Synthesis, Spectral Characterization, And Biological Evaluation Of Heterocyclic P-Fluorophenyl Carboxamides: In-Vitro And In-Silico Investigations
DOI:
https://doi.org/10.64252/jr4t8a24Keywords:
p-fluorophenyl carboxamides, heterocycles, amide synthesis, in vitro assays, molecular docking, DFT analysis, α-glucosidase inhibition, COX-2 inhibitionAbstract
A novel series of heterocyclic para-fluorophenyl carboxamides was synthesized via a TBTU-assisted coupling reaction between various carboxylic acids and p-fluoroaniline in dry acetonitrile. Structural confirmation and compound purity were established using a suite of spectroscopic techniques, including FT-IR, UV-Visible, ¹H and ¹³C NMR spectroscopy, and electrospray ionization mass spectrometry (ESI-MS). The synthesized molecules demonstrated notable therapeutic potential, as evidenced by in vitro assessments of their anti-inflammatory and anti-diabetic activities. Several derivatives showed substantial inhibition of key enzymes such as α-glucosidase and cyclooxygenase-2 (COX-2). Molecular docking analyses revealed favorable binding interactions with these biological targets, providing mechanistic insight into their bioactivity. Additionally, density functional theory (DFT) calculations offered valuable data on electronic structures, stability, and reactive sites. This integrated experimental–computational strategy supports the potential of fluorinated carboxamide scaffolds as dual-action therapeutic leads for managing inflammation and type 2 diabetes.
