Ateş Oznur, Gürsoy Aysel, Altintaş Handan, Otük Gülten, Birteksöz Seher
Department of Microbiology, Faculty of Pharmacy, Istanbul University, 34452 Istanbul, Turkey.
Arch Pharm (Weinheim). 2003 Mar;336(1):39-46. doi: 10.1002/ardp.200390002.
[2-[2-(N, N-Disubstituted thiocarbamoyl-sulfanyl)acylamino ]thiazol-4-yl]acetic acid ethyl esters (3a-x) were synthesized by the reaction of potassium salts of N, N-disubstituted dithiocarbamoic acids with [2-(2-chloroalkanoyl)amino-thiazol-4-yl]acetic acid ethyl esters. The structures of the synthesized compounds were confirmed by elemental analyses, UV, IR, (1)H-NMR, and EI mass spectral data. The antimicrobial activities of all the compounds were investigated by microbroth dilution technique using Mueller-Hinton broth and Mueller-Hinton agar. In this study, Staphylococcus aureus ATCC 6538, Staphylococcus epidermidis ATCC 12228, Escherichia coli ATCC 8739, Klebsiella pneumoniae ATCC 4352, Pseudomonas aeruginosa AT CC 1539, Salmonella typhi, Shigella flexneri, Proteus mirabilis ATCC 14153 and Candida albicans ATCC10231 were used as test microorganisms. Among the tested compounds 3a, d, e, f, h, k, w activity against S. epidermidis ATCC 12228 (MIC: 156 mg/L, 78 mg/L, 62.5 mg/L, 78 mg/L, 62.5 mg/L, 312 mg/L, 250 mg/L, respectively), compound 3d had some activity against S. aureus ATCC 6538 (MIC: 156 mg/L) and C. albicans ATCC 10231(MIC: 156 mg/L). Compounds 3l, 3x also evaluated for antituberculosis activity against Mycobacterium tuberculosis H37Rv using the BACTEC 460 radiometric system and BACTEC 12B medium. The preliminary results indicated that all of the tested compounds were inactive against the test organism.
通过N,N-二取代二硫代氨基甲酸盐的钾盐与[2-(2-氯烷酰基)氨基噻唑-4-基]乙酸乙酯反应,合成了[2-[2-(N,N-二取代硫代氨基甲酰基硫烷基)酰氨基]噻唑-4-基]乙酸乙酯(3a-x)。通过元素分析、紫外光谱、红外光谱、¹H-核磁共振和电子轰击质谱数据确认了合成化合物的结构。使用穆勒-欣顿肉汤和穆勒-欣顿琼脂,通过微量肉汤稀释技术研究了所有化合物的抗菌活性。在本研究中,金黄色葡萄球菌ATCC 6538、表皮葡萄球菌ATCC 12228、大肠埃希菌ATCC 8739、肺炎克雷伯菌ATCC 4352、铜绿假单胞菌AT CC 1539、伤寒沙门菌、福氏志贺菌、奇异变形杆菌ATCC 14153和白色念珠菌ATCC10231用作测试微生物。在测试的化合物中,3a、d、e、f、h、k、w对表皮葡萄球菌ATCC 12228有活性(最低抑菌浓度分别为:156 mg/L、78 mg/L、62.5 mg/L、78 mg/L、62.5 mg/L、312 mg/L、250 mg/L),化合物3d对金黄色葡萄球菌ATCC 6538(最低抑菌浓度:156 mg/L)和白色念珠菌ATCC 10231(最低抑菌浓度:156 mg/L)有一定活性。还使用BACTEC 460放射性系统和BACTEC 12B培养基评估了化合物3l、3x对结核分枝杆菌H37Rv的抗结核活性。初步结果表明,所有测试化合物对测试生物体均无活性。