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New N-phenylacetamide-incorporated 1,2,3-triazoles: [Et3NH][OAc]-mediated efficient synthesis and biological evaluation

机译:新的N-苯基乙酰胺掺入1,2,3-三唑:[ET3NH] [OAC]介导的有效合成和生物学评估

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摘要

A facile, highly efficient, and greener method for the synthesis of new 1,4-disubstituted-1,2,3-triazoles was conducted using [Et3NH][OAc] as a medium by the implementation of ultrasound irradiation via click chemistry, affording excellent yields. The present synthetic method exhibited numerous advantages such as mild reaction conditions, excellent product yields, minimal chemical waste, operational simplicity, shorter reaction time, and a wide range of substrate scope. The synthesized compounds were further evaluated for in vitro antifungal activity against five fungal strains, and some of the compounds displayed equivalent or greater potency than the standard drug. A molecular docking study against the modelled three-dimensional structure of cytochrome P450 lanosterol 14 alpha-demethylase was also performed to understand the binding affinity and binding interactions of the enzyme. Furthermore, the synthesized compounds were evaluated for DPPH radical scavenging activity and antitubercular activity against Mycobacterium tuberculosis H37Rv strain.
机译:一种用于新的1,4-二取代-1,2,3-三唑合成简便,高效,并且更环保的方法,使用[Et3NH] [OAC],如通过点击化学超声辐射的执行介质中进行,得到良好的收益。本发明的合成方法显示出许多优点,如反应条件温和,优良的产品产率,最小的化学废物,操作简便性,更短的反应时间,以及广泛的底物范围。合成的化合物中进一步评估在体外抗真菌对五种真菌菌株的活性,并且一些化合物显示同等或更大的效力比标准药物。还进行了对细胞色素P450羊毛甾醇14的α-脱甲基酶的模拟三维结构的分子对接研究,了解的结合亲和力和酶的结合相互作用。此外,所合成的化合物进行对DPPH自由基清除活性和抗结核活性对结核分枝杆菌H37Rv菌株进行评价。

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  • 来源
    《RSC Advances》 |2019年第38期|共12页
  • 作者单位

    Dr Babasaheb Ambedkar Marathwada Univ Dept Chem Aurangabad 431004 Maharashtra India;

    Dr Babasaheb Ambedkar Marathwada Univ Dept Chem Aurangabad 431004 Maharashtra India;

    Birla Inst Technol &

    Sci Dept Pharm Hyderabad Campus Hyderabad 500078 India;

    Birla Inst Technol &

    Sci Dept Pharm Hyderabad Campus Hyderabad 500078 India;

    YB Chavan Coll Pharm Dept Pharmaceut Chem Dr Rafiq Zakaria Campus Aurangabad 431001 Maharashtra India;

    Srinath Coll Pharm Dept Pharmaceut Chem Aurangabad 431136 MS India;

    Dr Babasaheb Ambedkar Marathwada Univ Dept Chem Aurangabad 431004 Maharashtra India;

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  • 原文格式 PDF
  • 正文语种 eng
  • 中图分类 化学;
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