1-(1 H-1, 2, 4-三唑-1-基)-2-(2, 4-二氟苯基)-3-[N-异丙基-N-(4-取代苄基)]-2-丙醇的合成及抗真菌活性
1-(1H-1,2,4-triazole-1-yl)-2-(2,4-difluoroph-enyl)-3-(N-cycloproyl-N-benzyl-amino)-2-propanols
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摘要: 目的 研究具有异丙基结构的氮唑类化合物的抗真菌活性。 方法 引入4位羧酸酯取代的苄基侧链结构, 合成一系列目标化合物,所有化合物结构均经MS、1H-NMR等谱确证;选择8种真菌为实验菌株,测定其体外抗真菌活性。 结果 合成了14个未见文献报道的目标化合物;所有化合物对所选真菌均表现出了一定的抑菌活性,其中化合物(1)和(2)对除薰烟曲霉菌外的7种菌都表现出了较好的抑菌活性。 结论 4位羧酸酯取代的苄基侧链结构的引入对目标化合物的抗菌活性有一定的影响,侧链越短,抑菌活性越好。Abstract: Objective To study the antifungal activity of triazole alcohols which introduce isopropyl as side chain. Methods By introduction of 4-carboxylic ester substituted benzyl group as side chain, a series of title compounds were synthesized. All of them were confirmed by MS, 1H-NMR, et al. The antifungal activities were also evaluated against eight tested pathogenic fungi. Results Fourteen title compounds were synthesized. All title compounds exhibited activity against tested fungi to some extent. Compounds (1) and (2) exhibited stronger antifungal activities against eight fungi except Aspergillus fumigatus than the control drug of itraconazole. Conclusions The introduction of 4-carboxylic ester substituted benzyl group as side chain was beneficial to improve their antifungal activity. The shorter in the side chain , the better of the antifungal activity.
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Key words:
- azoles /
- chemical synthesis /
- antifungal activity
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[1] Edmond MB, Wallace SE, McClish DK, et al. Nosocomial bloodstream infections in United States hospitals: a three-year analysis[J]. Clin Infect Dis, 1999, 29 (2): 234. [2] Nuccil M, Marr KA. Emerging fungal diseases[J]. Clin Infect Dis, 2005, 41: 521. [3] Zhao QJ, Song Y, Hu HG, et al. Design, synthesis and antifungal activity of novel triazole derivatives[J]. Chin Chem Lett, 2007, 18: 670. [4] Zhao QJ, Hu HG, Li YW, et al. Design, Synthesis, and antifungal activities of novel 1H-triazole derivatives based on the structure of the active site of fungal lanosterol 14a-demethylase (CYP51)[J]. Chem Biol, 2007, 4: 1472. [5] 吴秋业,杨济秋. 4-{[2-(1H-咪唑基)-1-(4-取代苯基)乙氧基]甲基}苯甲酸类化合物的合成及其抑制血小板聚集的作用[J]. 药学学报,1991, 26(10): 741. [6] 孙青龑, 刘超美, 赵红兵, 等. 1-(1H-1, 2, 4-三唑-1-基)-2-(2, 4-二氟苯基)-3-含硫侧链-2-丙醇类化合物的合成及抗真菌活性[J]. 第二军医大学学报, 2001, 22(9): 871. [7] National Committee for Clinical Laboratory Standards. Reference method for broth dilution antifungal susceptibility testing of yeasts, approved standard.Document M27-A2[S].PA:Wayne: 2002. -
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