Gracilarioside and gracilamides from the red alga Gracilaria asiatica

J Nat Prod. 2006 Oct;69(10):1488-91. doi: 10.1021/np060043e.

Abstract

One gracilarioside and two gracilamides with unusual cyclopropane-containing alkyl chains were isolated from the red alga Gracilaria asiatica. Their structures were determined by spectroscopic methods and microscale chemical degradation. To our knowledge, no ceramides with a cyclopropane ring have been reported from marine organisms. These three compounds were mildly cytotoxic to the human A375-S2 melanoma cell line.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents* / chemistry
  • Antineoplastic Agents* / isolation & purification
  • Antineoplastic Agents* / pharmacology
  • Cell Line, Tumor
  • Cyclopropanes* / chemistry
  • Cyclopropanes* / isolation & purification
  • Cyclopropanes* / pharmacology
  • Drug Screening Assays, Antitumor
  • Gracilaria / chemistry*
  • Humans
  • Marine Toxins / chemistry
  • Marine Toxins / isolation & purification*
  • Marine Toxins / pharmacology
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular

Substances

  • Antineoplastic Agents
  • Cyclopropanes
  • Marine Toxins
  • gracilamide A
  • gracilamide B
  • gracilarioside