

Computational study and antimicrobial activity of few Dapsone Schiff base derivatives
Wasfi Abood Al-Masoudi (1,*)



(1) Department of Physiology and Chemistry, College of Veterinary, University of Basrah, Basrah, 61001, Iraq
(2) Department of Microbiology, College of Veterinary, University of Basrah, Basrah, 61001, Iraq
(3) Department of Chemistry College of Education, University of Basrah, Basrah, 61001, Iraq
(*) Corresponding Author
Received: 04 Jan 2014 | Accepted: 28 Feb 2014 | Published: 30 Jun 2014 | Issue Date: June 2014
Abstract
Condensation of 4,4-diaminodiphenyl sulfone (Dapsone) with aliphatic and aromatic aldehydes yielded a few Schiff base derivatives in good yields. The optimized structural parameters (bond lengths and bond angles) of three azomethine compounds have been obtained by using the GAUSSIAN 09 program package. Conformer of compound 1 has the highest energy, which has less stability than compounds 2 and 3 at the same model. The synthesized compounds were screened for antibacterial activity against Staphylococcus aureus, Escherichia coli, Bacillus subtilis and fungicidal activity against Aspergillus niger and Candida albicans. All compounds exhibited potent antibacterial and antifungal activity with the reference standard ciprofloxacin and Amphotericin B, respectively.
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European Journal of Chemistry
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DOI: 10.5155/eurjchem.5.2.351-355.1010
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University of Basrah, Basrah, Iraq
References
[1]. Schiff, H. Ann. Chem. 1846, 131, 118-119.
http://dx.doi.org/10.1002/jlac.18641310113
[2]. Schiff, H. Ann. Chem. 1864, 3, 343-345.
[3]. Schiff, H. Ann. Chem. 1869, 150, 193-200.
http://dx.doi.org/10.1002/jlac.18691500206
[4]. Gemi, M. J.; Biles, C.; Keiser, B. J.; Poppe, S. M.; Swaney, S. M.; Tarapley, W. G.; Romeso, D. L.; Yage, Y. J. Med. Chem. 2000, 43(5), 1034-1040.
http://dx.doi.org/10.1021/jm990383f
[5]. Al-Masoudi, W. A.; Tooama, H.; J. Hammed, Basrah J. Vet. Res. 2014, 7, 33, inpress.
[6]. Lednicer, D. S. The Organic Chemistry of Drug Synthesis, Vol. 11, New York, 27, pp. 412, 1980.
[7]. Kumar, A; Singh, G.; Handa, R. N. Indian J. Chem. 1999, 38A, 613-617.
[8]. Foye, W. O. Principles of Medicinal Chemistry, 3rd edition, Varghese Publishing House, Bombay, 1989, 728.
[9]. Guo, Z. Y.; Xing, R.; Liu, S.; Zhong, Z.; Ji, X.; Wang, L.; Li, P. C. Carbohydrate Res. 2007, 342(10), 1329-1332.
http://dx.doi.org/10.1016/j.carres.2007.04.006
[10]. Wadher, S. J.; Puranik, M. P.; Karande, N. A.; Yeole, P. G. Int. J. Pharm. Tech. Res. 2009, 1(1), 22-33.
[11]. Spinu, C.; Pleniceanu, M.; Tigae, C. Turk. J. Chem. 2008, 32, 487-493.
[12]. Temel, H.; Hosgoren, H. Trans. Met. Chem. 2002, 27(6), 609-612.
http://dx.doi.org/10.1023/A:1019863131261
[13]. Frisch, M. J.; Trucks G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Scalmani, G.; Barone, V.; Mennucci, B.; Petersson, G. A.; Nakatsuji, H.; Caricato, M.; Li, X.; Hratchian, H. P.; Izmaylov, A. F.; Bloino, J.; Zheng, G.; Sonnenberg, J. L.; Hada, M.; Ehara, M.; Toyota, K.; Fukuda, R.; Hasegawa, J.; Ishida, M.; Nakajima, T.; Honda, Y.; Kitao, O.; Nakai, H.; Vreven, T.; Montgomery, J. A.; Peralta, J. E.; Ogliaro, F.; Bearpark, M.; Heyd, J. J.; Brothers, E.; Kudin, K. N.; Staroverov, V. N.; Kobayashi, R.; Normand, J.; Raghavachari, K.; Rendell, A.; Burant, J. C.; Iyengar, S. S.; Tomasi, J.; Cossi, M.; Rega, N.; Millam, J. M.; Klene, M.; Knox, J. E.; Cross, J. B.; Bakken, V.; Adamo, C.; Jaramillo, J.; Gomperts, R.; Stratmann, R. E.; Yazyev, O; A. J. Austin, A. J.; Cammi, R.; Pomelli, C.; Ochterski, J. W.; Martin, R. L.; Morokuma, K.; Zakrzewski, V. G; Voth, G. A.; Salvador, P.; Dannenberg, J. J.; Dapprich, S.; Daniels, A. D.; Farkas, O.; Foresman, J. B.; Ortiz, J. V.; Cioslowski, J.; Fox, D. J. Gaussian, Inc., Gaussian 09, Revision A. 02, Wallingford CT, 2009.
[14]. Al-Rubaie, A. Z.; Al-Masoudi, W. A.; Al-Jadaan, S. A.; Jalbout, A. F; Hameed, A. J. Heteroatom Chem. 2008, 19(3), 307-315.
http://dx.doi.org/10.1002/hc.20437
[15]. Ovidiu, O.; Joseph, T. N.; Cristina, M.; Brindusa, T.; Smaranda, O.; Adrian, P.; Laurian, V.; Aurian, V.; Philippe, V. Farmacia 2012, 60(6), 785-797.
[16]. Wang, Y. H.; Zou, J. W.; Zhang, B.; Jin, Y. X. and Yu, Q, S. J. Mol. Struct. Theochem. 2005, 755, 31-37.
http://dx.doi.org/10.1016/j.theochem.2005.06.029
[17]. Zhang, Y; Monga, V.; Wang, Y. J. Phys. Chem. 2008, 112, 3231-3238.
[18]. Dhayakala, P. U.; Jayanthi, A.; Rajendiran, T. V.; Gunasekaran, S. Inter. J. Chem. Tech. Res. 2001, 3, 1851-1862.
[19]. Rajeev, S.; Kumar, D.; Bhoop, S.; Singh, V.; Ranjana, S. Res. J. Chem. Sci. 2013, 3, 79-84.
[20]. Alaghaz, A. M. A. and Ammar, R. A. Eur. J. Med. Chem. 2010, 45, 1314-1322.
http://dx.doi.org/10.1016/j.ejmech.2009.12.008
[21]. Hay, P. J.; Wadt, W. R. J. Chem. Phys. 1985, 82, 270-283.
http://dx.doi.org/10.1063/1.448799
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DOI Link: https://doi.org/10.5155/eurjchem.5.2.351-355.1010

















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