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Synthesis and antioxidant properties of 2-(3-(hydroxyimino)methyl)-1H-indol-1-yl)acetamide derivatives
Future Journal of Pharmaceutical Sciences Pub Date : 2020-11-23 , DOI: 10.1186/s43094-020-00090-6 Chandravadivelu Gopi , Magharla Dasaratha Dhanaraju
Future Journal of Pharmaceutical Sciences Pub Date : 2020-11-23 , DOI: 10.1186/s43094-020-00090-6 Chandravadivelu Gopi , Magharla Dasaratha Dhanaraju
The main aim of this work was to synthesise a novel N-(substituted phenyl)-2-(3-(hydroxyimino) methyl)-1H-indol-1-yl) acetamide derivatives and evaluate their antioxidant activity. These compounds were prepared by a condensation reaction between 1H-indole carbaldehyde oxime and 2-chloro acetamide derivatives. The newly synthesised compound structures were characterised by FT-IR, 1H-NMR, mass spectroscopy and elemental analysis. Furthermore, the above-mentioned compounds were screened for antioxidant activity by using ferric reducing antioxidant power (FRAP) and 1,1-diphenyl-2-picrylhydrazyl (DPPH) methods. The antioxidant activity result reveals that most of the compounds were exhibiting considerable activity in both methods and the values are very closer to the standards. Among the synthesised compounds, compound 3j, 3a and 3k were shown remarkable activity at low concentration. Compounds 3j, 3a and 3k were shown highest activity among the prepared analogues due to the attachment of halogens connected at the appropriate place in the phenyl ring. Hence, these substituted phenyl rings considered as a perfect side chain for the indole nucleus for the development of the new antioxidant agents.
中文翻译:
2-(3-(羟基亚氨基)甲基)-1 H-吲哚-1-基)乙酰胺衍生物的合成及抗氧化性能
这项工作的主要目的是合成新型的N-(取代的苯基)-2-(3-(羟基亚氨基)甲基)-1H-吲哚-1-基)乙酰胺衍生物并评估其抗氧化活性。这些化合物通过1H-吲哚甲醛甲醛肟和2-氯乙酰胺衍生物的缩合反应制备。通过FT-IR,1H-NMR,质谱和元素分析对新合成的化合物结构进行了表征。此外,通过使用三价铁还原抗氧化剂能力(FRAP)和1,1-二苯基-2-吡啶并二肼基(DPPH)方法筛选上述化合物的抗氧化剂活性。抗氧化剂活性的结果表明,大多数化合物在两种方法中均表现出相当大的活性,其值非常接近标准值。在合成的化合物中,化合物3j,图3a和3k在低浓度下显示出显着的活性。由于在苯环中适当位置连接的卤素的附着,化合物3j,3a和3k在制备的类似物中显示出最高的活性。因此,这些取代的苯环被认为是吲哚核发展新的抗氧化剂的理想侧链。
更新日期:2020-11-23
中文翻译:
2-(3-(羟基亚氨基)甲基)-1 H-吲哚-1-基)乙酰胺衍生物的合成及抗氧化性能
这项工作的主要目的是合成新型的N-(取代的苯基)-2-(3-(羟基亚氨基)甲基)-1H-吲哚-1-基)乙酰胺衍生物并评估其抗氧化活性。这些化合物通过1H-吲哚甲醛甲醛肟和2-氯乙酰胺衍生物的缩合反应制备。通过FT-IR,1H-NMR,质谱和元素分析对新合成的化合物结构进行了表征。此外,通过使用三价铁还原抗氧化剂能力(FRAP)和1,1-二苯基-2-吡啶并二肼基(DPPH)方法筛选上述化合物的抗氧化剂活性。抗氧化剂活性的结果表明,大多数化合物在两种方法中均表现出相当大的活性,其值非常接近标准值。在合成的化合物中,化合物3j,图3a和3k在低浓度下显示出显着的活性。由于在苯环中适当位置连接的卤素的附着,化合物3j,3a和3k在制备的类似物中显示出最高的活性。因此,这些取代的苯环被认为是吲哚核发展新的抗氧化剂的理想侧链。