Synthesis and investigation of antioxidant and antimicrobial activity of new pyrazinopyrroloazepine derivatives using Fe3O4/CuO/ZnO@MWCNT MNCs as organometallic nanocatalyst by new MCRs

被引:5
|
作者
Amiri, Somayeh Soleimani [1 ]
Hossaini, Zinatossadat [2 ]
Azizi, Zahra [1 ]
机构
[1] Islamic Azad Univ, Dept Chem, Karaj Branch, Karaj, Iran
[2] Islamic Azad Univ, Dept Chem, Qaemshahr Branch, Qaemshahr, Iran
关键词
alkyl bromide; Fe3O4; CuO; ZnO@MWCNT MNCs; five component reaction; isatoic anhydride; pyrazinopyrroloazepine derivatives; PROMOTED EFFICIENT SYNTHESIS; SOLVENT-FREE SYNTHESIS; ONE-POT SYNTHESIS; MULTICOMPONENT REACTIONS; GREEN SYNTHESIS; RING-EXPANSION; ACTIVATED ACETYLENES; PRIMARY AMINES; AERIAL PART; 3-COMPONENT;
D O I
10.1002/aoc.6573
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
In this study, we synthesized pyrazinopyrroloazepine derivatives in high yields using multicomponent reactions of isatoic anhydride, N-methylimidazole, alkyl bromides, activated acetylenic compounds, ethyl glycinate and methyl aziridine in the presence of Fe3O4/CuO/ZnO@MWCNT as a high performance catalyst in water at room temperature. The Fe3O4/CuO/ZnO@MWCNT synthesizes using Petasites hybridus rhizome water extract as a green media and moderate base. As well Fe3O4/CuO/ZnO@MWCNT MNCs show a good improvement in the yield of the product and displayed significant reusable activity. Investigation of antioxidant ability of synthesized compounds using radical trapping of diphenyl-picrylhydrazine (DPPH) and ferric reduction power experiment is another purpose in this research. Because of having two NH groups in the synthesized compounds, these compounds shown the good antioxidant activity relative two standards. Compound 7c was shown excellent antioxidant activity. Also, the antimicrobial activity of some synthesized compounds proved by employing the disk diffusion test on gram-positive and gram-negative bacteria. The pyrazinopyrroloazepines 7a, 7c, 7d and 7f have the maximum effect on Escherichia coli compared with gram-positive and gram-negative bacteria because of good inhibition zone diameter. This procedure has some benefits such as short reaction time, product with excellent yields, simple catalyst and products separation.
引用
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页数:15
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