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
收藏
页数:15
相关论文
共 50 条
  • [21] ZnO/Ag/Fe3O4 nanoparticles supported on carbon nanotubes employing Petasites hybridus rhizome water extract: A novel organometallic nanocatalyst for the synthesis of new naphthyridines
    Hossaini, Zinatossadat
    Tabarsaei, Navisa
    Khandan, Samira
    Valipour, Peyman
    Ghorchibeigi, Mona
    APPLIED ORGANOMETALLIC CHEMISTRY, 2021, 35 (03)
  • [22] Reusable Fe3O4/ZnO/MWCNTs Magnetic Nanocomposites Promoted Synthesis of New Naphthyridines
    Hossaini, Zinatossadat
    Noushin, Annataj
    Valipour, Peiman
    Ghazvini, Maryam
    Rostam, Mohammad Hosseinnasab
    POLYCYCLIC AROMATIC COMPOUNDS, 2022, 42 (06) : 2927 - 2946
  • [23] PANI-Fe3O4@ZnO nanocomposite as magnetically recoverable organometallic nanocatalyst promoted synthesis of new Azo chromene dyes and evaluation of their antioxidant and antimicrobial activities
    Abdolmohammadi, Shahrzad
    Hossaini, Zinatossadat
    Poor Heravi, Mohammad Reza
    MOLECULAR DIVERSITY, 2022, 26 (04) : 1983 - 1993
  • [24] Green Synthesis of 4H-pyran Derivatives Using Fe3O4-MNPs as Efficient Nanocatalyst: Study of Antioxidant Activity
    Shafaei, Faezeh
    Najar, Asef H.
    COMBINATORIAL CHEMISTRY & HIGH THROUGHPUT SCREENING, 2020, 23 (05) : 446 - 454
  • [25] Solvent-free synthesis of new spiropyrroloindole compounds using Fe3O4/TiO2/MWCNTs MNCs via multicomponent reactions: assessment of new spiropyrroloindole antioxidant activity
    Nasrin Karami Hezarcheshmeh
    Javad Azizian
    Molecular Diversity, 2022, 26 : 2011 - 2024
  • [26] Green synthesis of Fe3O4/ZnO magnetic core-shell nanoparticles by Petasites hybridus rhizome water extract and their application for the synthesis of pyran derivatives: Investigation of antioxidant and antimicrobial activity
    Dazmiri, Mahboubeh Ghasemian
    Alinezhad, Heshmatollah
    Hossaini, Zinatossadat
    Bekhradnia, Ahmad R.
    APPLIED ORGANOMETALLIC CHEMISTRY, 2020, 34 (09)
  • [27] Synthesis and characterisation of Fe3O4/MWCNT/ZnO nanocomposites covered by a soft template as a new antibacterial agent
    Ulfawanti Intan Subadra, S. T.
    Taufiq, Ahmad
    Sunaryono, Sunaryono
    Hidayat, Arif
    Mufti, Nandang
    Susanto, Hendra
    Effendi, Muhammad Chair
    ADVANCES IN NATURAL SCIENCES-NANOSCIENCE AND NANOTECHNOLOGY, 2022, 13 (03)
  • [28] Green Synthesis and Study of Biological Activity of New Benzopyrimidoazepines: Reduction of Organic Pollutants Using Synthesized Fe3O4/TiO2/CuO@MWCNTs MNCs
    Aghaei-Meybodi, Zahra
    Ghambarian, Mehdi
    Barani, Khatereh Khandan
    Sheikholeslami-Farahani, Fatemeh
    POLYCYCLIC AROMATIC COMPOUNDS, 2023, 43 (07) : 6138 - 6159
  • [29] Production of Pyrimidobenzazepine Derivatives and Reduction of Organic Pollutant Using Ag/Fe3O4/TiO2/CuO@MWCNTs MNCs
    Kohestani, Tayyebeh
    Sayyed-Alangi, S. Zahra
    Hossaini, Zinatossadat
    Baei, Mohammad Taghi
    POLYCYCLIC AROMATIC COMPOUNDS, 2023, 43 (04) : 3392 - 3415
  • [30] Fe3O4/ZnO/multi-walled carbon nanotubes magnetic nanocomposites promoted five components synthesis of new imidazole derivatives
    Gholami Orimi, Fathali
    Mirza, Behrooz
    Hossaini, Zinatossadat
    APPLIED ORGANOMETALLIC CHEMISTRY, 2021, 35 (05)