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新型螺吡咯并吲哚吡咯烷衍生物的六组分合成及生物活性:实验与理论相结合的研究

Six-component synthesis and biological activity of novel spiropyridoindolepyrrolidine derivatives: A combined experimental and theoretical investigation.

作者信息

Hossaini Zinatossadat, Mohammadi Marziyeh, Sheikholeslami-Farahani Fatemeh

机构信息

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

Department of Chemistry, Faculty of Science, Vali-e-Asr University of Rafsanjan, Rafsanjan, Iran.

出版信息

Front Chem. 2022 Sep 21;10:949205. doi: 10.3389/fchem.2022.949205. eCollection 2022.

Abstract

rhizome water extract was used as green media for the preparation of Ag/FeO/CdO@multi-walled carbon nanotubes magnetic nanocomposites (Ag/FeO/CdO@MWCNTs MNCs), and its activity was evaluated by using in the one-pot multicomponent reaction of isatins, acetyl chloride, secondary amines, vinilidene Meldrum's acid, primary amines, and malononitrile in an aqueous medium at room temperature for the generation of spiropyridoindolepyrrolidine as new derivatives with tremendous output. In addition, organic pollutant reduction of 4-nitrophenol (4-NP) was carried out by generated Ag/FeO/CdO@MWCNTs in water at room temperature. The results displayed that Ag/FeO/CdO@MWCNTs were reduced as pollutants of organic compounds in a short time. The synthesized spiropyridoindolepyrrolidine has an NH functional group that has acidic hydrogen and shows high antioxidant ability. Also, the spiropyridoindolepyrrolidine exhibited antimicrobial ability, and the method that is used for this purpose is the disk diffusion method, and two kinds of bacteria, Gram-positive and Gram-negative, were employed for this analysis. Also, to better understand the reaction mechanism density, functional theory-based quantum chemical methods have been applied. For the generation of spiropyridoindolepyrrolidine, the used process has many properties such as reactions with short time, product with good yields, and simple extraction of catalyst from the mixture of reaction.

摘要

根茎水提取物被用作制备Ag/FeO/CdO@多壁碳纳米管磁性纳米复合材料(Ag/FeO/CdO@MWCNTs MNCs)的绿色介质,并通过在室温下于水介质中使异吲哚酮、乙酰氯、仲胺、亚甲基麦氏酸、伯胺和丙二腈进行一锅多组分反应来评估其活性,以生成具有高产率的新型衍生物螺吡啶并吲哚吡咯烷。此外,在室温下于水中用生成的Ag/FeO/CdO@MWCNTs对4-硝基苯酚(4-NP)进行有机污染物还原。结果表明,Ag/FeO/CdO@MWCNTs能在短时间内还原有机化合物污染物。合成的螺吡啶并吲哚吡咯烷具有一个含有酸性氢的NH官能团,并表现出高抗氧化能力。此外,螺吡啶并吲哚吡咯烷还表现出抗菌能力,用于此目的的方法是纸片扩散法,采用革兰氏阳性和革兰氏阴性两种细菌进行此分析。此外,为了更好地理解反应机理密度,已应用基于密度泛函理论的量子化学方法。对于螺吡啶并吲哚吡咯烷的生成,所采用的过程具有许多特性,如反应时间短、产物收率高以及从反应混合物中简单提取催化剂等。

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