Dragocins A-D, Structurally Intriguing Cytotoxic Metabolites from a Panamanian Marine Cyanobacterium

Org Lett. 2019 Jan 4;21(1):266-270. doi: 10.1021/acs.orglett.8b03712. Epub 2018 Dec 19.

Abstract

Dragocins A-D (1-4) were isolated from a dark-red wooly textured marine cyanobacterium collected in Boca del Drago, Panama. Dragocins A-C (1-3) possessed 2,3-dihydroxypyrrolidine, 1-hydroxy-5- O-Me-benzoyl, and 4'-substituted-β-ribofuranose moieties that connected to form a nine-membered macrocyclic ring. Dragocins A-C are members of a unique hybrid structural class with substitution at the C-4' position of a ribofuranose unit. Of the four new compounds, dragocin A was the most potent cytotoxin to human H-460 lung cancer cells.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / metabolism
  • Antineoplastic Agents / pharmacology*
  • Cell Line, Tumor
  • Cell Proliferation / drug effects
  • Cell Survival / drug effects
  • Cyanobacteria / chemistry*
  • Cyanobacteria / metabolism
  • Dose-Response Relationship, Drug
  • Drug Screening Assays, Antitumor
  • Humans
  • Molecular Structure
  • Structure-Activity Relationship

Substances

  • Antineoplastic Agents