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

Journal of chemical biology

article

Shankar Bhookya¹  Jalapathi Pochampally¹  Anil Valeru¹  Vianala Sunitha¹  Saikrishna Balabadra²  Vijjulatha Manga²  Karunakar rao Kudle³ 

[1] Department of Chemistry, University College of Science, Osmania University;MMMC Group, Department of Chemistry, University College of Science, Osmania University;Department of Biochemistry, University College of Science, Osmania University

关键词: Amide derivatives;    Anti-inflammatory activity;    Paw edema;    Docking studies;   

DOI  :  10.1007/s12154-017-0168-x

学科分类：分子生物学，细胞生物学和基因

来源: Springer

【 摘 要 】

A series of new tert -butyl 2-(substituted benzamido) phenylcarbamate (4a – 4j) were synthesized by the condensation of tert -butyl 2-amino phenylcarbamate ( 3 ) 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 4i and 4a 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. Electronic supplementary material The online version of this article (doi:10.1007/s12154-017-0168-x) contains supplementary material, which is available to authorized users.

【 授权许可】

CC BY