ABSTRACT

Aim: To design and perform in silico studies of 2-cyano-3-(3,5-di-tert-butyl-4-hydroxyphenyl)acrylamide derivatives of amino acids (C1 to C24). Methodology: ChemDraw Ultra 12.0 was used to generate structure, nomenclature and SMILES notations. Molinspiration Cheminformatics, SwissADME and Osiris Property Explorer were used to predict the molecular properties, bioactivity score, ADME properties and toxicity. AutoDock 4.2 was used to perform molecular docking studies by selecting enzymes involved in the process of inflammation COX-1 (PDB ID: 1EQG), COX-2 (PDB ID: 3LN1) and 5-LOX (PDB ID: 3O8Y). Results and Discussion: All the compounds C1 to C24 were predicted as drug like molecules, except compound C20. All the compounds possess good ADME properties and low toxicity. Most of the compounds were identified as bioactive protease inhibitors and enzyme inhibitors. Molecular docking studies indicated 2-cyano-3-(3,5-di-tert-butyl-4-hydroxyphenyl)acrylamide derivatives of Aspartic acid and Methionine (compounds C8 and C17) as dual inhibitors of COX and 5-LOX enzymes. Conclusion: The present investigation provided new insights into structure activity relationships in amino acid residues and identified 2-cyano-3-(3,5-di-tert-butyl-4-hydroxyphenyl)acrylamide as promising lead moiety comprising bioactive 2,6-di-tert-butyl-phenol and 2-cyanoacrylamide. Keywords: Amino acids, 2,6-di-tert-butylphenol, 2-Cyanoacrylamide, In silico studies
Publication date: 01/12/2021

https://ijbpas.com/pdf/2021/December/MS_IJBPAS_2021_DEC_SPCL_2049.pdf

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https://doi.org/10.31032/IJBPAS/2021/10.12.2049