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新型三偶氮染料(由3-氨基-4H-噻吩并[3,4-c][1]苯并吡喃-4-酮合成)的合成、表征及抗菌活性

Synthesis, Characterization, and Antimicrobial Activity of a Novel Trisazo Dye from 3-Amino-4H-thieno[3,4-c][1]benzopyran-4-one.

作者信息

Tsemeugne Joseph, Sopbué Fondjo Emmanuel, Tamokou Jean-de-Dieu, Rohand Taoufik, Ngongang Arnaud Djintchui, Kuiate Jules Roger, Sondengam Beibam Luc

机构信息

Laboratory of Applied Synthetic Organic Chemistry, Department of Chemistry, Faculty of Science, University of Dschang, P.O. Box 67, Dschang, Cameroon.

Department of Organic Chemistry, University of Yaoundé I, P.O. Box 812, Yaoundé, Cameroon.

出版信息

Int J Med Chem. 2018 Feb 1;2018:9197821. doi: 10.1155/2018/9197821. eCollection 2018.

DOI:10.1155/2018/9197821
PMID:29484208
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5816859/
Abstract

A new trisazo dye has been synthesized by coupling the diazonium ion of 3-amino-4H thieno[3,4-c][1]benzopyran-4-one with 2--butyl-4-methoxyphenol. The newly prepared trisazo dye was characterized by its physical, elemental, and spectroscopic data. 2D-NMR (COSY, HSQC, and HMBC) techniques were used to secure the structural assignments. The new trisazo dye (compound ) along with precursors , , and was screened by microdilution susceptibility assay for antibacterial and antifungal activities towards eight bacterial strains and three yeasts selected on the basis of their relevance as human pathogens. The results showed that compound (MIC = 2-128 g/mL) was the most active as compared with its precursors. The most resistant microorganisms were NB2 and SG24, whereas the most sensitive microorganism was The overall results of this study indicated that compound had the greatest potential value against both yeasts and multidrug-resistant bacteria, so further investigation is warranted.

摘要

通过将3-氨基-4H-噻吩并[3,4-c][1]苯并吡喃-4-酮的重氮离子与2-丁基-4-甲氧基苯酚偶联,合成了一种新的三偶氮染料。通过其物理、元素和光谱数据对新制备的三偶氮染料进行了表征。使用二维核磁共振(COSY、HSQC和HMBC)技术来确定结构归属。通过微量稀释药敏试验,对新的三偶氮染料(化合物)以及前体、和针对基于其作为人类病原体的相关性而选择的八种细菌菌株和三种酵母进行了抗菌和抗真菌活性筛选。结果表明,与其前体相比,化合物(MIC = 2 - 128 μg/mL)活性最高。最具抗性的微生物是NB2和SG24,而最敏感的微生物是。本研究的总体结果表明,化合物对酵母和多重耐药细菌均具有最大的潜在价值,因此有必要进行进一步研究。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d419/5816859/a084e478d5bc/IJMC2018-9197821.002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d419/5816859/9e9342486d07/IJMC2018-9197821.sch.001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d419/5816859/ab790436f67f/IJMC2018-9197821.sch.002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d419/5816859/0f2213294c9a/IJMC2018-9197821.sch.003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d419/5816859/e9c8da91f9a9/IJMC2018-9197821.001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d419/5816859/a084e478d5bc/IJMC2018-9197821.002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d419/5816859/9e9342486d07/IJMC2018-9197821.sch.001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d419/5816859/ab790436f67f/IJMC2018-9197821.sch.002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d419/5816859/0f2213294c9a/IJMC2018-9197821.sch.003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d419/5816859/e9c8da91f9a9/IJMC2018-9197821.001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d419/5816859/a084e478d5bc/IJMC2018-9197821.002.jpg

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