Synthesis and Investigation of Antimicrobial Activity of Some Nifuroxazide Analogues

Huda S. Alsaeedi; Nabila A. Aljaber; Ismet Ara

doi:10.14233/ajchem.2015.18896

Issue

Vol. 27 No. 10 (2015): Vol 27 Issue 10

Issue Published : June 22, 2015

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

Synthesis and Investigation of Antimicrobial Activity of Some Nifuroxazide Analogues

https://doi.org/10.14233/ajchem.2015.18896

Huda S. Alsaeedi

Women Students-Medical Studies and Sciences Sections, Department of Chemistry, College of Science, King Saud University, P.O. Box 22452, Riyadh 11495, Saudi Arabia

Nabila A. Aljaber

Women Students-Medical Studies and Sciences Sections, Department of Chemistry, College of Science, King Saud University, P.O. Box 22452, Riyadh 11495, Saudi Arabia

Ismet Ara

Botany and Microbiology Department, College of Science, King Saud University, P.O. Box 22452, Riyadh 11495, Saudi Arabia

Corresponding Author(s) : Huda S. Alsaeedi

hualsaeedi@hotmail.com

Asian Journal of Chemistry, Vol. 27 No. 10 (2015): Vol 27 Issue 10
Article Published : June 22, 2015

Abstract

A series of nifuroxazide analogues [(2a-2e)-(10a-10f)] have been synthesized, structurally identified and tested for antimicrobial activity against a panel of bacteria (Gram-positive and Gram-negative) and the yeast-like pathogenic fungus Candida albicans. The most active compound in this series was 4-amino-benzoic acid (5-nitro-furan-2-ylmethylene)-hydrazide (2b) and 2-amino-benzoic acid (5-nitro-furan-2-ylmethylene)-hydrazide (2d). Furthermore, compounds (9a-9g) and (10a-10g) recorded no activity against selected species except compounds (9f) and (10f) suggesting that using furoic hydrazide and the corresponding hydrazide of thiophene did not improve the antimicrobial activities for this type of compounds. Regarding the activity against Candida albicans, all compounds showed no activity with an exception of substituted nitro furan (2a-2d).

Keywords

Nifuroxazide Hydrazide-hydrazone Antimicrobial activity

S. Alsaeedi, H., A. Aljaber, N., & Ara, I. (2015). Synthesis and Investigation of Antimicrobial Activity of Some Nifuroxazide Analogues. Asian Journal of Chemistry, 27(10), 3639–3646. https://doi.org/10.14233/ajchem.2015.18896

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P. Kumar, B. Narasimhan, D. Sharma, V. Judge and R. Narang, Eur. J. Med. Chem., 44, 1853 (2009); doi:10.1016/j.ejmech.2008.10.034.

A. Masunari and L.C. Tavares, Bioorg. Med. Chem., 15, 4229 (2007); doi:10.1016/j.bmc.2007.03.068.

L.Q. Al-Mawsawi, R. Dayam, L. Taheri, M. Witvrouw, Z. Debyser and N. Neamati, Bioorg. Med. Chem. Lett., 17, 6472 (2007); doi:10.1016/j.bmcl.2007.09.102.

S.D. Jorge, A. Masunari, C.O. Rangel-Yagui, K.F.M. Pasqualoto and L.C. Tavares, Bioorg. Med. Chem., 17, 3028 (2009); doi:10.1016/j.bmc.2009.03.011.

P. Kumar, B. Narasimhan, P. Yogeeswari and D. Sriram, Eur. J. Med. Chem., 45, 3028 (2010).

F.R. Paula, S.D. Jorge, L.V. Almeida, K.F.M. Pasqualoto and L.C. Tavares, Bioorg. Med. Chem., 17, 2673 (2009); doi:10.1016/j.bmc.2009.02.056.

S.G. Kucukguzel, A. Mazi, F. Sahin, S. Ozturk and J. Stables, Eur. J. Med. Chem., 38, 1005 (2003); doi:10.1016/j.ejmech.2003.08.004.

B. Pniewska and M. Januchowski, Pol. J. Chem., 72, 2629 (1998).

M.A. Khan, S. Kauser Ali and G.M. Bouet, J. Inorg. Biochem., 90, 67 (2006); doi:10.1016/S0162-0134(02)00371-9.

N. Boussac, M.J. Galmier, G. Dauphin, M. Madesclaire and C. Lartigue, Mikrochim. Acta, 141, 179 (2003); doi:10.1007/s00604-002-0946-0.

D.G. Rando, M.A. Avery, B.L. Tekwani, S.I. Khan and E.I. Ferreira, Bioorg. Med. Chem., 16, 6724 (2008); doi:10.1016/j.bmc.2008.05.076.

J. Li, J. Liu, H.C. Zhang, H. Li and J.P. Wang, Anal. Chim. Acta, 678, 1 (2010); doi:10.1016/j.aca.2010.07.025.

P. Melnyk, V. Leroux, C. Sergheraert and P. Grellier, Bioorg. Med. Chem. Lett., 16, 31 (2006); doi:10.1016/j.bmcl.2005.09.058.

I.M.I. Fakhr, M.A.A. Radwan, S. El-Batran, O.E. Abd El-Salam and S.M. El-Shenawy, Eur. J. Med. Chem., 44, 1718 (2009); doi:10.1016/j.ejmech.2008.02.034.

A.I. Khlebnikov, I.A. Schepetkin, L.N. Kirpotina and M.T. Quinn, Bioorg. Med. Chem., 16, 9302 (2008); doi:10.1016/j.bmc.2008.08.078.

P. Vicini, M. Incerti, P. La Colla and R. Loddo, Eur. J. Med. Chem., 44, 1801 (2009); doi:10.1016/j.ejmech.2008.05.030.

M.L. Hanna, T.M. Tarasow and J. Perkins, Bioorg. Chem., 35, 50 (2007); doi:10.1016/j.bioorg.2006.07.004.

D. Kaushik, S.A. Khan, G. Chawla and S. Kumar, Eur. J. Med. Chem., 45, 3943 (2010); doi:10.1016/j.ejmech.2010.05.049.

A.C. Cunha, J.M. Figueiredo, J.L.M. Tributino, A.L.P. Miranda, H.C. Castro, R.B. Zingali, C.A.M. Fraga, M.C.B.V. de Souza, V.F. Ferreira and E.J. Barreiro, Bioorg. Med. Chem., 11, 2051 (2003); doi:10.1016/S0968-0896(03)00055-5.

Issue

Vol. 27 No. 10 (2015): Vol 27 Issue 10

Synthesis and Investigation of Antimicrobial Activity of Some Nifuroxazide Analogues

Corresponding Author(s) : Huda S. Alsaeedi

Abstract

Keywords

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