Research on Chemical Intermediates Spectral, Density functional theory calculations, molecular docking studies, antimicrobial, antioxidant, antidiabetic activities of the novel (E)-2-(3-(5-(3-nitrophenyl)furan-2- yl)acryloyl)-3,4-dihydronaphthalen-1(2H)-one

Abstract

Abstract The title molecule (E)-2-(3-(5-(3-nitrophenyl)furan-2-yl)acryloyl)-3,4-dihydronaphthalen-1(2H)-one (ENFADH) was completed by combining aromatic aldehydes with methyl ketones using Claisen-Schmidt condensation. The NMR, FTIR, and UV-visible investigations were used to characterize the novel chalcones. To determine the geometric, electronic, spectroscopic features, a theoretical model was also built using Gaussian 09 supporting basis set of B3LYP/6-311 + + G (d,p) as well as this basis set was used to performed the geometry optimization, harmonic vibration simulations, molecule electrostatic potential (MEP), frontier molecular orbitals (FMOs), and Mulliken's population analysis. A scaling factor of 0.9600 results in a attractive correspondence between the title compound vibrational spectrum and the experimental IR spectrum. In this innovative effort of this synthesized molecule gives more in-vitro research, such as anti-oxidant, antibacterial and antidiabetic tests were conducted. It revealed significant bactericidal activity with a maximum zone of inhibition of (19.0 ± 1.7mm) at 2.5 g/ml against Pseudomonas aeruginosa (ATCC 27853), presented maximum DPPH scavenging trait ranging from (30.8 ± 1.3% to 81.2 ± 1.5%) against Vitamin C. Likewise, it showed maximum H2O2 scavenging trait ranging from (37.9 ± 2.5% to 75.8 ± 6.4%) against ascorbic acid. In Anti-diabetic activities, it demonstrated α-amylase inhibition of 20.9 ± 2.4to 73.5 ± 2.3% and α-glucosidase inhibition by display activity of (23.3 ± 1.5 to 79.7 ± 1.2 U/L). In-silico molecular docking investigates using Auto Dock 4.0 showed the active pocket of the 1HD2 protein to estimate genotoxicology. By molecular docking, the title molcule exhibited a higher binding interaction energy of -6.5 (Kcal/mol) against the target 1HD2 protein. The obtained results suggest that the ADME characteristics of the examined drugs were predicted using their retention data (RM0). These early outcomes might be used to help choose new medication candidates and were shown to have no mutagenic effects when tested for toxicity.