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一些新型硫代氨基脲、1,2,4-三唑-3-硫醇及其S-取代衍生物的合成、表征与抗菌活性

Synthesis, Characterization and Antibacterial Activity of some Novel Thiosemicarbazides, 1,2,4-Triazol-3-thiols and their S-substituted Derivatives.

作者信息

Kalhor Mehdi, Shabani Mahboobeh, Nikokar Iraj, Reyhaneh Banisaeed Seyedeh

机构信息

Department of Chemistry, Payame Noor University, Tehran , Iran .

Laboratory of Microbiology and Immunology of Infectious Diseases, Guilan University of Medical Sciences, Guilan, Iran.

出版信息

Iran J Pharm Res. 2015 Winter;14(1):67-75.

Abstract

The thiosemicarbazides 3a-c were appeared by reaction of the corresponding substituted hydrazides 1a-c with allylisothiocyanate 2. Synthesis of some novel 1,2,4-triazole-thiols 4a-c bearing a pyridyl unit using 1-(x-picolinoyl)-4-allyl-thiosemicarbazides (x = 2,3,4) in an alkaline solution, is reported. Also, the S-alkylation of triazole derivatives 5-7a-c is described. The structure of the synthesized compounds resulted from the IR, (1)H and -(13)C NMR spectroscopy and elemental analysis data. The antibacterial studies to all of the synthesized compounds against B. cereus, E. coli, P. aeroginosa, S. aureus and E. faecalis as MIC values are reported. Some of these compounds such as 7a, 4a and 3a exhibited a good to significant antibacterial activity.

摘要

通过相应的取代酰肼1a - c与烯丙基异硫氰酸酯2反应得到硫代氨基脲3a - c。报道了在碱性溶液中使用1 -(x - 吡啶甲酰基)- 4 - 烯丙基硫代氨基脲(x = 2,3,4)合成一些带有吡啶基单元的新型1,2,4 - 三唑硫醇4a - c。此外,还描述了三唑衍生物5 - 7a - c的S - 烷基化反应。通过红外光谱、(1)H和 -(13)C核磁共振光谱以及元素分析数据确定了合成化合物的结构。报道了所有合成化合物针对蜡样芽孢杆菌、大肠杆菌、铜绿假单胞菌、金黄色葡萄球菌和粪肠球菌的抗菌研究的最低抑菌浓度(MIC)值。其中一些化合物如7a、4a和3a表现出良好到显著的抗菌活性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/87cd/4277620/b1db55f08d62/ijpr-14-067-g001.jpg

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