Isolation and Total Synthesis of Hoshinolactam, an Antitrypanosomal Lactam from a Marine Cyanobacterium

Org Lett. 2017 Feb 17;19(4):890-893. doi: 10.1021/acs.orglett.7b00047. Epub 2017 Feb 1.

Abstract

In the search for new antiprotozoal substances, hoshinolactam, an antitrypanosomal lactam, was isolated from a marine cyanobacterium. The gross structure was elucidated by spectroscopic analyses, and the absolute configuration was determined by the first total synthesis. Hoshinolactam showed potent antitrypanosomal activity with an IC50 value of 3.9 nM without cytotoxicity against human fetal lung fibroblast MRC-5 cells (IC50 > 25 μM).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aquatic Organisms
  • Cell Line
  • Cell Survival / drug effects
  • Cyanobacteria / chemistry*
  • Fibroblasts / cytology
  • Fibroblasts / drug effects
  • Humans
  • Inhibitory Concentration 50
  • Lactams / chemical synthesis*
  • Lactams / isolation & purification*
  • Lung / cytology
  • Stereoisomerism
  • Trypanocidal Agents / chemical synthesis*
  • Trypanocidal Agents / isolation & purification*

Substances

  • Lactams
  • Trypanocidal Agents