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Production of benzazepine derivatives via four-component reaction of isatins: study of antioxidant activity

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Abstract

In current research, benzazepine derivative is synthesized via a new process of four-component reaction of isatin or its derivatives, α-haloketones, activated acetylenic compounds, isoquinoline and potassium fluoride/clinoptilolite nanoparticles (KF/CP NPs) in acidic solution of H2O2 in water at room temperature. Also, antioxidation property of some prepared benzazepines is investigated by employing trapping diphenyl-picrylhydrazine (DPPH) radical and ability of ferric reduction experiment. Among investigated compounds, compounds 5c have good results relative to BHT and TBHQ as standard antioxidant. Also, the Gram-positive and Gram-negative bacteria disk diffusion research is used for the confirmation of antimicrobial power of some prepared benzazepines. The achieved outcomes of disk diffusion experiment showed that these compounds avoided the growth of bacteria. Our procedure has a few benefits relative to reported method such as good rate of reaction, product with high efficiency, simple removal of catalyst from mixture of reaction. In the yield of the product, KF/clinoptilolite nanoparticles show a satisfactory recyclable activity.

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We thank Islamic Azad University of Qaemshahr and Karaj for their spiritual support.

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  1. Department of Chemistry, Qaemshahr Branch, Islamic Azad University, Qaemshahr, Iran

    Fathali Gholami Orimi & Zinatossadat Hossaini

  2. Department of Chemistry, Karaj Branch, Islamic Azad University, Karaj, Iran

    Behrooz Mirza

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Orimi, F.G., Mirza, B. & Hossaini, Z. Production of benzazepine derivatives via four-component reaction of isatins: study of antioxidant activity. Mol Divers 25, 2171–2182 (2021). https://doi.org/10.1007/s11030-020-10110-5

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