Structural and Biochemical Analysis of the Dual Inhibition of MG-132 against SARS-CoV-2 Main Protease (Mpro/3CLpro) and Human Cathepsin-L

Int J Mol Sci. 2021 Oct 29;22(21):11779. doi: 10.3390/ijms222111779.

Abstract

After almost two years from its first evidence, the COVID-19 pandemic continues to afflict people worldwide, highlighting the need for multiple antiviral strategies. SARS-CoV-2 main protease (Mpro/3CLpro) is a recognized promising target for the development of effective drugs. Because single target inhibition might not be sufficient to block SARS-CoV-2 infection and replication, multi enzymatic-based therapies may provide a better strategy. Here we present a structural and biochemical characterization of the binding mode of MG-132 to both the main protease of SARS-CoV-2, and to the human Cathepsin-L, suggesting thus an interesting scaffold for the development of double-inhibitors. X-ray diffraction data show that MG-132 well fits into the Mpro active site, forming a covalent bond with Cys145 independently from reducing agents and crystallization conditions. Docking of MG-132 into Cathepsin-L well-matches with a covalent binding to the catalytic cysteine. Accordingly, MG-132 inhibits Cathepsin-L with nanomolar potency and reversibly inhibits Mpro with micromolar potency, but with a prolonged residency time. We compared the apo and MG-132-inhibited structures of Mpro solved in different space groups and we identified a new apo structure that features several similarities with the inhibited ones, offering interesting perspectives for future drug design and in silico efforts.

Keywords: Cathepsin-L; MG-132; Mpro/3CLPro; SARS-CoV-2; dual target inhibitor; peptidomimetics.

MeSH terms

  • Antiviral Agents / chemistry
  • Antiviral Agents / pharmacology
  • COVID-19 Drug Treatment*
  • Catalytic Domain / drug effects
  • Cathepsin L / chemistry
  • Cathepsin L / drug effects*
  • Coronavirus 3C Proteases / chemistry
  • Coronavirus 3C Proteases / drug effects*
  • Drug Design
  • Drug Discovery
  • Humans
  • Leupeptins / chemistry*
  • Leupeptins / pharmacology*
  • Molecular Docking Simulation
  • Molecular Dynamics Simulation
  • Peptidomimetics
  • Protein Binding
  • Protein Conformation
  • Protein Interaction Domains and Motifs
  • SARS-CoV-2 / chemistry*
  • SARS-CoV-2 / drug effects*
  • Virus Replication / drug effects
  • X-Ray Diffraction

Substances

  • Antiviral Agents
  • Leupeptins
  • Peptidomimetics
  • CTSL protein, human
  • Cathepsin L
  • Coronavirus 3C Proteases
  • benzyloxycarbonylleucyl-leucyl-leucine aldehyde

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