Kocabalkanli A, Ates O, Otük G
Department of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Istanbul, 34452 Istanbul, Turkey.
Arch Pharm (Weinheim). 2001 Feb;334(2):35-9. doi: 10.1002/1521-4184(200102)334:2<35::aid-ardp35>3.0.co;2-4.
5-Phenyl/methyl-5-morpholinomethyl/pyrrolidinomethyl-2-(5- aryl-1,3,4-oxadiazol-2-yl)imino]-4-thiazolidinones (5a-m) were synthesized by the reaction of 5-phenyl/methyl-2-[(5-aryl-1,3,4-oxadiazol -2-yl)imino]-4-thiazolidinones (4a-j) with formaldehyde and morpholine or pyrrolidine. The structures of the compounds were determined by analytical and spectral (IR, 1H-NMR, EIMS) methods. The antibacterial activities of the novel compounds against Staphylococcus aureus ATCC 6538, Staphylococcus epidermidis ATCC 12228, Escherichia coli ATCC 8739, Klebsiella pneumoniae ATCC 4352, Pseudomonas aeruginosa ATCC 1539, Salmonella typhi, Shigella flexneri and Proteus mirabilis and antifungal activity against Candida albicans ATCC 10231 were tested using the disk diffusion method. Compounds 5a, 5b, 5c, 5e, 5g, and 5h were found to be active against S. aureus ATCC 6538 (MIC: 312.5; 39; 19.5; 39; 156; and 78 micrograms/mL respectively) and compounds 5c and 5h against S. flexneri (MIC: both 312.5 micrograms/mL). The minimal inhibitory concentrations of these compounds were determined using the micro dilution method.
通过5-苯基/甲基-2-[(5-芳基-1,3,4-恶二唑-2-基)亚氨基]-4-噻唑烷酮(4a-j)与甲醛和吗啉或吡咯烷反应合成了5-苯基/甲基-5-吗啉甲基/吡咯烷甲基-2-(5-芳基-1,3,4-恶二唑-2-基)亚氨基]-4-噻唑烷酮(5a-m)。通过分析和光谱(红外、1H-核磁共振、电子轰击质谱)方法确定了化合物的结构。使用纸片扩散法测试了新型化合物对金黄色葡萄球菌ATCC 6538、表皮葡萄球菌ATCC 12228、大肠杆菌ATCC 8739、肺炎克雷伯菌ATCC 4352、铜绿假单胞菌ATCC 1539、伤寒沙门菌、福氏志贺菌和奇异变形杆菌的抗菌活性以及对白色念珠菌ATCC 10231的抗真菌活性。发现化合物5a、5b、5c、5e、5g和5h对金黄色葡萄球菌ATCC 6538有活性(最低抑菌浓度分别为：312.5；39；19.5；39；156；和78微克/毫升)，化合物5c和5h对福氏志贺菌有活性(最低抑菌浓度均为312.5微克/毫升)。使用微量稀释法测定了这些化合物的最低抑菌浓度。
