European Journal of Chemistry

Computational study and antimicrobial activity of few Dapsone Schiff base derivatives

Main Article Content

Wasfi Abood Al-Masoudi
Tamadher Mohammad Al-Tememy
Rafid Hmedan Al-Assadi


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.

icon graph This Abstract was viewed 2141 times | icon graph Article PDF downloaded 793 times

How to Cite
Al-Masoudi, W. A.; Al-Tememy, T. M.; Al-Assadi, R. H. Computational Study and Antimicrobial Activity of Few Dapsone Schiff Base Derivatives. Eur. J. Chem. 2014, 5, 351-355.

Article Details

Crossref - Scopus - Google - European PMC

[1]. Schiff, H. Ann. Chem. 1846, 131, 118-119.

[2]. Schiff, H. Ann. Chem. 1864, 3, 343-345.

[3]. Schiff, H. Ann. Chem. 1869, 150, 193-200.

[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.

[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.

[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.

[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.

[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.

[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.

[21]. Hay, P. J.; Wadt, W. R. J. Chem. Phys. 1985, 82, 270-283.

Most read articles by the same author(s)

Most read articles by the same author(s)


Dimensions - Altmetric - scite_ - PlumX

Downloads and views


Download data is not yet available.


Metrics Loading ...
License Terms

License Terms


Copyright © 2024 by Authors. This work is published and licensed by Atlanta Publishing House LLC, Atlanta, GA, USA. The full terms of this license are available at and incorporate the Creative Commons Attribution-Non Commercial (CC BY NC) (International, v4.0) License ( By accessing the work, you hereby accept the Terms. This is an open access article distributed under the terms and conditions of the CC BY NC License, which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited without any further permission from Atlanta Publishing House LLC (European Journal of Chemistry). No use, distribution, or reproduction is permitted which does not comply with these terms. Permissions for commercial use of this work beyond the scope of the License ( are administered by Atlanta Publishing House LLC (European Journal of Chemistry).