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Synthesis, Spectroscopic Properties and Antipathogenic Activity of New Thiourea Derivatives
Pharmaceutical Chemistry Department, University of Medicine and Pharmacy Carol Davila, Bucharest, Romania
Microbiology Department, Faculty of Biology, University of Bucharest, Ale. Portocalelor 1-4, Bucharest 60101, Romania
National Institute for Research and Development in Microbiology and Immunology “Cantacuzino”, Spl. Independentei 103, Bucharest 060031, Romania
* Author to whom correspondence should be addressed.
Received: 4 August 2011; in revised form: 29 August 2011 / Accepted: 1 September 2011 / Published: 6 September 2011
Abstract: A number of acylthioureas, 2-((4-methylphenoxy)methyl)-N-(aryl-carbamothioyl)benzamides (aryl = 3,5-dichlorophenyl, 2,3-dichlorophenyl, 3,4-dichloro-phenyl, 2,4,5-trichlorophenyl, 3,4,5-trichlorophenyl, 2-bromophenyl, 2,4-dibromophenyl, 2,5-dibromophenyl, 2-iodophenyl, 3-fluorophenyl, 2,3,4-trifluorophenyl, 2,4,5-trifluoro-phenyl, 2,4,6-trifluorophenyl) have been synthesized, characterized by elemental analysis, IR and NMR spectroscopy and tested for their interaction with bacterial cells in free and adherent state. The anti-pathogenic activity was correlated with the presence of one iodine, bromide or fluorine, and two or three chloride atoms on the N-phenyl substituent of the thiourea moiety, being significant especially on Pseudomonas aeruginosa and Staphylococcus aureus strains, known for their ability to grow in biofilms. Our results demonstrate the potential of these derivatives for further development of novel anti-microbial agents with antibiofilm properties.
Keywords: acylthioureas; benzamides; 2-(4-methylphenoxymethyl)benzoic acid; antimicrobial activity; bacterial biofilm
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MDPI and ACS Style
Limban, C.; Marutescu, L.; Chifiriuc, M.C. Synthesis, Spectroscopic Properties and Antipathogenic Activity of New Thiourea Derivatives. Molecules 2011, 16, 7593-7607.
Limban C, Marutescu L, Chifiriuc MC. Synthesis, Spectroscopic Properties and Antipathogenic Activity of New Thiourea Derivatives. Molecules. 2011; 16(9):7593-7607.
Limban, Carmen; Marutescu, Luminita; Chifiriuc, Mariana Carmen. 2011. "Synthesis, Spectroscopic Properties and Antipathogenic Activity of New Thiourea Derivatives." Molecules 16, no. 9: 7593-7607.