Isolation and structures of erylosides from the Carribean sponge Erylus goffrilleri

J Nat Prod. 2007 Dec;70(12):1871-7. doi: 10.1021/np070319y. Epub 2007 Nov 16.

Abstract

Eight new triterpene glycosides, erylosides R ( 1), S ( 2), T ( 3), U ( 4), F 5-F 7 ( 5- 7), and V ( 8), were isolated from the sponge Erylus goffrilleri collected near Arresife-Seko Reef (Cuba). Structures of 1 and 2 were determined as the corresponding monosides having aglycons related to penasterol with additional oxidation and methylation patterns in their side chains. Eryloside T ( 3) was structurally identified as the Delta (7)-isomer of 1, containing an unusual (14-->9)-lactone ring in the tetracyclic aglycon moiety, and eryloside U ( 4) was shown to be the 7,8-epoxide of 3. Erylosides F 5-F 7 ( 5- 7) and V ( 8) contain new variants of carbohydrate chains with two ( 5- 7) and three ( 8) sugar units, respectively.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Caribbean Region
  • Cuba
  • Drug Screening Assays, Antitumor
  • Glycosides / chemistry*
  • Glycosides / isolation & purification*
  • Inhibitory Concentration 50
  • Mice
  • Molecular Structure
  • Porifera / chemistry*
  • Stereoisomerism
  • Triterpenes / chemistry*
  • Triterpenes / isolation & purification*

Substances

  • Glycosides
  • Triterpenes