Oceanalin A, a hybrid alpha,omega-bifunctionalized sphingoid tetrahydroisoquinoline beta-glycoside from the marine sponge Oceanapia sp

Org Lett. 2005 Jul 7;7(14):2897-900. doi: 10.1021/ol050796c.

Abstract

[reaction: see text] The novel antifungal compound oceanalin A, an unprecedented "hybrid sphingolipid", was isolated from the marine sponge Oceanapia sp. The structure was elucidated using NMR and MS spectral analysis and chemical degradation. Oceanalin A exhibits in vitro antifungal activity against Candida glabrata with an MIC of 30 mug/mL.

Publication types

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

MeSH terms

  • Animals
  • Antifungal Agents / chemistry
  • Antifungal Agents / isolation & purification*
  • Antifungal Agents / pharmacology
  • Candida glabrata / drug effects
  • Glycosides / isolation & purification*
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Porifera / chemistry*
  • Stereoisomerism
  • Tetrahydroisoquinolines / isolation & purification*

Substances

  • Antifungal Agents
  • Glycosides
  • Tetrahydroisoquinolines
  • oceanalin A