Pharmaceutical Chemistry Department, University of Medicine and Pharmacy Carol Davila, Bucharest, Romania.
Molecules. 2011 Sep 6;16(9):7593-607. doi: 10.3390/molecules16097593.
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.
已经合成了一系列的酰基硫脲，2-((4-甲基苯氧基)甲基)-N-(芳基氨甲酰硫基)苯甲酰胺（芳基= 3,5-二氯苯基、2,3-二氯苯基、3,4-二氯苯基、2,4,5-三氯苯基、3,4,5-三氯苯基、2-溴苯基、2,4-二溴苯基、2,5-二溴苯基、2-碘苯基、3-氟苯基、2,3,4-三氟苯基、2,4,5-三氟苯基、2,4,6-三氟苯基），通过元素分析、红外和核磁共振光谱进行了表征，并测试了它们在游离和附着状态下与细菌细胞的相互作用。抗病原活性与硫脲部分的 N-苯基取代基上存在一个碘、溴或氟原子以及两个或三个氯原子相关，对铜绿假单胞菌和金黄色葡萄球菌菌株的影响尤其显著，因为它们能够在生物膜中生长。我们的结果表明，这些衍生物具有进一步开发具有抗生物膜特性的新型抗菌剂的潜力。
