Synthesis and evaluation of designed PKC modulators for enhanced cancer immunotherapy

Nat Commun. 2020 Apr 20;11(1):1879. doi: 10.1038/s41467-020-15742-7.

Abstract

Bryostatin 1 is a marine natural product under investigation for HIV/AIDS eradication, the treatment of neurological disorders, and enhanced CAR T/NK cell immunotherapy. Despite its promising activity, bryostatin 1 is neither evolved nor optimized for the treatment of human disease. Here we report the design, synthesis, and biological evaluation of several close-in analogs of bryostatin 1. Using a function-oriented synthesis approach, we synthesize a series of bryostatin analogs designed to maintain affinity for bryostatin's target protein kinase C (PKC) while enabling exploration of their divergent biological functions. Our late-stage diversification strategy provides efficient access to a library of bryostatin analogs, which per our design retain affinity for PKC but exhibit variable PKC translocation kinetics. We further demonstrate that select analogs potently increase cell surface expression of CD22, a promising CAR T cell target for the treatment of leukemias, highlighting the clinical potential of bryostatin analogs for enhancing targeted immunotherapies.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Bryostatins / biosynthesis*
  • Bryostatins / chemistry
  • Bryostatins / pharmacology*
  • Cell Line, Tumor
  • Humans
  • Immunotherapy / methods*
  • Leukemia / drug therapy
  • Models, Molecular
  • Neoplasms / drug therapy*
  • Protein Kinase C / metabolism*
  • Sialic Acid Binding Ig-like Lectin 2 / metabolism
  • T-Lymphocytes

Substances

  • Bryostatins
  • Sialic Acid Binding Ig-like Lectin 2
  • bryostatin 1
  • Protein Kinase C