Synthesis of Some Novel Sulfonamide Derivatives and Investigating their Biocidal Activity in Cooling Towers
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A. M. Badawi
Abstract
A novel series of dibenzothiophenedioxide sulphonamide derivatives were synthesized and tested as antimicrobial agents. The chemical structures of the prepared compounds were confirmed by micro elemental analysis, fourier transform infrared (FT-IR) and proton nuclear magnetic resonance spectroscopy (H-NMR). The surface parameters of two of the prepared compounds were determined at 35°C including, surface tension, effectiveness, maximum surface excess and minimum surface area. Also the standard free energy of micellization and adsorption were recorded. The results showed that the prepared sulphonamides have good surface properties and effective antimicrobial activity against thirty three test organisms isolated from cooling towers.
Kurzfassung
Eine Reihe neuer Dibenzothiophensulfonamid-Derivate wurde synthetisiert. Die Eignung der Derivate als antimikrobielle Mittel wurde getestet. Die chemischen Strukturen der hergestellten Verbindungen wurde mit Hilfe von Mikroelementaranalyse, Fourier-Transform-Infrarot- (FT-IR) und Kernmagnetische Resonanzspektroskopie (H-NMR) bestätigt. Die Oberflächenparameter (Oberflächenspannung, Wirkungsgrad, maximaler Oberflächenüberschuss und minimaler Oberflächenplatzbedarf) von zwei der synthetisierten Verbindungen wurden bei 35°C bestimmt. Auch die freie Gibbs-Energie der Mizellenbildung und die Adsorption wurden bestimmt. Die Ergebnisse machen deutlich, dass die synthetisierten Sulfonamide gute Oberflächeneigenschaften und eine hohe antimikrobielle Aktivität gegen dreiunddreißig Testorganismen haben, die aus Kühltürmen isoliert wurden.
References
1. Pringent-Combaret, C., Prensier, G. and Le Thi, T. T.: Environ. Microbiol.2 (2000) 450. 10.1046/j.1462-2920.2000.00128.xSearch in Google Scholar
2. Ma, J. K.-C. and Kelly, C. G.: New Technology Culture22 (2001) 1. 10.1016/S0257-8972(00)01078-1Search in Google Scholar
3. Gohar, Y. M. and El-Banna, M.: The 9th international conference on “Petroleum and Environment”; ISA in cooperation with Egyptian Petroleum Research Institute (EPRI), and the Euro-Arab Cooperation Center (V. E. A.) From 6–8 February (2006).Search in Google Scholar
4. Gadad, A. K., Mahajanshetti, C. S., Nimbalkar, S. and Raichurkar, A.: Eur. J. Med. Chem.35 (2000) 853. 10.1016/S0223-5234(00)00166-5Search in Google Scholar
5. Zani, F. and Vicini, P.: Arch. Pharm.331 (1998) 219. 10.1002/(SICI)1521-4184(199806)331:6<219::AID-ARDP219>3.0.CO;2-USearch in Google Scholar
6. Maren, T. H.: Ann. Rev. Pharmacol. Toxicol.16 (1976) 309. 10.1146/annurev.pa.16.040176.001521Search in Google Scholar
7. Renzi, G., Scozzafava, A. and Supuran, C. T.: Bioorg. Med. Chem. Lett.10 (2000) 673. 10.1016/S0960-894X(00)00075-5Search in Google Scholar
8. Yoshino, H., Ueda, N., Niijma, J., Sugumi, H., Kotake, Y., Koyanagi, N., Yoshimatsu, K., Asada, M., Watanabe, T., Nagasu, T., Tsukahara, K., Lijima, A. and Kitoh, K.: J. Med. Chem.35 (1992) 2496. 10.1021/jm00091a018Search in Google Scholar
9. Kerfoot, O. C., Lundeen, A. J. and Kennedy, C. D.: U.S.P.O., 3808272 (1974).Search in Google Scholar
10. Kennedy, C. D.: U.S.P.O., 3755439 (1973).Search in Google Scholar
11. Mousli, R. and Tazerouti, A.: J. Surfact. Deterg.10 (2007) 279. 10.1007/s11743-007-1043-5Search in Google Scholar
12. Asinger, F.: Paraffin's chemistry and technology, 1st edn. (1968), Pergamon, New York.Search in Google Scholar
13. Joshi, S., Khosla, N. and Tiwari, P.: Bioorg. Med. Chem.12 (2004) 571. 10.1016/j.bmc.2003.11.001Search in Google Scholar
14. Badawi, A. M.: Ph. D. Thesis “Organo-sulphur compounds as synthetic insecticides and chemosterilants” (1972).Search in Google Scholar
15. Santhakumar, K., Kumaraguru, N., Arumugham, M. N. and Arunachalam, S.: Polyhedron25 (2006) 1507. 10.1016/j.poly.2005.08.054Search in Google Scholar
16. Hafiz, A. A., Badawi, A. M., El-dib, F. I., El-Awady, M. Y. and Mohamed, D. E.: Mansoura Journal of Chemistry34 (2007) 25.Search in Google Scholar
17. Hafiz, A. A., Badawi, A. M., El-dib, F. I., Soliman, E. A., El-Awady, M. Y. and Mohamed, D. E.: J. Surfact. Deterg.13 (2010) 165. 10.1007/s11743-009-1140-8Search in Google Scholar
18. Bunton, C. A., OhmenzetterK. and Sepulveda, L.: Journal of Physical Chemistry90 (1986) 2000. 10.1021/j100276a006Search in Google Scholar
19. Sahar, A. M. and Dina, I. I. A.: J. Surfact. Deterg.11 (2008) 231. 10.1007/s11743-008-1078-2Search in Google Scholar
20. Argyropoulou, I., Geronikaki, A., Paola, V. and Zani, F.: Arkivoc, (vi) (2009) 89. 10.3998/ark.5550190.0010.611Search in Google Scholar
21. Negm, N. A. and Aiad, I. A.: J. Surfact. Deterg.10 (2007) 87. 10.1007/s11743-007-1016-8Search in Google Scholar
22. Negm, N. A., Zaki, M. F. and Salem, M. A. I.: Colloids Surf B Biointerfaces.77 (2010) 96. 10.1016/j.colsurfb.2010.01.012Search in Google Scholar PubMed
23. Bayliss, M.: J. Bacteriol.31 (1936) 489.Search in Google Scholar
24. Kabara, J. J., Swieczkowski, D. M., Conley, A. J. and Truant, J. P.: Antimicrobial Agents and Chemotherapy2 (1972) 23. 10.1128/AAC.2.1.23Search in Google Scholar PubMed PubMed Central
25. Wyss, O., Ludwig, B. J. and Joiner, R. R.: Arch. Biochem.7 (1945) 415.Search in Google Scholar
26. Badawi, A. M., Mekawi, M. A., Mohamed, A. S., Mohamed, M. Z. and Khowdairy, M. M.: J. Surfact. Deterg.10 (2007) 243. 10.1007/s11743-007-1040-8Search in Google Scholar
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Articles in the same Issue
- Contents/Inhalt
- Contents
- Abstracts
- Abstracts
- Application
- Alkyl Polyglycoside/1-Naphthol Formulations: A Case Study of Surfactant Enhanced Oil Recovery
- 5-(3-Bromo-4-hydroxy-5-methoxyphenyl)-7,7-dimethyl-7H-indolo[1,2-a]quinolinium Perchlorate as a New Indicator for Anionic Surface Active Agents Determination
- Environmental Chemistry
- Kinetics and Adsorption Isotherms for the Removal of Tartrazine from Aqueous Solution by Coal Ash
- Removal of Triphenylmethane Dye from Aqueous Solution by Carbonaceous Adsorbent
- European Detergents Conference
- Nonequilibrium Association of Oppositely Charged Macromolecules and Amphiphiles
- Novel Surfactants
- Syntheses and Properties of New Double-tail Trisiloxane Surfactants with Both Hydrolysis Resistance and High Spreading Ability
- Synthesis of Some Novel Sulfonamide Derivatives and Investigating their Biocidal Activity in Cooling Towers
- Physical Chemistry
- Micellar Characteristics and Surface Properties of Some Sulfobetaine Surfactants
- Viscosity and Percolative Phenomena in AOT based Microemulsions