Ceramides and cerebrosides from the marine bryozoan Bugula neritina inhabiting South China Sea

J Asian Nat Prod Res. 2009 Dec;11(12):1005-12. doi: 10.1080/10286020903207050.

Abstract

From the marine bryozoan Bugula neritina inhabiting South China Sea, a new ceramide named (2S,3R,4E)-2-(14'-methyl-pentadecanoylamino)-4-octadecene-l,3-diol (1) and a new cerebroside named 1-O-(beta-D-glucopyranosyl)-(2S,3R,4E)-2-(heptadecanoylamino)-4-octadecene-l,3-diol (6), together with one known ceramide (2) and three known cerebrosides (3, 4, and 5), were isolated. Their structures were deduced by extensive spectral analysis and chemical evidences. Compound 1 is branched with a methyl [-CH(CH(3))(2)] in the fatty acid moiety, which is a rare structural feature among ceramides. Compound 6 is a new cerebroside with 17 carbons in the fatty acid moiety, while 5 is a new natural product which was isolated from a natural origin for the first time.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Bryozoa / chemistry*
  • Ceramides / chemistry
  • Ceramides / isolation & purification*
  • Cerebrosides / chemistry
  • Cerebrosides / isolation & purification*
  • Marine Biology
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Oceans and Seas
  • Stereoisomerism

Substances

  • (2S,3R,4E)-2-(14'-methyl-pentadecanoylamino)-4-octadecene-l,3-diol
  • 1-O-(beta-D-glucopyranosyl)-(2S,3R,4E)-2-(heptadecanoylamino)-4-octadecene-l,3-diol
  • Ceramides
  • Cerebrosides