From a Helix to a Small Cycle: Metadynamics-Inspired αvβ6 Integrin Selective Ligands

Angew Chem Int Ed Engl. 2018 Oct 26;57(44):14645-14649. doi: 10.1002/anie.201803250. Epub 2018 May 2.

Abstract

The RGD-recognizing αvβ6 integrin has only recently emerged as a major target for cancer diagnosis and therapy. Thus, the development of selective, low-molecular-weight ligands of this receptor is still in great demand. Here, a metadynamics-driven design strategy allowed us to successfully convert a helical nonapeptide into a cyclic pentapeptide (6) showing remarkable potency and αvβ6 specificity. NMR and docking studies elucidated the reasons for the high affinity and selectivity of this compound, setting the ground for the rational design of new αvβ6-specific small peptides or even peptidomimetics. In vivo PET imaging studies demonstrated the potential use of 6 for medical applications.

Keywords: cancer; drug design; integrin ligands; metadynamics; molecular imaging.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antigens, Neoplasm / chemistry*
  • Humans
  • Integrins / chemistry*
  • Molecular Docking Simulation
  • Nuclear Magnetic Resonance, Biomolecular

Substances

  • Antigens, Neoplasm
  • Integrins
  • integrin alphavbeta6