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Development of MAO-A and 5-HT<sub>2A</sub>R Dual Inhibitors with Improved Antidepressant Activity

Xiaona Sun, Na Li, Peisen Zhong, Li Chen, Jianbo Sun

2022Journal of Medicinal Chemistry17 citationsDOIOpen Access PDF

Abstract

Designing dual-target inhibitors targeting 5-HT2AR and MAO-A could synergistically promote interstitial 5-HT levels, so as to exhibit a more efficient antidepressant effect. On the premise of maintaining the original pharmacophore binding, arylpiperazine scaffolds and 5-oxygen-substituted oxoisoaporphines were hybridized to afford 15 dual-target inhibitors through suitable linkers. Among all inhibitors, I14 exhibited the best inhibitory activities against 5-HT2AR and MAO-A. In vitro cell proliferation assays showed that most compounds were nontoxic to neuronal cells and normal hepatocytes. I14 also significantly ameliorated the depression-like behavior of zebrafish and mice. Further study revealed that I14 was able to occupy the active cavity of 5-HT2AR and MAO-A with multiple hydrogen bonding forces and π–π stacking interaction. I14 was also able to repair the damage of mice hippocampal neuronal cells and reduce the expression of 5-HT2AR in mice brain tissue. In conclusion, I14 could be a potential antidepressant candidate for further study.

Topics & Concepts

ChemistryPharmacophoreAntidepressantIn vitroZebrafishPharmacologyHippocampal formationBiochemistryCell biologyNeuroscienceHippocampusGeneMedicineBiologyChemical synthesis and alkaloidsPharmacological Receptor Mechanisms and EffectsCyclopropane Reaction Mechanisms
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