Open AccessSynthesis, Molecular Docking, DFT Study of Novel N-Benzyl-2-(3-cyano-4-isobutoxyphenyl)- 4-methylthiazole-5-carboxamide Derivatives and their Antibacterial Activity
Author(s) -
D. Sam Daniel Prabu,
Sivalingam Lakshmanan,
Kavitha Thirumurugan,
N. Ramalakshmi,
S. Arul Antony
Publication year - 2020
Publication title -
asian journal of chemistry/asian journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.145
H-Index - 34
eISSN - 0975-427X
pISSN - 0970-7077
DOI - 10.14233/ajchem.2020.22390
Subject(s) - chemistry , homo/lumo , amide , febuxostat , docking (animal) , stereochemistry , computational chemistry , chemical shift , binding energy , antibacterial activity , carbon 13 nmr , carboxamide , proton nmr , molecule , organic chemistry , biochemistry , medicine , physics , nursing , hyperuricemia , uric acid , biology , bacteria , nuclear physics , genetics
A series of febuxostat based new chemical entities was synthesized using microwave method and characterized by NMR, mass and FT-IR spectral studies. Molecular docking of febuxostat amide nucleus substitution compounds 8c (-7.91kcal/mol), 8g (-7.94 kcal/mol) exhibiting high binding energy against ALK receptors. Theoretical investigation of MEPs, HOMO, LUMO and energy gap of HOMO-LUMO were calculated by B3LYP/6-31G method. Among the tested compounds, methoxy substituted compound 8g showed highest antibacterial activity against S. aereus and B. subtilis.