Optimization of 3-aminotetrahydrothiophene 1,1-dioxides with improved potency and efficacy as non-electrophilic antioxidant response element (ARE) act...

Basic Information

ID: ALA5257107

Journal: Bioorg Med Chem Lett

Title: Optimization of 3-aminotetrahydrothiophene 1,1-dioxides with improved potency and efficacy as non-electrophilic antioxidant response element (ARE) activators.

Authors: Jo J, Kim J, Ibrahim L, Kumar M, Iaconelli J, Tran CS, Moon HR, Jung Y, Wiseman RL, Lairson LL, Chatterjee AK, Bollong MJ, Yun H.

Abstract: Activating NRF2-driven transcription with non-electrophilic small molecules represents an attractive strategy to therapeutically target disease states associated with oxidative stress and inflammation. In this study, we describe a campaign to optimize the potency and efficacy of a previously identified bis-sulfone based non-electrophilic ARE activator 2. This work identifies the efficacious analog 17, a compound with a non-cytotoxic profile in IMR32 cells, as well as ARE activators 18 and 22, analogs with improved cellular potency. In silico drug-likeness prediction suggested the optimized bis-sulfones 17, 18, and 22 will likely be of pharmacological utility.

CiteXplore: 37116763

DOI: 10.1016/j.bmcl.2023.129306

Patent ID: