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首页> 外文期刊>RSC Advances >Evaluation of the antioxidant activities of fatty polyhydroquinolines synthesized by Hantzsch multicomponent reactions
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Evaluation of the antioxidant activities of fatty polyhydroquinolines synthesized by Hantzsch multicomponent reactions

机译：Hantzsch多组分反应合成的脂肪族聚氢喹啉的抗氧化活性评估

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Polyhydroquinolines (PHQs) are the unsymmetrical Hantzsch derivatives of 1,4-dihydropyridines with several biological applications. In this work, new fatty 2- and 3-substituted PHQ derivatives from different fatty acids and fatty alcohol feedstocks were synthesized at good yields via a four-component reaction (4CR). The antioxidant activities of fatty PHQs were investigated using three different antioxidant methods. The experiments showed that the compounds derived from 2-nitrobenzaldehyde and fatty palmitic (C16:0) and oleic (C18:1) chains showed better antioxidant activity. This revealed that combining the ortho NO _(2) group in the aromatic ring with the insertion of fatty chains in the PHQ core contributed to the antioxidant activity. However, among all the fatty PHQs tested, the fatty 2-substituted compound derived from oleyl alcohol and 2-nitrobenzaldehyde showed the highest antioxidant activity (EC _(50) , 2.11–4.69 μM), which was similar to those of the antioxidant standards butylated hydroxytoluene (EC _(50) , 1.98–6.47 μM) and vitamin E (EC _(50) , 1.19–5.88 μM). In addition, this lipophilic compound showed higher antioxidant activity than the antihypertensive drug nifedipine (EC _(50) , 49.25–126.86 μM). These results indicate that the new fatty PHQs may find novel applications as antioxidant additives.
机译：聚氢喹啉（PHQs）是1,4-二氢吡啶的不对称Hantzsch衍生物，具有多种生物学应用。在这项工作中，通过四组分反应（4CR）以高收率合成了来自不同脂肪酸和脂肪醇原料的新型脂肪2和3取代的PHQ衍生物。使用三种不同的抗氧化剂方法研究了脂肪PHQs的抗氧化剂活性。实验表明，由2-硝基苯甲醛和脂肪棕榈酸（C16：0）和油酸（C18：1）链衍生的化合物具有更好的抗氧化活性。这表明结合芳环中的邻NO_（2）基团和在PHQ核心中插入脂肪链有助于抗氧化活性。但是，在所有测试的脂肪PHQ中，衍生自油醇和2-硝基苯甲醛的脂肪2-取代的化合物显示出最高的抗氧化活性（EC _（50），2.11–4.69μM），与抗氧化剂标准相似丁基化羟基甲苯（EC _（50），1.98–6.47μM）和维生素E（EC _（50），1.19–5.88μM）。此外，这种亲脂性化合物显示出比降压药硝苯地平更高的抗氧化活性（EC _（50），49.25–126.86μM）。这些结果表明，新的脂肪PHQs可以作为抗氧化剂添加剂获得新的应用。

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