Cyanosporasides A and B, chloro- and cyano-cyclopenta[a]indene glycosides from the marine actinomycete "Salinispora pacifica"

Org Lett. 2006 Mar 16;8(6):1021-4. doi: 10.1021/ol052686b.

Abstract

[structure: see text] Two structurally novel cyclopenta[a]indene glycosides, cyanosporasides A and B (1 and 2) have been isolated from the culture broth of a new species of the obligate marine actinomycete genus Salinispora. The structures and absolute stereochemistries of these compounds were determined by spectral and chemical methods. The cyanosporasides possess a new 3-keto-pyranohexose sugar as well as a cyano- and chloro-substituted cyclopenta[a]indene ring system. The cyanosporasides are proposed to be cyclization products of an enediyne precursor.

Publication types

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

MeSH terms

  • Actinobacteria / chemistry*
  • Cyclization
  • Glycosides / chemistry*
  • Glycosides / isolation & purification*
  • Indenes / chemistry*
  • Indenes / isolation & purification*
  • Marine Biology
  • Molecular Structure

Substances

  • Glycosides
  • Indenes
  • cyanosporaside A
  • cyanosporaside B