Synthesis, Antioxidant Activity, Acetylcholinesterase Inhibition and Quantum Studies of Thiosemicarbazones

Abstract

Thiosemicarbazones are a class of compounds of interest for Medicinal Chemistry, as they are structurally diverse and have numerous biological activities reported in the literature. This study describes the synthesis of seventeen thiosemicarbazones, which were investigated as potential therapeutic agents for the treatment of Alzheimer's disease through antioxidant tests and an inhibitory assay of the acetylcholinesterase enzyme. All compounds showed excellent inhibition of acetylcholinesterase and exhibited excellent antioxidant action when compared to the standards. In addition, a quantum study was carried out, in which the HOMO (highest occupied molecular orbital) and LUMO (lowest unoccupied molecular orbital) energy values of each compound were obtained. From these theoretical data, chemical properties were calculated and correlated with the experimental data.

Preparation, structure elucidation, and antioxidant activity of new bis(thiosemicarbazone) derivatives

“…While the m -OCH group is an electron-withdrawing substituent with negative inductive effect, the o -OCH 3 group is an electron-donating substituent with a positive resonance effect. The m -OCH 3 substituent provides easier loss of the hydrogen atom via decreased strength of the N-H bond, whereas the o -OCH 3 group has the opposite effect [45]. Compound 10 (cyclic ring) has higher antioxidant activity than compound 8 (benzyl group).…”

Functionalized Dienes: A New Series of Potential Agents for the Treatment of Alzheimer’s Disease

“…LUMO energy was a better indicator than HOMO energy regarding acetylcholinesterase inhibitory activity, and these results are in accordance with recently published data. 30…”

Antioxidant Activity, Molecular Docking, Quantum Studies and In Vivo Antinociceptive Activity of Sulfonamides Derived From Carvacrol

“…The H 2 O 2 scavenging activity showed by the compounds was measured spectrophotometrically using a method reported previously ( Sens et al, 2018 ). A 40 mM H 2 O 2 solution was made in phosphate buffer (pH 7.4).…”

“…Scavenging Assay-Nitric Oxide NO scavenging assay was performed using the method reported by Sens et al (2018). In this assay, sodium nitroprusside generates NO radicals (NO•) which react with oxygen to generate nitrite ions.…”