Total Synthesis, Discovery and Biological Evaluation of Daldinin A Derivatives for Improving Hyperglycemia-Induced Endothelial Cell Death

Chem Pharm Bull (Tokyo). 2021;69(8):760-767. doi: 10.1248/cpb.c21-00211.

Abstract

Daldinins are a novel type of naturally occurring tricyclic heterocycles isolated from Daldinia concentrica. In this study, four daldinin A derivatives with different alkyl side chains were synthesized using the same synthetic protocol. Bioactivity tests first indicated that the daldinin A derivatives showed significant protection for endothelial cells against damage caused by high glucose. The derivative compound with three carbon atoms on the alkyl side exhibited the best effect.

Keywords: bioactivity; daldinin; endothelial cell; natural product derivative; total synthesis.

MeSH terms

  • Ascomycota / chemistry
  • Cell Death / drug effects
  • Drug Discovery*
  • Endothelial Cells / drug effects*
  • Endothelial Cells / metabolism
  • Heterocyclic Compounds, 3-Ring / chemical synthesis
  • Heterocyclic Compounds, 3-Ring / chemistry
  • Heterocyclic Compounds, 3-Ring / pharmacology*
  • Humans
  • Hyperglycemia / drug therapy*
  • Hyperglycemia / metabolism
  • Molecular Structure

Substances

  • Heterocyclic Compounds, 3-Ring
  • daldinin A

Supplementary concepts

  • Daldinia concentrica