Synthesis, antioxidant activity and docking study of novel 3o-amine consisting 5-acetyl-6-chloroindolin-2-one analogues

IF 2.218 Q2 Chemistry 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

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Abstract

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.

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新型5-乙酰-6-氯吲哚-2- 1类似物30胺的合成、抗氧化活性及对接研究

在四丁基溴化铵的催化下，以6-氯-5-(2-氯乙酰基)-吲哚-2- 1和取代的仲胺为原料，合成了一系列由5-乙酰-6-氯吲哚-2- 1类似物(8a-e)组成的新型3°胺。对这些衍生物的生物活性进行了研究，生物测定结果表明，这些化合物具有中等至良好的抗氧化性能。DPPH法显示，8a和8d化合物具有较高的抗氧化活性。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类超氧化物歧化酶(SOD-1)相互作用。其中8a和8d与人类超氧化物歧化酶(SOD-1)结合得分最高(-9.6 kcal/mol)。配体8a在酶的结合位点具有较强的结合亲和力，与His-D-110、ASP-I-76具有较强的氢键。

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来源期刊

Chemical Data Collections Chemistry-Chemistry (all)

CiteScore

6.10

自引率

0.00%

发文量

169

审稿时长

24 days

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