Turan-Zitouni Gülhan, Kaplancikli Zafer Asim, Yildiz Mehmet Taha, Chevallet Pierre, Kaya Demet
Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Anadolu University, 26470 Eskişehir, Turkey.
Eur J Med Chem. 2005 Jun;40(6):607-13. doi: 10.1016/j.ejmech.2005.01.007. Epub 2005 Mar 2.
The increasing clinical importance of drug-resistant fungal and bacterial pathogens has lent additional urgency to microbiological research and new antimicrobial compound development. For this purpose, new thiazole derivatives of triazoles were synthesized and evaluated for antifungal and antibacterial activity. The reaction of propionic acid hydrazides with various aryl/alkyl isothiocyanates gave thiosemicarbazides which furnished the mercaptotriazoles by alkali cyclization. The 4-phenyl/cyclohexyl-5-(1-phenoxyethyl)-3-[N-(2-thiazolyl)acetamido]thio-4H-1,2,4-triazole derivatives were synthesized by reacting the mercaptotriazoles with 2-chloro-N-(2-thiazolyl)acetamide. The chemical structures of the compounds were elucidated by IR, 1H-NMR, FAB+-MS spectral data. Their antimicrobial activities against Candida albicans (two strains), Candida glabrata, Escherichia coli, Staphylococcus aureus, Pseudomonas aeruginosa were investigated. The results showed that some of the compounds have very strong antifungal activity.
耐药真菌和细菌病原体在临床上的重要性日益增加，这使得微生物学研究和新型抗菌化合物的开发更加紧迫。为此，合成了新型三唑噻唑衍生物，并对其抗真菌和抗菌活性进行了评估。丙酸酰肼与各种芳基/烷基异硫氰酸酯反应生成硫代氨基脲，硫代氨基脲经碱环化生成巯基三唑。巯基三唑与2-氯-N-(2-噻唑基)乙酰胺反应合成了4-苯基/环己基-5-(1-苯氧基乙基)-3-[N-(2-噻唑基)乙酰胺基]硫代-4H-1,2,4-三唑衍生物。通过红外光谱、1H-核磁共振、快原子轰击正离子质谱光谱数据对化合物的化学结构进行了阐明。研究了它们对白色念珠菌（两株）、光滑念珠菌、大肠杆菌、金黄色葡萄球菌、铜绿假单胞菌的抗菌活性。结果表明，其中一些化合物具有很强的抗真菌活性。
