区域选择性循环凝结与硫甲酸:螺旋环和阿佐产物,X射线表征和抗氧化剂评价
Efraín Polo-Cuadrado1, Karen Acosta-Quiroga2, Cristian Rojas-Peña2
1Departamento de Química Orgánica, Facultad de Ciencias Químicas, Universidad de Concepción Concepcion Chile epolo@udec.cl.
RSC advances
|March 20, 2025
概括
研究人员通过多元组分反应合成了新的螺旋环化合物. 这些化合物表现出强大的抗氧化活性,显示出治疗应用的显著自由基清除潜力.
科学领域:
- 有机化学 有机化学
- 药用化学 医学化学
- 计算化学计算化学
背景情况:
- 多组分反应为复杂分子提供了高效的合成路径.
- 皮拉衍生物和螺旋环化合物由于其多样化的生物活性而引起人们的兴趣.
- 抗氧化剂在减轻氧化应激和相关疾病方面发挥着至关重要的作用.
研究的目的:
- 开发简单和选择性的三组分工艺来合成新型的螺旋乙烯基环.
- 用实验和计算方法来描述合成的化合物.
- 评估新型化合物的抗氧化潜力在体外.
主要方法:
- 5 - 氨基-3 - 甲基-1- -1 - H - 皮拉 (AMPZ),硫甲酸和p - 甲的多元件循环凝结反应.
- 在常规热加热和超声波照射下进行合成.
- 通过X射线衍射,密度函数理论 (DFT) 计算和希尔什菲尔德表面分析进行表征.
- 通过DPPH和ABTS测定进行体外抗氧化活性评估.
主要成果:
- 在不同的反应条件下 (超声波与热) 选择性合成了两种不同的化合物,一种阿佐 (4b) 和一种螺旋化合物 (4a).
- X射线衍射证实了分子结构和分子间相互作用 (键,弱力).
- 优化结构的DFT计算 (LC-BLYP/6-31(d)) 与实验X射线数据的相关性很好.
- 合成的化合物显示出显著的自由基清除活性,特别是针对ABTS+基,主要通过HAT机制.
结论:
- 通过使用三组分反应策略,新型螺旋热环被有效合成.
- 这些化合物具有显著的抗氧化特性,表明它们具有作为治疗剂的潜力.
- 这项研究强调了化学合成和特征表征中综合实验和计算方法的实用性.
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