European Journal of Chemistry 2014, 5(2), 351-355 | doi: | Get rights and content


Computational study and antimicrobial activity of few Dapsone Schiff base derivatives

Wasfi Abood Al-Masoudi (1,*) , Tamadher Mohammad Al-Tememy (2) , Rafid Hmedan Al-Assadi (3)

(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


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.


DFT; Dapsone; Schiff base; Antimicrobial; NMR spectroscopy; Computational study

Full Text:

PDF /    /

DOI: 10.5155/eurjchem.5.2.351-355.1010

Links for Article

| | | | | | |

| | | | | | |

Related Articles

Article Metrics

This Abstract was viewed 1192 times | PDF Article downloaded 354 times

Funding information

University of Basrah, Basrah, Iraq


[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.

How to cite

Al-Masoudi, W.; Al-Tememy, T.; Al-Assadi, R. Eur. J. Chem. 2014, 5(2), 351-355. doi:10.5155/eurjchem.5.2.351-355.1010
Al-Masoudi, W.; Al-Tememy, T.; Al-Assadi, R. Computational study and antimicrobial activity of few Dapsone Schiff base derivatives. Eur. J. Chem. 2014, 5(2), 351-355. doi:10.5155/eurjchem.5.2.351-355.1010
Al-Masoudi, W., Al-Tememy, T., & Al-Assadi, R. (2014). Computational study and antimicrobial activity of few Dapsone Schiff base derivatives. European Journal of Chemistry, 5(2), 351-355. doi:10.5155/eurjchem.5.2.351-355.1010
Al-Masoudi, Wasfi, Tamadher Mohammad Al-Tememy, & Rafid Hmedan Al-Assadi. "Computational study and antimicrobial activity of few Dapsone Schiff base derivatives." European Journal of Chemistry [Online], 5.2 (2014): 351-355. Web. 8 Aug. 2020
Al-Masoudi, Wasfi, Al-Tememy, Tamadher, AND Al-Assadi, Rafid. "Computational study and antimicrobial activity of few Dapsone Schiff base derivatives" European Journal of Chemistry [Online], Volume 5 Number 2 (30 June 2014)

The other citation formats (EndNote | Reference Manager | ProCite | BibTeX | RefWorks) for this article can be found online at: How to cite item

DOI Link:

| | | | | | |

| | | | | |

Save to Zotero Save to Mendeley

European Journal of Chemistry 2014, 5(2), 351-355 | doi: | Get rights and content


  • There are currently no refbacks.

Copyright (c)

© Copyright 2010 - 2020  Atlanta Publishing House LLC All Right Reserved.

The opinions expressed in all articles published in European Journal of Chemistry are those of the specific author(s), and do not necessarily reflect the views of Atlanta Publishing House LLC, or European Journal of Chemistry, or any of its employees.

Copyright 2010-2020 Atlanta Publishing House LLC. All rights reserved. This site is owned and operated by Atlanta Publishing House LLC whose registered office is 2850 Smith Ridge Trce Peachtree Cor GA 30071-2636, USA. Registered in USA.

hatay escort hatay escort corlu escort corum escort burgaz escort giresun escort aydin escort ordu escort erzincan escort hatay escort sivas escort rize escort edirne escort aksaray escort kibris escort isparta escort erzurum escort tekirdag escort usak escort urfa escort kastamonu escort kibris escort manisa escort giresun escort urfa escort nevsehir escort sivas escort yalova escort ordu escort hatay escort yalova escort amasya escort kayseri escort ordu escort maras escort canakkale escort yalova escort balikesir escort manisa escort urfa escort mugla escort trabzon escort bolu escort corlu escort diyarbakir escort isparta escort kutahya escort elazig escort erzurum escort sakarya escort afyon escort kutahya escort konya escort agri escort cesme escort sinop escort sivas escort konya escort kibris escort adapazari escort luleburgaz escort adana escort kibris escort rize escort sakarya escort alanya escort isparta escort burdur escort konya escort bitlis escort canakkale escort sivas escort amasya escort mus escort aydin escort van escort yalova escort kastamonu escort mardin escort bolu escort afyon escort sakarya escort isparta escort tokat escort trakya escort bayburt escort urfa escort mardin escort