Department of Chemistry, Federal University of Paraíba, 58059 João Pessoa, PB, Brazil.
Molecules. 2011 Feb 28;16(3):2023-31. doi: 10.3390/molecules16032023.
Two salts of the mesoionic compounds 1,4-diphenyl-5-(5-nitro-2-furanyl)-1,3,4-thiadiazolium-2-thiol chloride (MC-1) and 4-phenyl-5-(5-nitro-2-furanyl)-1,3,4-thiadiazolium-2-phenylamine chloride (MC-2) were synthesized utilizing 1,4-diphenyl-thiosemicarbazide and 5-nitro-2-furoyl chloride as starting materials. Their structures were characterized by IR, ¹H-NMR, ¹³C-NMR and elemental analysis. These compounds were analyzed for their influence on the effectiveness of norfloxacin, tetracycline, and erythromycin (standard antibiotics) against resistant strains of Staphylococcus aureus. MC-1 and MC-2, at sub-inhibitory concentrations of 16 μg/mL, favourably modulated the antibiotic activity of tetracycline by 16- and 32-fold, respectively (MIC), and that of erythromycin by 4-fold.
两种介离子化合物 1,4-二苯基-5-(5-硝基-2-呋喃基)-1,3,4-噻二唑鎓-2-硫醇氯化物(MC-1)和 4-苯基-5-(5-硝基-2-呋喃基)-1,3,4-噻二唑鎓-2-苯胺氯化物(MC-2)是利用 1,4-二苯基硫代半卡巴腙和 5-硝基-2-呋喃酰氯作为起始原料合成的。它们的结构通过红外光谱(IR)、核磁共振氢谱(¹H-NMR)、核磁共振碳谱(¹³C-NMR)和元素分析进行了表征。这些化合物被分析了对耐甲氧西林金黄色葡萄球菌(MRSA)标准抗生素(如诺氟沙星、四环素和红霉素)的有效性的影响。在亚抑制浓度 16μg/mL 下,MC-1 和 MC-2 分别使四环素的抗生素活性增强了 16 倍和 32 倍(MIC),使红霉素的抗生素活性增强了 4 倍。