Spectroscopic (FT-IR, FT-Raman) investigation, topological (QTAIM, RDG, ELF) analysis, drug-likeness and anti-inflammatory activity study on 2-methylaminobenzoic acid alkaloid

Abstract

The main objective of the study is to provide deeper knowledge of the structural and spectroscopic features of the anti-inflammatory compound 2-methylaminobenzoic acid (2MABA) alkaloid based on monomer and dimer model with the aid of experimental and theoretical methods. Theoretical calculations are done by the density functional theory (DFT) method with B3LYP/6–311++G(d,p) basis set. Potential energy surface scan analysis has been performed to identify the most stable conformer. The experimental FT-IR and FT-Raman spectral data are compared with computed data. The distribution of vibrational modes is carried out with the help of normal coordinate analysis (NCA). The nature of inter and intramolecular hydrogen bonds are analysed by using natural bond orbital (NBO), quantum theory of atoms in molecules (QTAIM), reduced density gradient (RDG) and Hirshfeld surface analysis. Electron localization function (ELF) analysis provides a new insight into the chemical bonding of 2MABA. Molecular electrostatic potential (MESP) and frontier molecular orbital analysis endorses the bioactivity of the molecule. The binding affinity and hydrogen bond interaction between the molecule 2MABA and the prostaglandin synthase protein are evaluated using molecular docking analysis. The in vitro anti-inflammatory activity of 2MABA against bovine serum albumin is determined by a denaturation assay. Drug-likeness parameters are calculated to scrutinize the biological assets of 2MABA.