Ochal Zbigniew, Bretner Maria, Wolinowska Renata, Tyski Stefan
Warsaw University of Technology, Faculty of Chemistry, 3 Noakowskiego St., 00-664 Warszawa, Poland.
Med Chem. 2013 Dec;9(8):1129-36. doi: 10.2174/1573406411309080015.
A series of 5-halogenomethylsulfonylbenzimidazole and benzotriazole derivatives was synthesized as potential antibacterial agents. A new method of synthesis of benzimidazoles was developed. The antimicrobial activities of these compounds were tested against a series of reference and clinical strains. The reference strains include Gram-positive bacteria (S. aureus, S. epidermidis, B. subtilis, B. cereus, E. hirae, M. luteus) and Gram-negative rods (E. coli, P. vulgaris, P. aeruginosa, B. bronchiseptica). The clinical strains include six methicillin-resistant (MRSA) and two methicillin-sensitive (MSSA) S. aureus strains, one methicillin-resistant S. epidermidis, three E. faecalis and two E. faecium strains. Compound with trifluoromethyl- substituent at C-2 position (4) displayed significant antibacterial activities comparable with nitrofurantoin against four strains, and higher against Micrococcus luteus. MIC values for clinical Staphylococci strains (MRSA) were 12.5-25 μg/mL; for Enterococcus strains these values were 50-100 μg/mL. MIC values for reference and clinical strains of Staphylococcus and Enterococcus group were similar, respectively.
合成了一系列5-卤代甲基磺酰基苯并咪唑和苯并三唑衍生物作为潜在的抗菌剂。开发了一种合成苯并咪唑的新方法。测试了这些化合物对一系列参考菌株和临床菌株的抗菌活性。参考菌株包括革兰氏阳性菌（金黄色葡萄球菌、表皮葡萄球菌、枯草芽孢杆菌、蜡样芽孢杆菌、海氏肠球菌、藤黄微球菌）和革兰氏阴性杆菌（大肠杆菌、普通变形杆菌、铜绿假单胞菌、支气管败血波氏杆菌）。临床菌株包括6株耐甲氧西林金黄色葡萄球菌（MRSA）和2株甲氧西林敏感金黄色葡萄球菌（MSSA）菌株、1株耐甲氧西林表皮葡萄球菌、3株粪肠球菌和2株屎肠球菌菌株。在C-2位带有三氟甲基取代基的化合物（4）对4种菌株显示出与呋喃妥因相当的显著抗菌活性，对藤黄微球菌的抗菌活性更高。临床葡萄球菌菌株（MRSA）的MIC值为12.5 - 25μg/mL；肠球菌菌株的MIC值为50 - 100μg/mL。葡萄球菌属和肠球菌属参考菌株和临床菌株的MIC值分别相似。
