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-丁基(取代苯甲酰胺基)苯基氨基甲酸酯衍生物的合成:抗炎活性及对接研究

Synthesis of -butyl (substituted benzamido)phenylcarbamate derivatives: anti-inflammatory activity and docking studies.

作者信息

Bhookya Shankar, Pochampally Jalapathi, Valeru Anil, Sunitha Vianala, Balabadra Saikrishna, Manga Vijjulatha, Kudle Karunakar Rao

机构信息

Department of Chemistry, University College of Science, Osmania University, Saifabad, Hyderabad, 500004 India.

MMMC Group, Department of Chemistry, University College of Science, Osmania University, Hyderabad, Telangana 500007 India.

出版信息

J Chem Biol. 2017 Apr 5;10(3):105-115. doi: 10.1007/s12154-017-0168-x. eCollection 2017 Jul.

Abstract

A series of new -butyl 2-(substituted benzamido) phenylcarbamate - were synthesized by the condensation of -butyl 2-amino phenylcarbamate () with various substituted carboxylic acid in the presence of EDCI and HOBt as coupling reagent, obtain in excellent yields. The structures of all newly synthesized compounds were characterized spectroscopically and evaluated for in vivo anti-inflammatory activity compared to the standard drug, indomethacin, by using the carrageenan-induced rat paw edema protocol. Most of the compounds exhibited a promising anti-inflammatory activity within 9 to 12 h, the percentage of inhibition values ranging from 54.239 to 39.021%. The results revealed that the compounds and exhibited better or equivalent anti-inflammatory activity with the percentage of inhibition of 54.239 and 54.130%, respectively, which was comparable to standard drug. In addition to experimental results, in silico docking studies was used as a tool to verify and expand the experimental outcomes.

摘要

通过在1-乙基-3-(3-二甲基氨基丙基)碳二亚胺盐酸盐(EDCI)和1-羟基苯并三唑(HOBt)作为偶联剂的存在下,使2-氨基苯基氨基甲酸丁酯( )与各种取代的羧酸缩合,合成了一系列新的2-(取代苯甲酰胺基)苯基氨基甲酸丁酯,产率优异。通过光谱对所有新合成化合物的结构进行了表征,并通过角叉菜胶诱导的大鼠足肿胀实验,与标准药物吲哚美辛相比,评估了其体内抗炎活性。大多数化合物在9至12小时内表现出有前景的抗炎活性,抑制率范围为54.239%至39.021%。结果表明,化合物 和 表现出更好或相当的抗炎活性,抑制率分别为54.239%和54.130%,与标准药物相当。除了实验结果外,还使用计算机对接研究作为工具来验证和扩展实验结果。

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