Coibacins A-D, antileishmanial marine cyanobacterial polyketides with intriguing biosynthetic origins

Org Lett. 2012 Aug 3;14(15):3878-81. doi: 10.1021/ol301607q. Epub 2012 Jul 13.

Abstract

Four unsaturated polyketide lactone derivatives, coibacins A-D, were isolated from a Panamanian marine cyanobacterium, cf. Oscillatoria sp. The two different types of termini observed in these co-occurring metabolites, either a methyl cyclopropyl ring as seen in curacin A or a methyl vinyl chloride similar to that observed in the jamaicamides, suggest an intriguing flexibility in the "beta branch" forming biosynthetic process. The coibacins possess selective antileishmanial activity as well as potent anti-inflammatory activity.

Publication types

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

MeSH terms

  • Antiparasitic Agents / chemistry
  • Antiparasitic Agents / isolation & purification*
  • Antiparasitic Agents / pharmacology*
  • Lactones / chemistry
  • Lactones / isolation & purification*
  • Lactones / pharmacology*
  • Leishmania donovani / drug effects*
  • Marine Biology
  • Molecular Structure
  • Oscillatoria / chemistry*
  • Polyketides / chemistry
  • Polyketides / isolation & purification*
  • Polyketides / pharmacology*

Substances

  • Antiparasitic Agents
  • Lactones
  • Polyketides