Diphenyl Diselenide and SARS-CoV-2: in silico Exploration of the Mechanisms of Inhibition of Main Protease (M(pro)) and Papain-like Protease (PL(pro))

二苯基二硒化物与SARS-CoV-2:计算机模拟探索其抑制主蛋白酶(M(pro))和木瓜蛋白酶样蛋白酶(PL(pro))的机制

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Abstract

The SARS-CoV-2 pandemic has prompted global efforts to develop therapeutics. The main protease of SARS-CoV-2 (M(pro)) and the papain-like protease (PL(pro)) are essential for viral replication and are key targets for therapeutic development. In this work, we investigate the mechanisms of SARS-CoV-2 inhibition by diphenyl diselenide (PhSe)(2) which is an archetypal model of diselenides and a renowned potential therapeutic agent. The in vitro inhibitory concentration of (PhSe)(2) against SARS-CoV-2 in Vero E6 cells falls in the low micromolar range. Molecular dynamics (MD) simulations and density functional theory (DFT) calculations [level of theory: SMD-B3LYP-D3(BJ)/6-311G(d,p), cc-pVTZ] are used to inspect non-covalent inhibition modes of both proteases via π-stacking and the mechanism of covalent (PhSe)(2) + M(pro) product formation involving the catalytic residue C145, respectively. The in vitro CC(50) (24.61 μM) and EC(50) (2.39 μM) data indicate that (PhSe)(2) is a good inhibitor of the SARS-CoV-2 virus replication in a cell culture model. The in silico findings indicate potential mechanisms of proteases' inhibition by (PhSe)(2); in particular, the results of the covalent inhibition here discussed for M(pro), whose thermodynamics is approximatively isoergonic, prompt further investigation in the design of antiviral organodiselenides.

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