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Synthesis and Antibacterial Activity of Zn(II) Schiff Base Complexes Derived from 3-Acetyl-2H-chromen-2-one
Corresponding Author(s) : Habib Hussain
Asian Journal of Chemistry,
Vol. 27 No. 9 (2015): Vol 27 Issue 9
Abstract
Zn(II) Schiff base complexes viz., bis[(E)-3-(1-(p-tolylimino)ethyl)-2H-chromen-2-one]zinc(II), bis[(E)-3-(1-((4-chlorophenyl)-imino)ethyl)-2H-chromen-2-one]zinc(II) and bis[(E)-3-(1-((2- nitrophenyl)imino)-ethyl)-2H-chromen-2-one]zinc(II) derived from 3-acetyl-2H-chromen-2-one and p-toluidine, p-chloro aniline and 2-nitroaniline, respectively, have been synthesized and characterized. Physical properties like, infrared spectroscopy and lmax are recorded and presence of metal is confirmed by atomic absorption spectroscopy. Infrared spectra reveal complex formation of Zn(II) with synthesized ligands. Both free Schiff bases and their Zn(II) complexes have been screened for antibacterial activity against Gram-positive Bacillus subtilis, Staphylococcus aureus, Methicillin-resistant Staphylococcus aureus (MRSA) and Gram-negative E. coli, P. aeruginosa, S. typhi by Agar plate diffusion method. All Schiff bases and their metal complexes appeared promising as antibacterial agents. Minimum inhibition concentrations were determined for each bacterial strain.
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- M. Nath, P.K. Saini and A. Kumar, J. Organomet. Chem., 695, 1353 (2010); doi:10.1016/j.jorganchem.2010.02.009.
- L. Cheng, J. Tang, H. Luo, X. Jin, F. Dai, J. Yang, Y. Qian, X. Li and B. Zhou, Bioorg. Med. Chem. Lett., 20, 2417 (2010); doi:10.1016/j.bmcl.2010.03.039.
- R.V. Rao, C.P. Rao, E.K. Wegelius and K. Rissanen, J. Chem. Crystallogr., 33, 139 (2003); doi:10.1023/A:1023226925997.
- Dorlands Medical Dictionary: Antibiotic; Archived from the Original On 2010-11-17; Retrieved 2010-10-29 (2010).
- I.M. Mustafa, M.A. Hapipah, M.A. Abdulla and T.R. Ward, Polyhedron, 28, 3993 (2009); doi:10.1016/j.poly.2009.10.004.
- G. Ciciani, M. Coronnello, G. Guerrini, S. Selleri, M. Cantore, P. Failli, E. Mini and A. Costanzo, Bioorg. Med. Chem., 16, 9409 (2008); doi:10.1016/j.bmc.2008.09.055.
- A. Prakash, B.K. Singh, N. Bhojak and D. Adhikari, Spectrochim. Acta A, 76, 356 (2010); doi:10.1016/j.saa.2010.03.019.
- S.K. Bharti, G. Nath, R. Tilak and S.K. Singh, Eur. J. Med. Chem., 45, 651 (2010); doi:10.1016/j.ejmech.2009.11.008.
- K.B. Gudasi, M.S. Patil, R.S. Vadavi, R.V. Shenoy, S.A. Patil and M. Nethaji, Transtion Met. Chem., 31, 580 (2006); doi:10.1007/s11243-006-0031-3.
- A. Cukurovali, İ. Yilmaz and S. Kirbag, Transtion Met. Chem., 31, 207 (2006); doi:10.1007/s11243-005-6353-8.
- T. Ahamad, N. Nishat and S. Parveen, J. Coord. Chem., 61, 1963 (2008); doi:10.1080/00958970701795698.
- M. Fujiwara, H. Wakita, T. Matsushita and T. Shono, Bull. Chem. Soc. Jpn., 63, 3443 (1990); doi:10.1246/bcsj.63.3443.
- S.N. Pandeya, D. Sriram, G. Nath and E. DeClercq, Eur. J. Pharm. Sci., 9, 25 (1999); doi:10.1016/S0928-0987(99)00038-X.
- S.K. Sridhar, S.N. Pandeya, J.P. Stables and A. Ramesh, Eur. J. Pharm. Sci., 16, 129 (2002); doi:10.1016/S0928-0987(02)00077-5.
- S. Mandal, T.K. Karmakar, A. Ghosh, M. Fleck and D. Bandyopadhyay, Polyhedron, 30, 790 (2011); doi:10.1016/j.poly.2010.12.012.
- J. Yusnita, S. Puvaneswary, H.M. Ali, W.T. Robinson and T. Kwai-Lin, Polyhedron, 28, 3050 (2009); doi:10.1016/j.poly.2009.06.059.
- R. Pignatello, A. Panico, P. Mazzone, M.R. Pinizzotto, A. Garozzo and P.M. Fumeri, Eur. J. Med. Chem., 29, 781 (1994); doi:10.1016/0223-5234(94)90137-6.
- G. Ceyhan, C. Çelik, S. Urus, I. Demirtas, M. Elmastas and M. Tümer, Spectrochim. Acta A, 81, 184 (2011); doi:10.1016/j.saa.2011.05.106.
- S.S. Tajudeen and E. Radha, Asian J. Chem., 21, 313 (2009).
- G.B. Bagihalli, P.G. Avaji, S.A. Patil and P.S. Badami, Eur. J. Med. Chem., 43, 2639 (2008); doi:10.1016/j.ejmech.2008.02.013.
- J.A. Zhang, M. Pan, J.Y. Zhang, B.S. Kang and C.Y. Su, Inorg. Chim. Acta, 362, 3519 (2009); doi:10.1016/j.ica.2009.03.041.
- E. İspir, S. Toroğlu and A. Kayraldız, Transition Metal Chem., 33, 953 (2008); doi:10.1007/s11243-008-9135-2.
- G. Marcu, Chimica Complecsilor Coordinative; Academiei Bucuresti: Bucarest, pp. 44-73 (1984).
- G. Cerchiaro, G.A. Micke, M.F.M. Tavares and A.M. da Costa Ferreira, J. Mol. Catal. Chem., 221, 29 (2004); doi:10.1016/j.molcata.2004.06.017.
- T. Takeuchi, A. Bottcher, C.M. Quezada, M.I. Simon, T.J. Meade and H.B. Gray, J. Am. Chem. Soc., 120, 8555 (1998); doi:10.1021/ja981191x.
- J. March, Advanced Organic Chemistry Reactions, Mechanisms and Structure, John Wiley & Sons, Inc., New York, edn 3 (1985).
- M.M. El-ajaily, A.A. Maihub, S.S. Hudere and S.M. Ben Saber, Asian J. Chem., 18, 2427 (2006).
- National Committee for Clinical Laboratory Standards, NCCLS Approved Standard M27-A. Wayne: Pennsylvania, PA, USA (1997).
- J. Tuite, Plant Pathological Methods, Fungi and Bacteria; Burgess Publishing Company: Minneapolis, MN, USA, p. 93 (1969).
References
M. Nath, P.K. Saini and A. Kumar, J. Organomet. Chem., 695, 1353 (2010); doi:10.1016/j.jorganchem.2010.02.009.
L. Cheng, J. Tang, H. Luo, X. Jin, F. Dai, J. Yang, Y. Qian, X. Li and B. Zhou, Bioorg. Med. Chem. Lett., 20, 2417 (2010); doi:10.1016/j.bmcl.2010.03.039.
R.V. Rao, C.P. Rao, E.K. Wegelius and K. Rissanen, J. Chem. Crystallogr., 33, 139 (2003); doi:10.1023/A:1023226925997.
Dorlands Medical Dictionary: Antibiotic; Archived from the Original On 2010-11-17; Retrieved 2010-10-29 (2010).
I.M. Mustafa, M.A. Hapipah, M.A. Abdulla and T.R. Ward, Polyhedron, 28, 3993 (2009); doi:10.1016/j.poly.2009.10.004.
G. Ciciani, M. Coronnello, G. Guerrini, S. Selleri, M. Cantore, P. Failli, E. Mini and A. Costanzo, Bioorg. Med. Chem., 16, 9409 (2008); doi:10.1016/j.bmc.2008.09.055.
A. Prakash, B.K. Singh, N. Bhojak and D. Adhikari, Spectrochim. Acta A, 76, 356 (2010); doi:10.1016/j.saa.2010.03.019.
S.K. Bharti, G. Nath, R. Tilak and S.K. Singh, Eur. J. Med. Chem., 45, 651 (2010); doi:10.1016/j.ejmech.2009.11.008.
K.B. Gudasi, M.S. Patil, R.S. Vadavi, R.V. Shenoy, S.A. Patil and M. Nethaji, Transtion Met. Chem., 31, 580 (2006); doi:10.1007/s11243-006-0031-3.
A. Cukurovali, İ. Yilmaz and S. Kirbag, Transtion Met. Chem., 31, 207 (2006); doi:10.1007/s11243-005-6353-8.
T. Ahamad, N. Nishat and S. Parveen, J. Coord. Chem., 61, 1963 (2008); doi:10.1080/00958970701795698.
M. Fujiwara, H. Wakita, T. Matsushita and T. Shono, Bull. Chem. Soc. Jpn., 63, 3443 (1990); doi:10.1246/bcsj.63.3443.
S.N. Pandeya, D. Sriram, G. Nath and E. DeClercq, Eur. J. Pharm. Sci., 9, 25 (1999); doi:10.1016/S0928-0987(99)00038-X.
S.K. Sridhar, S.N. Pandeya, J.P. Stables and A. Ramesh, Eur. J. Pharm. Sci., 16, 129 (2002); doi:10.1016/S0928-0987(02)00077-5.
S. Mandal, T.K. Karmakar, A. Ghosh, M. Fleck and D. Bandyopadhyay, Polyhedron, 30, 790 (2011); doi:10.1016/j.poly.2010.12.012.
J. Yusnita, S. Puvaneswary, H.M. Ali, W.T. Robinson and T. Kwai-Lin, Polyhedron, 28, 3050 (2009); doi:10.1016/j.poly.2009.06.059.
R. Pignatello, A. Panico, P. Mazzone, M.R. Pinizzotto, A. Garozzo and P.M. Fumeri, Eur. J. Med. Chem., 29, 781 (1994); doi:10.1016/0223-5234(94)90137-6.
G. Ceyhan, C. Çelik, S. Urus, I. Demirtas, M. Elmastas and M. Tümer, Spectrochim. Acta A, 81, 184 (2011); doi:10.1016/j.saa.2011.05.106.
S.S. Tajudeen and E. Radha, Asian J. Chem., 21, 313 (2009).
G.B. Bagihalli, P.G. Avaji, S.A. Patil and P.S. Badami, Eur. J. Med. Chem., 43, 2639 (2008); doi:10.1016/j.ejmech.2008.02.013.
J.A. Zhang, M. Pan, J.Y. Zhang, B.S. Kang and C.Y. Su, Inorg. Chim. Acta, 362, 3519 (2009); doi:10.1016/j.ica.2009.03.041.
E. İspir, S. Toroğlu and A. Kayraldız, Transition Metal Chem., 33, 953 (2008); doi:10.1007/s11243-008-9135-2.
G. Marcu, Chimica Complecsilor Coordinative; Academiei Bucuresti: Bucarest, pp. 44-73 (1984).
G. Cerchiaro, G.A. Micke, M.F.M. Tavares and A.M. da Costa Ferreira, J. Mol. Catal. Chem., 221, 29 (2004); doi:10.1016/j.molcata.2004.06.017.
T. Takeuchi, A. Bottcher, C.M. Quezada, M.I. Simon, T.J. Meade and H.B. Gray, J. Am. Chem. Soc., 120, 8555 (1998); doi:10.1021/ja981191x.
J. March, Advanced Organic Chemistry Reactions, Mechanisms and Structure, John Wiley & Sons, Inc., New York, edn 3 (1985).
M.M. El-ajaily, A.A. Maihub, S.S. Hudere and S.M. Ben Saber, Asian J. Chem., 18, 2427 (2006).
National Committee for Clinical Laboratory Standards, NCCLS Approved Standard M27-A. Wayne: Pennsylvania, PA, USA (1997).
J. Tuite, Plant Pathological Methods, Fungi and Bacteria; Burgess Publishing Company: Minneapolis, MN, USA, p. 93 (1969).