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N,N′-(hexane-1,6-diyl)bis(N-((1-aryl/alkyl-1H-1,2,3-triazol-4-yl)methyl)-4-methyl benzenesulfonamide): Synthesis, antibacterial, antioxidant, and DNA-cleavage activities
Phosphorus, Sulfur, and Silicon and the Related Elements ( IF 1.4 ) Pub Date : 2016-06-16 , DOI: 10.1080/10426507.2016.1146273
Nagavelli Vasudeva Reddy 1 , Sirassu Narsimha 1 , Lavudya Sudhakar 1 , Kumara Swamy Battula 1 , S K Althaf Hussain 2
Affiliation  

GRAPHICAL ABSTRACT ABSTRACT Thirteen novel bis-1,2,3-triazole derivatives were synthesized under copper (I)-catalyzed azide-alkyne 1,3-dipolar cycloaddition of N,N′-(hexane-1,6-diyl)bis(4-methyl-N-(prop-2-yn-1-yl)benzenesulfonamide) with different aryl azides and evaluated their biological activity. All the newly synthesized compounds were confirmed by 1H-NMR, infrared, and elemental analysis and mass spectral studies. The synthesized bis-1,2,3-triazoles were evaluated for their antioxidant activity, and some of them were found to exhibit good to excellent antioxidant activity (IC50: 11.13 ± 1.5 to 98.98 ± 1.7 μM) in comparison with standard references, Trolox (11.73 ± 1.5 μM) and ascorbic acid (3.34 ± 1.8 μM). The bistriazoles also exhibited excellent-to-moderate anti-bacterial activity (MIC: 2.253 to 75 µg mL−1 against Bacillus subtilis, Staphylococcus aureus, Escherichia coli, and Pseudomonas aeruginosa when compared with streptomycin. N,N′-(hexane-1,6-diyl)bis(N-((1-(3,5-dimethylphenyl)-1H-1,2,3-triazol-4-yl)methyl)-4-methyl benzenesulfonamide) has completely cleaved the DNA at a concentration of 100 mg mL−1, and the remaining compounds have partially cleaved the DNA.

中文翻译:

N,N'-(己烷-1,6-二基)双(N-((1-芳基/烷基-1H-1,2,3-三唑-4-基)甲基)-4-甲基苯磺酰胺):合成、抗菌、抗氧化和 DNA 切割活性

图形摘要 摘要 在铜 (I) 催化的 N,N'-(己烷-1,6-二基) 双 (I) 催化叠氮化物-炔 1,3-偶极环加成反应下合成了 13 种新型双-1,2,3-三唑衍生物。 4-甲基-N-(丙-2-炔-1-基)苯磺酰胺)与不同的芳基叠氮化物并评估它们的生物活性。所有新合成的化合物均通过 1H-NMR、红外、元素分析和质谱研究证实。对合成的双-1,2,3-三唑类化合物的抗氧化活性进行了评估,与标准参考品 Trolox 相比,发现其中一些表现出良好至优异的抗氧化活性(IC50:11.13 ± 1.5 至 98.98 ± 1.7 μM) (11.73 ± 1.5 μM) 和抗坏血酸 (3.34 ± 1.8 μM)。双三唑还表现出优异至中等的抗菌活性(MIC:2.253 至 75 µg mL-1,对枯草芽孢杆菌,与链霉素相比,金黄色葡萄球菌、大肠杆菌和铜绿假单胞菌。N,N'-(己烷-1,6-二基)双(N-((1-(3,5-二甲基苯基)-1H-1,2,3-三唑-4-基)甲基)-4-甲基苯磺酰胺)在 100 mg mL-1 的浓度下完全切割 DNA,其余化合物部分切割 DNA。
更新日期:2016-06-16
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