Design, Synthesis, and Biological Evaluation of New Selective PDE4 Inhibitors for Topical Treatment of Psoriasis

J Med Chem. 2024 Nov 28;67(22):20353-20371. doi: 10.1021/acs.jmedchem.4c01804. Epub 2024 Nov 13.

Abstract

Psoriasis is a complex and chronic inflammatory disease. Current drugs help control the symptoms of psoriasis but make no cure, urging discovery of novel drugs. We report in this paper the discovery of new phosphodiesterase 4 (PDE4) inhibitors for treatment of psoriasis. We designed and synthesized 45 new compounds, among which 14h exhibited IC50 of 0.57 nM for PDE4D and >4100-fold selectivity over other PDE families. Compound 14h inhibited release of inflammatory cytokines of TNF-α (IC50 = 34.2 μM) and IL-6 (IC50 = 40.9 μM) in Raw264.7 cells and reduced the expression of IL-1β and IL-17A in the skin of psoriasis mice. In addition, 14h alleviated IMQ-induced psoriasis in the mouse model and reduced the erythema level, scales, and thickness of the back skin of the mice. In short, our results suggested that PDE4 inhibitor 14h is a strong candidate for the topical treatment of psoriasis.

MeSH terms

  • Administration, Topical
  • Animals
  • Cyclic Nucleotide Phosphodiesterases, Type 4 / metabolism
  • Cytokines / metabolism
  • Drug Design*
  • Humans
  • Male
  • Mice
  • Phosphodiesterase 4 Inhibitors* / chemical synthesis
  • Phosphodiesterase 4 Inhibitors* / chemistry
  • Phosphodiesterase 4 Inhibitors* / pharmacology
  • Phosphodiesterase 4 Inhibitors* / therapeutic use
  • Psoriasis* / drug therapy
  • Psoriasis* / pathology
  • RAW 264.7 Cells
  • Skin / drug effects
  • Skin / metabolism
  • Skin / pathology
  • Structure-Activity Relationship

Substances

  • Phosphodiesterase 4 Inhibitors
  • Cyclic Nucleotide Phosphodiesterases, Type 4
  • Cytokines