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Vol. 26 No. 24 (2014)

Copyright (c) 2014 Mansour S. Alsaid1, Mostafa M. Ghorab1, Victor Kuete2, Abdelaaty A. Shahat1, Thomas Efferth2

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This work is licensed under a Creative Commons Attribution 4.0 International License.

Synthesis, Antibacterial and Cytotoxic Activities of Cyanoenonebenzenesulfonamide, Acetamide and Pyridine-3-carbonitrile Derivatives

https://doi.org/10.14233/ajchem.2014.18085
Mansour S. Alsaid1
1Department of Pharmacognosy, College of Pharmacy, King Saud University. P.O. Box 2457, Riyadh 11451, Saudi Arabia 2Department of Pharmaceutical Biology, Institute of Pharmacy and Biochemistry, University of Mainz, Staudinger Weg 5, 55128 Mainz, Germany 3Department of Biochemistry, Faculty of Science, University of Dschang, Cameroon 4Phytochemistry Department, National Research Centre, 12311 Dokki, Cairo, Egypt *Corresponding authors: Fax: +966 1 4670560; Tel: +966 534292860; E-mail: mmsghorab@yahoo.com; msalsaid@ksu.edu.sa
Mostafa M. Ghorab1
1Department of Pharmacognosy, College of Pharmacy, King Saud University. P.O. Box 2457, Riyadh 11451, Saudi Arabia 2Department of Pharmaceutical Biology, Institute of Pharmacy and Biochemistry, University of Mainz, Staudinger Weg 5, 55128 Mainz, Germany 3Department of Biochemistry, Faculty of Science, University of Dschang, Cameroon 4Phytochemistry Department, National Research Centre, 12311 Dokki, Cairo, Egypt *Corresponding authors: Fax: +966 1 4670560; Tel: +966 534292860; E-mail: mmsghorab@yahoo.com; msalsaid@ksu.edu.sa
Victor Kuete2
1Department of Pharmacognosy, College of Pharmacy, King Saud University. P.O. Box 2457, Riyadh 11451, Saudi Arabia 2Department of Pharmaceutical Biology, Institute of Pharmacy and Biochemistry, University of Mainz, Staudinger Weg 5, 55128 Mainz, Germany 3Department of Biochemistry, Faculty of Science, University of Dschang, Cameroon 4Phytochemistry Department, National Research Centre, 12311 Dokki, Cairo, Egypt *Corresponding authors: Fax: +966 1 4670560; Tel: +966 534292860; E-mail: mmsghorab@yahoo.com; msalsaid@ksu.edu.sa
Abdelaaty A. Shahat1
1Department of Pharmacognosy, College of Pharmacy, King Saud University. P.O. Box 2457, Riyadh 11451, Saudi Arabia 2Department of Pharmaceutical Biology, Institute of Pharmacy and Biochemistry, University of Mainz, Staudinger Weg 5, 55128 Mainz, Germany 3Department of Biochemistry, Faculty of Science, University of Dschang, Cameroon 4Phytochemistry Department, National Research Centre, 12311 Dokki, Cairo, Egypt *Corresponding authors: Fax: +966 1 4670560; Tel: +966 534292860; E-mail: mmsghorab@yahoo.com; msalsaid@ksu.edu.sa
Thomas Efferth2
1Department of Pharmacognosy, College of Pharmacy, King Saud University. P.O. Box 2457, Riyadh 11451, Saudi Arabia 2Department of Pharmaceutical Biology, Institute of Pharmacy and Biochemistry, University of Mainz, Staudinger Weg 5, 55128 Mainz, Germany 3Department of Biochemistry, Faculty of Science, University of Dschang, Cameroon 4Phytochemistry Department, National Research Centre, 12311 Dokki, Cairo, Egypt *Corresponding authors: Fax: +966 1 4670560; Tel: +966 534292860; E-mail: mmsghorab@yahoo.com; msalsaid@ksu.edu.sa

Corresponding Author(s) : Mansour S. Alsaid1

Asian Journal of Chemistry, Vol. 26 No. 24 (2014)

Abstract

A series of sulfonamides having biologically active acrylamides moieties (2, 3, 5), penta-2,4-dienamide (4), chromene-2-carboxamide (6), acetamide derivatives (7, 8) and pyridone derivative (9) were prepared. The structure of the synthesized compounds was verified by elemental analyses, IR, 1H NMR and 13C NMR spectra. In addition, the structure compound 9 was confirmed through X-ray crystallography. The antibacterial activities of all the synthesized compounds were evaluated against a panel of multi-drug resistant (MDR) Gram-negative strains of Escherichia coli, Enterobactera erogenes, Klebsie-llapneumoniae and Pseudomonas aeruginosa whilst their cytotoxic effects were tested against the leukemia CCRF-CEM and its adriamycin resistant subline CEM/ADR5000 cell lines. Compounds 1-5, 7 and 8 displayed or weak activities on at least one of the ten tested bacterial strains. The best MIC value of 64 μg/mL was obtained with 3 against E. aerogenes ATCC 13048. None of the compounds displayed significant cytotoxic effect against the two studied leukemia cell line. Nevertheless, the activity of compounds 4, 5, 8 and 9 were better than that of doxorubicin towards the resistant CEM/ADR5000 cell line.

Keywords

Novel sulfonamides Acetamides Pyridone Antibacterial Anticancer activities.
S. Alsaid1, M., M. Ghorab1, M., Kuete2, V., A. Shahat1, A., & Efferth2, T. (2014). Synthesis, Antibacterial and Cytotoxic Activities of Cyanoenonebenzenesulfonamide, Acetamide and Pyridine-3-carbonitrile Derivatives. Asian Journal of Chemistry, 26(24), 8505–8510. https://doi.org/10.14233/ajchem.2014.18085
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