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Synthesis, antioxidant activity and docking study of novel 3o-amine consisting 5-acetyl-6-chloroindolin-2-one analogues
Chemical Data Collections Pub Date : 2023-09-29 , DOI: 10.1016/j.cdc.2023.101090
K.K. Garlapati , R.K. Ganta , K. Siva Kumar , A.K. Rao , N. Srinivasu , S. Maddila

A variety of novel 3°-amine consisting 5-acetyl-6-chloroindolin-2-one analogues(8a-e) were developed and synthesized by reacting of 6-chloro-5-(2-chloroacetyl)-indolin-2-one and substituted secondary aminesin the presence of a Tetrabutylammonium bromide as a catalyst. The biological activity of these derivatives was investigated, and the bio-assay revealed that the compounds have moderate to good antioxidant properties. Notably, 8a and 8d compounds possessed high antioxidant activitywhich is revealed by DPPH method. Furthermore, molecular docking investigations were carried out to better understand how these compounds interact with the Human Superoxide Dismutase enzyme (SOD-1).Among the molecules, 8a and 8d have highest binding score (-9.6 kcal/mol) towards Human Superoxide Dismutase enzyme (SOD-1). Ligand 8a has strong binding affinity at binding site of enzyme with strong Hydrogen bonding with His-D-110, and ASP-I-76.



中文翻译:

5-乙酰基-6-氯吲哚啉-2-酮类似物新型3o-胺的合成、抗氧化活性及对接研究

通过6-氯-5-(2-氯乙酰基)-二氢吲哚-2-酮反应,开发合成了多种新型3°-胺,包括5-乙酰基-6-氯二氢吲哚-2-酮类似物(8a-e)和在四丁基溴化铵作为催化剂的存在下取代的仲胺。研究了这些衍生物的生物活性,生物测定表明这些化合物具有中等至良好的抗氧化性能。值得注意的是,8a8d化合物具有高抗氧化活性,这是通过DPPH方法揭示的。此外,还进行了分子对接研究,以更好地了解这些化合物如何与人超氧化物歧化酶(SOD-1)相互作用。在这些分子中,8a和8d对人超氧化物歧化酶的结合得分最高(-9.6 kcal / mol) (SOD-1)。配体 8a 在酶的结合位点具有很强的结合亲和力,与 His-D-110 和 ASP-I-76 具有强氢键。

更新日期:2023-09-29
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