Synthesis, spectral characteristics, weak interactions, electronic properties and biological activity of (E)-1-(4-hydroxybenzylidene)-4-(3-isopropylphenyl)thiosemicarbazone: An experimental and theoretical approach

A novel (E)-1-(4-hydroxybenzylidene)-4-(3-isopropylphenyl)thiosemicarbazone was synthesized and the most stable optimized structure was obtained by using B3LYP/6-31 +G(d,p) basis set. The experimental and theoretical researches on the structure, FT-IR spectra, FT-Raman spectra and UV-Visible absorption spectra about the synthetized compound were explored. Reduced density gradient (RDG) function and atoms in molecules (AIM) theory from qualitative and quantitative analysis, respectively, indicated that the intramolecular weak interactions maintained molecular structure stability. The combination of UV Visible spectra and HOMO-LUMO analysis confirmed the electronic transitions among orbitals. The possible reaction sites of the synthetized compound were predicted by electrostatic potential (ESP) analysis. Molecular docking was used to explore the interactions of the synthetized compound with the antifungal receptor protein (1NMT) at active pocket. Eventually, in vitro antifungal activity of the synthetized compound was evaluated by the disk diffusion method. (C) 2020 Elsevier B.V. All rights reserved.

Automated summary

A novel compound was synthesized and its structure and spectroscopic properties were investigated both theoretically and experimentally. The study demonstrated that intramolecular weak interactions maintained the stability of the molecular structure, and the electronic transitions and potential reaction sites were analyzed to determine its characteristics.