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Design, Synthesis, and Antifungal Activity of 16,17-Dihydroheronamide C and ent-Heronamide C.

Naoki KanohRyusei TerashimaHiromichi NishiyamaYuta TerajimaShota NagasawaYusuke SasanoYoshiharu IwabuchiHiroaki SaitoSyusuke EgoshiKosuke DodoMikiko SodeokaChengqian PanYoshinobu IkeuchiShinichi NishimuraHideaki Kakeya
Published in: The Journal of organic chemistry (2021)
16,17-Dihydroheronamide C (8) and ent-heronamide C (ent-1) were designed as probes for the mode-of-action analysis of heronamide C (1). These molecules were synthesized by utilizing a highly modular strategy developed in the preceding paper. The evaluation of the antifungal activity of these compounds revealed the exceptional importance of the C16-C17 double bond for the antifungal activity of heronamide C and the existence of chiral recognition between heronamide C (1) and cell membrane components.
Keyphrases
  • small molecule
  • single cell
  • living cells
  • ionic liquid
  • photodynamic therapy
  • fluorescent probe