Total Synthesis of Ikoamide, a Highly N-Methylated Antimalarial Lipopeptide

J Org Chem. 2023 Aug 4;88(15):10565-10573. doi: 10.1021/acs.joc.3c00595. Epub 2023 Jul 17.

Abstract

Ikoamide (1) is a highly N-methylated antimalarial lipopeptide that was isolated from a marine cyanobacterium, an Okeania sp. in 2018, which shows strong antimalarial activity without cytotoxicity against human cancer cell lines. To establish a synthetic method for obtaining enough ikoamide for its biological evaluations, we have established a total synthesis of ikoamide. The synthetic method presented here lays the foundation for the development of novel ikoamide analogues, which may lead to a discovery of pharmaceutically unique antimalarial drug leads.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antimalarials* / pharmacology
  • Cyanobacteria*
  • HeLa Cells
  • Humans
  • Lipopeptides

Substances

  • Antimalarials
  • Lipopeptides