Institute of Organic Chemistry and Technology, Faculty of Chemical Technology, University of Pardubice, Studentská 573, 532 10 Pardubice, Czech Republic.
Bioorg Med Chem. 2013 Nov 1;21(21):6574-81. doi: 10.1016/j.bmc.2013.08.029. Epub 2013 Aug 24.
Three series of salicylanilides, esters of N-phenylsalicylamides and 2-hydroxy-N-[1-(2-hydroxyphenylamino)-1-oxoalkan-2-yl]benzamides, in total thirty target compounds were synthesized and characterized. The compounds were evaluated against seven bacterial and three mycobacterial strains. The antimicrobial activities of some compounds were comparable or higher than the standards ampicillin, ciprofloxacin or isoniazid. Derivatives 3f demonstrated high biological activity against Staphylococcus aureus (⩽0.03μmol/L), Mycobacterium marinum (⩽0.40μmol/L) and Mycobacterium kansasii (1.58μmol/L), 3g shows activity against Clostridium perfringens (⩽0.03μmol/L) and Bacillus cereus (0.09μmol/L), 3h against Pasteurella multocida (⩽0.03μmol/L) and M. kansasii (⩽0.43μmol/L), 3i against methicillin-resistant S. aureus and B. cereus (⩽0.03μmol/L). The structure-activity relationships are discussed for all the compounds.
合成并表征了三系列水杨酰苯胺、N- 苯基水杨酰胺酯和 2- 羟基-N-[1-(2- 羟基苯基氨基)-1-氧代-2-烷酰胺基]苯甲酰胺，共计三十个目标化合物。评估了这些化合物对七种细菌和三种分枝杆菌菌株的抗菌活性。一些化合物的抗菌活性与氨苄西林、环丙沙星或异烟肼相当或更高。衍生物 3f 对金黄色葡萄球菌（⩽0.03μmol/L）、海分枝杆菌（⩽0.40μmol/L）和堪萨斯分枝杆菌（1.58μmol/L）具有高生物活性，3g 对产气荚膜梭菌（⩽0.03μmol/L）和蜡样芽孢杆菌（0.09μmol/L）具有活性，3h 对多杀巴斯德菌（⩽0.03μmol/L）和堪萨斯分枝杆菌（⩽0.43μmol/L）具有活性，3i 对耐甲氧西林金黄色葡萄球菌和蜡样芽孢杆菌（⩽0.03μmol/L）具有活性。讨论了所有化合物的构效关系。
