Dihydropyridines (DHPs) obtained from Hantzsch multicomponent reactions are an important pharmaceutical class of compounds marketed as antihypertensive (e.g., nifedipine, nitrendipine, and amlodipine) drugs. This study synthesized new symmetrical and unsymmetrical long-chain fatty DHPs using multicomponent reactions under metal-free conditions with sulfamic acid as a catalyst. The DHPs were tested for antioxidant activity using three different methods. The insertion of a long chain into the DHP core contributed to antioxidant potential, and compounds derived from nitro aldehydes have better antioxidant potential than the antihypertensive drug nifedipine. In addition, fatty analogs to nifedipine derived from palmitic and oleic chains showed similar antioxidant activity to the common standards butylated hydroxytoluene and vitamin E. These results showed that our new synthesized products may find novel applications as antioxidant additives or for tools for use in drug discovery.

中文翻译：

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新型亲脂性二氢吡啶的合成及其抗氧化活性。

从Hantzsch多组分反应获得的二氢吡啶（DHP）是一类重要的药物类，作为市售的降压药（例如硝苯地平，尼群地平和氨氯地平）销售。这项研究使用氨基磺酸为催化剂，在无金属条件下通过多组分反应合成了新的对称和不对称长链脂肪DHP。使用三种不同的方法测试了DHP的抗氧化活性。将长链插入DHP核心有助于提高抗氧化能力，并且与降压药硝苯地平相比，由硝基醛衍生的化合物具有更好的抗氧化能力。此外，源自棕榈酸和油酸链的硝苯地平的脂肪类似物显示出与普通标准丁基化羟基甲苯和维生素E相似的抗氧化活性。