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Vol. 25 No. 10 (2013): Vol 25 Issue 10

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Synthesis, Characterization, Antibacterial and Urease Inhibition Studies of Some Novel Symmetrical N3,N3'-bis-(disubstituted)isophthalyl-bis-(thioureas)

https://doi.org/10.14233/ajchem.2013.14174
Muhammad Jamil
Department of Chemistry, Government College University, Faisalabad-38000, Pakistan
Muhammad Zubair
Department of Chemistry, Government College University, Faisalabad-38000, Pakistan
Nasir Rasool
Department of Chemistry, Government College University, Faisalabad-38000, Pakistan
Ataf Ali Altaf
Department of Chemistry, Quaid-i-Azam University, Islamabad-45320, Pakistan
Komal Rizwan
Department of Chemistry, Government College University, Faisalabad-38000, Pakistan
Samia Hafeez
Department of Chemistry, Bahauddin Zakariya University, Multan-60800, Pakistan
Iftikhar Hussain Bukhari
Department of Chemistry, Government College University, Faisalabad-38000, Pakistan
Peter Langer
Institute of Chemistry, University of Rostock, Albert-Einstein-Str. 3a, 18059 Rostock, Germany ; Leibniz Institute of Catalysis at the University of Rostock e.V., Albert-Einstein-Str. 29a, 18059 Rostock, Germany

Corresponding Author(s) : Muhammad Zubair

zubairmkn@yahoo.com

Asian Journal of Chemistry, Vol. 25 No. 10 (2013): Vol 25 Issue 10

Abstract

A series of some novel N3,N3'-bis-(disubstituted)isophthalyl-bis-(thioureas), with general formula [C6H4{CONHCSNR1R2}2], where R1 = H (4a-4d, 4f, 4g, 4i, 4j), C6H5(4e), C6H11(4h) and R2 = C5H4N3(4a), 4-C6H4COOH(4b), 3-NO2C6H4(4c), 2-NO2C6H4(4d), C6H5(4e), 2,4(CH3)2C6H3(4f), C6H11(4g, 4h), C5H4N(4i), 3-NH2C6H4(4j) have been synthesized in good to excellent yields by reaction of isophthaloyl isothiocyanate with primary and secondary amines using dry acetone as solvent. These compounds 3a-j have been characterized by elemental analyses, infrared and 1H NMR spectroscopy. These compounds were screened for their antibacterial activity against bacterial species, Bacillus subtilis, Staphylococcus aureus, Escherichia coli, S. sonii, Salmonella typhi and Pseudomonas aeroginosa. Some compounds showed potent activity against some bacterial strains and others exhibited strong antibacterial activity. The synthesized compounds 4a-j were also evaluated for urease inhibition and found to exhibit varying degree of urease inhibition activity. Compounds 4a-d were found to be the most active, exhibiting IC50 = 26.3 ± 0.5 to 31.1 ± 0.3 μM. It was concluded that these compounds may be a potential source of active antibacterial agents and some of these compounds also exhibit promising urease inhibitory activity.

Keywords

Bisthioureas Antibacterial activity Synthesis Isothiocyanate
Jamil, M., Zubair, M., Rasool, N., Ali Altaf, A., Rizwan, K., Hafeez, S., … Langer, P. (2013). Synthesis, Characterization, Antibacterial and Urease Inhibition Studies of Some Novel Symmetrical N3,N3’-bis-(disubstituted)isophthalyl-bis-(thioureas). Asian Journal of Chemistry, 25(10), 5328–5332. https://doi.org/10.14233/ajchem.2013.14174
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