A Novel Anthraquinone-Based Azo Compound: Synthesis, Quantum Chemical Calculations and Investigation of ADMET Properties

Abstract

This study involved the synthesis of the potentially drug candidate 2-((9,10-dioxo-9,10-dihydroanthracen-2-yl)diazenyl)-5-hydroxybenzoic acid (DHA), the elucidation of its structure using spectroscopic techniques and the determination of the compound's lowest energy structure using the DFT/B3LYP method and the 6-311G(d,p) basis set. The compound's vibration frequencies and NMR chemical shift values were then determined using optimized geometry. The three-dimensional molecular electrostatic potential (MEP) map of the compound and the HOMOs-LUMOs and molecular orbital energies were examined using the DFT approach. The compound's ADMET properties were then determined, and its potential for usage as a drug was assessed. Additionally, the predicted toxicity class and LD50 value for the DHA were established. The outcomes demonstrated that by having ADMET properties, this newly synthesized compound has the potential to be a drug.