DFT Investigation, Chemical Reactivity Identification and Molecular Docking of 2(E)˗1˗(3˗Bromothiophene˗2˗yl)˗3˗(Furan˗2˗yl)Prop˗2˗en˗1˗one

Abstract

The Fourier transform infrared (FT-IR) and Raman spectra of 2(E)˗1˗(3˗bromothiophene˗2˗yl)˗3˗(furan˗2˗yl)prop˗2˗en˗1˗one (BTF) molecule have been recorded and analyzed. The equilibrium geometry, bonding features and harmonic vibrational frequencies have been investigated with the help of density functional theory (DFT) method under the B3LYP level of theory. The detailed assignments of the vibrational spectra have been carried out with the help of potential energy distribution (PED). The electronic properties were analyzed such as EHOMO energy (6.367 eV), ELUMO energy (2.705 eV), the energy difference (3.662 eV), softness (0.546 eV), and electrophilicity index (5.618 eV) were determined using UV˗Vis absorption spectrum by time dependent density functional theory (TD-DFT) approach, which helps to understand the reactivity, stability, and biological potency of the molecule. In addition, molecular electrostatic potential (MEP) was accounted in the identification of reactive sites. The intra-molecular interactions, charge delocalization and stability have been analyzed using natural bond orbital (NBO) analysis. Non-linear optical features were demonstrated from the first-order hyperpolarizability. Based on the electronic property the BTF compound was investigated for further biological investigation. The BTF compound was screened for their in vitro antifungal activity in Sabouraud Dextrose Agar Medium (SDA) and which shows moderate antifungal activity. In vitro anti˗inflammatory activity was evaluated using Bovine Serum Albumin (BSA) protein denaturation assay at different concentrations. Molecular docking was performed to investigate the interactions between BTF, co-crystal compound and the Mcl-1 protein, and their docking scores were 7.8, and 6.5, respectively, which confirms the molecule’s chemo-resistance properties.