraja and T. Jeyakumar, Indian J. Pharm. Sci., 72, 216 (2010); doi:10.4103/0250-474X.65015.
S.M. Abdallah, G.G. Mohamed, M.A. Zayed and M.S.A. El-Ela, Spectrochim. Acta A, 73, 833 (2009); doi:10.1016/j.saa.2009.04.005.
H. Irving and P.J.R. Williams, J. Chem. Soc., 3192 (1953); doi:10.1039/jr9530003192.
B.G. Tweedy, Phytopathology, 55, 910 (1964).
N. Dharmaraj, P. Viswanathamurthi and K. Natarajan, Transition Met. Chem., 26, 105 (2001); doi:10.1023/A:1007132408648.
S.C. Singh Jadon, N. Gupta and R.V. Singh, Indian J. Chem., 34A, 733 (1995).
E.K. Efthimiadou, G. Psomas, Y. Sanakis, N. Katsaros and A. Karaliota, J. Inorg. Biochem., 101, 525 (2007); doi:10.1016/j.jinorgbio.2006.11.020.