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使用臭豆果皮提取物合成基于噻唑烷二酮的查耳酮4-硫代吡喃作为抗氧化剂的钴铁氧体磁性纳米颗粒绿色催化剂

Green catalyst of cobalt ferrite magnetic nanoparticles using petai peel extract for the synthesis of thiazolidinedione-based chalcone 4-thiopyran as an antioxidant.

作者信息

Nadia Aida, Cahyana Antonius Herry, Annas Dicky, Madiabu Mohammad Jihad, Ardiansah Bayu

机构信息

Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Indonesia Depok 16242 Indonesia

Research Center for Chemistry, National Research and Innovation Agency (BRIN) B. J. Habibie Science and Technology Area South Tangerang 15314 Indonesia

出版信息

RSC Adv. 2024 Aug 5;14(34):24384-24397. doi: 10.1039/d4ra03077j.

Abstract

CoFeO magnetic nanoparticles were successfully synthesized using the green synthesis method with petai peel extract (PPE) as the capping and reducing agent. These nanoparticles were characterized using various techniques, including XRD, VSM, FTIR spectroscopy, UV-DRS, FESEM, EDX, TEM, HR-TEM, and SAED. The synthesized nanoparticles possess cubic morphology with an average size of 37.67 nm. CoFeO magnetic nanoparticles were used as a catalyst for the synthesis of organic compounds, namely, chalcones. The synthesized organic compounds were characterized using FTIR, UV-Vis, LC-HRMS, and melting point test. The best result for chalcone synthesis was 62.26% using CoFeO magnetic nanoparticles (5 mol%) in ethanol at reflux condition for 2 h. The nanocatalyst could be used for 5 cycles without any significant loss of yields. The synthesized organic compounds were further examined for their antioxidant activity. The 4-thiopyran 2-acetyl pyridine variant (product 2) exhibited the highest antioxidant activity with an IC value of 90.80 μg mL. This was supported by the bond dissociation enthalpy (BDE) values of the C-H groups of benzo[]thiochromene and pyridine, which were 74.0 kcal mol and 105.1 kcal mol, respectively. The objective of this study is to develop a method for synthesizing organic compounds using green catalysts in order to reduce the adverse environmental impact. Furthermore, this research also aims to investigate the antioxidant potential of the thiazolidinedione-based chalcone 4-thiopyran compounds in order to overcome oxidative stress.

摘要

采用绿色合成法,以豆酱皮提取物(PPE)作为封端剂和还原剂,成功合成了CoFeO磁性纳米颗粒。使用多种技术对这些纳米颗粒进行了表征,包括X射线衍射(XRD)、振动样品磁强计(VSM)、傅里叶变换红外光谱(FTIR)、紫外可见漫反射光谱(UV-DRS)、场发射扫描电子显微镜(FESEM)、能谱分析(EDX)、透射电子显微镜(TEM)、高分辨率透射电子显微镜(HR-TEM)和选区电子衍射(SAED)。合成的纳米颗粒具有立方形态,平均尺寸为37.67纳米。CoFeO磁性纳米颗粒被用作合成有机化合物(即查尔酮)的催化剂。使用FTIR、紫外可见光谱(UV-Vis)、液相色谱-高分辨质谱(LC-HRMS)和熔点测试对合成的有机化合物进行了表征。在回流条件下于乙醇中使用5摩尔%的CoFeO磁性纳米颗粒反应2小时,查尔酮合成的最佳产率为62.26%。该纳米催化剂可循环使用5次,产率无显著损失。对合成的有机化合物的抗氧化活性进行了进一步研究。4-硫代吡喃-2-乙酰吡啶变体(产物2)表现出最高的抗氧化活性,IC值为90.80微克/毫升。苯并[ ]硫代色烯和吡啶的C-H基团的键解离焓(BDE)值分别为74.0千卡/摩尔和105.1千卡/摩尔,这支持了上述结果。本研究的目的是开发一种使用绿色催化剂合成有机化合物的方法,以减少对环境的不利影响。此外,本研究还旨在研究基于噻唑烷二酮的查尔酮4-硫代吡喃化合物的抗氧化潜力,以克服氧化应激。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0410/11298976/ddd983185548/d4ra03077j-f1.jpg

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