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Synthesis and crystallographic insight into the structural aspects of some novel adamantane-based ester derivatives

机译:合成和晶体学上一些新型金刚烷酯衍生物的结构方面的见解

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摘要

Adamantyl-based compounds are commercially important in the treatments for neurological conditions and type-2 diabetes, aside from their anti-viral abilities. Their values in drug design are chronicled as multi-dimensional. In the present study, a series of 2-(adamantan-1-yl)-2-oxoethyl benzoates, 2(a–q), and 2-(adamantan-1-yl)-2-oxoethyl 2-pyridinecarboxylate, 2r, were synthesized by reacting 1-adamantyl bromomethyl ketone with various carboxylic acids using potassium carbonate in dimethylformamide medium at room temperature. Three-dimensional structures studied using X-ray diffraction suggest that the adamantyl moiety can serve as an efficient building block to synthesize 2-oxopropyl benzoate derivatives with synclinal conformation with a looser-packed crystal packing system. Compounds 2a, 2b, 2f, 2g, 2i, 2j, 2m, 2n, 2o, 2q and 2r exhibit strong antioxidant activities in the hydrogen peroxide radical scavenging test. Furthermore, three compounds, 2p, 2q and 2r, show good anti-inflammatory activities in the evaluation of albumin denaturation.
机译:基于金刚烷基的化合物除了具有抗病毒能力外,在神经疾病和2型糖尿病的治疗中还具有重要的商业意义。它们在药物设计中的价值被记录为多维的。在本研究中,一系列2-(金刚烷-1-基)-2-氧代乙基苯甲酸酯2(aq)和2-(金刚烷-1-基)-2-氧代乙基2-吡啶羧酸酯2r在室温下,使用碳酸钾在二甲基甲酰胺介质中,使1-金刚烷基溴甲基甲酮与各种羧酸反应,合成了三氟甲磺酸。使用X射线衍射研究的三维结构表明,金刚烷基部分可以用作合成松散堆积的晶体堆积系统的具有斜向构象的2-氧丙基丙基苯甲酸酯衍生物的有效构件。在过氧化氢自由基清除试验中,化合物2a,2b,2f,2g,2i,2j,2m,2n,2o,2q和2r显示出较强的抗氧化活性。此外,三种化合物2p,2q和2r在评估白蛋白变性时显示出良好的抗炎活性。

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