Dual intra- and extracellular release of monomethyl auristatin E from a neutrophil elastase-sensitive antibody-drug conjugate

Eur J Med Chem. 2022 Feb 5:229:114063. doi: 10.1016/j.ejmech.2021.114063. Epub 2021 Dec 24.

Abstract

Antibody-drug conjugates (ADCs) are targeted therapies, mainly used in oncology, consisting in a three-component molecular architecture combining a highly potent drug conjugated via a linker onto a monoclonal antibody (mAb), designed for the selective delivery of the drug to the tumor site. The linker is a key component, defining the ADC stability and mechanism of action, and particularly the drug release strategy. In this study, we have developed and synthesized a cleavable linker, which possesses an Asn-Pro-Val (NPV) sequence sensitive to the human neutrophil elastase (HNE), overexpressed in the tumor microenvironment. This linker permitted the site-specific conjugation of the cell-permeable drug, monomethyl auristatin E (MMAE), onto trastuzumab, using a disulfide re-bridging technology. The resulting ADC was then evaluated in vitro. This conjugate demonstrated retained antigen (Ag) binding affinity and exhibited high subnanomolar potency against Ag-positive tumor cells after internalization, suggesting an intracellular mechanism of linker cleavage. While no internalization and cytotoxic activity of this ADC was observed on Ag-negative cells in classical conditions, the supplementation of exogenous HNE permitted to restore a nanomolar activity on these cells, suggesting an extracellular mechanism of drug release in these conditions. This in vitro proof of concept tends to prove that the NPV sequence could allow a dual intra- and extracellular mechanism of drug release. This work represents a first step in the design of original ADCs with a new dual intra- and extracellular drug delivery system and opens the way to further experimentations to evaluate their full potential in vivo.

Keywords: Antibody-drug conjugate (ADC); Anticancer targeted therapy; Cancer; Extracellular release; Human neutrophil elastase (HNE); Tumor targeting.

MeSH terms

  • Antineoplastic Agents / chemistry*
  • Antineoplastic Agents / pharmacology
  • Cell Line, Tumor
  • Cell Membrane Permeability
  • Dipeptides / chemistry
  • Disulfides / chemistry
  • Drug Compounding
  • Drug Delivery Systems
  • Drug Liberation
  • Humans
  • Immunoconjugates / chemistry*
  • Immunoconjugates / pharmacology
  • Leukocyte Elastase / metabolism*
  • Oligopeptides / chemistry*
  • Protein Binding
  • Protein Conformation
  • Trastuzumab / chemistry*
  • Trastuzumab / pharmacology

Substances

  • Antineoplastic Agents
  • Dipeptides
  • Disulfides
  • Immunoconjugates
  • Oligopeptides
  • asparaginyl-proline
  • ELANE protein, human
  • Leukocyte Elastase
  • Trastuzumab
  • monomethyl auristatin E