Exploration of electronic properties, radical scavenging activity and QSAR of oxadiazole derivatives by molecular docking and first-principles approaches

Abstract

Eight new oxadiazole derivatives were designed then geometries for ground state were optimized through Density Functional Theory (DFT) at B3LYP/6-31G** level. Single electron transfer mechanism has been studied to understand the antioxidant ability of the oxadiazole derivatives. Then molecular electrostatic potential and quantitative structure–activity relationship (QSAR) was probed. Additionally, we shed light on different molecular descriptors, e.g., electrophilicity(ω), electronegativity(χ), electrophilicity indices(ωi), hardness(η), softness(S) and chemical potential(μ).The smaller value of ionization potential for 5a is showing that it might be efficient antioxidant candidate. The electrophilic reactive sites in 2a, 3a, 4a , 5a and 7a derivatives might be a good choice for reactivity that would be advantageous to improve the biological activity. The polar surface area of 3a , 4a and 5a derivatives was found < 60 A 2 which is enlightening that these drugs might be suitable as orally active and for brain penetration. First-principles calculations and molecular docking results revealed that 5a would lead to superior antioxidant activity.

Synthesis, Structure, and Biologic Activity of Some Copper, Nickel, Cobalt, and Zinc Complexes with 2‐Formylpyridine N4‐Allylthiosemicarbazone

“…It is known that the structure–activity relationship models for understanding the biological activity and toxicity of molecules may be generated in terms of global and local reactivity descriptors within a conceptual density functional theory framework [ 64 ]. The global reactivity indexes of studied compounds were estimated based on the one-electron energies of the frontier molecular orbitals (FMO) [ 65 , 66 ]. The calculated molecular descriptors and the relationships between them for studied compounds as well as biological activities are summarized in Table 8 .…”

Effect of Bridging Atom and Hydroxyl Position on the Antioxidant Capacity of Six Phenolic Schiff Bases

“…The best anti-free radical activity is attributed to the compound 5-DPSS with an EC 50 value of 7.10 ± 3.2 μg/mL, while the weak activity is recorded for the product 5-DPM (20.97 ± 0.89 μg/mL). The percentage inhibition of the DPPH• increases with increasing concentration in a dependent manner, either for the Schiff base compounds or for standards [33][34][35]. The inhibition efficiency of synthesized compounds was found to be in ascending order of 5-DPM < 3-DPSS < 3-DPS < 3-DPM < 5-DPS < 5-DPSS (Fig.…”

Design, microwave-assisted synthesis, biological evaluation, molecular docking and ADME studies of pyrrole-based hydrazide-hydrazones as potential antioxidant agents

“…Several studies have demonstrated the antioxidant potential of the hydrazide-hydrazones moiety. 15,16 Implementing electron donating groups has also been discussed as a potential technique for enhancing the overall antioxidant properties. 17 In addition, research papers have described good antioxidant capacities of the pyrrole moiety, with particular attention given to the multi-functionalized pyrrole rings.…”