New fatty acids from the Red Sea sponge Mycale euplectellioides

Nat Prod Res. 2014;28(14):1082-90. doi: 10.1080/14786419.2014.907286. Epub 2014 Apr 14.

Abstract

Chemical investigation of the Red Sea sponge Mycale euplectellioides afforded two new compounds; hexacosa-(6Z,10Z)-dienoic acid methyl ester (1) and hexacosa-(6Z,10Z)-dienoic acid (2), along with two known compounds: icosa-(8Z,11Z)-dienoic acid methyl ester (3) and β-sitosterol (4). The structures were elucidated by the interpretation of their spectral data. The total methanol extract (TME) of the sponge exhibited potent antimicrobial activity against the different strains at a concentration of 100 mg/mL. All tested fractions did not exhibit any activity against Serratia marcescens and tested fungal strains. The TME and different fractions displayed anti-inflammatory and antipyretic activities at doses of 100 and 200 mg/kg compared with indomethacin (8 mg). The TME exhibited a remarkable hepato-protective effect in CCl4-induced liver damage compared with silymarin. Furthermore, compounds 1 and 2 displayed weak activity against A549 non-small cell lung cancer, the U373 glioblastoma and the PC-3 prostate cancer cell lines.

Keywords: Mycale euplectellioides; Red Sea sponge; anti-inflammatory; cancer growth inhibitory activity; fatty acids; hepato-protective.

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / chemistry*
  • Anti-Inflammatory Agents / isolation & purification
  • Anti-Inflammatory Agents / pharmacology
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification*
  • Antineoplastic Agents / pharmacology
  • Aspergillus flavus / drug effects
  • Candida albicans / drug effects
  • Drug Screening Assays, Antitumor
  • Escherichia coli / drug effects
  • Fatty Acids, Unsaturated / analysis
  • Fatty Acids, Unsaturated / chemistry*
  • Fatty Acids, Unsaturated / isolation & purification*
  • Fatty Acids, Unsaturated / pharmacology
  • Fusarium / drug effects
  • Geotrichum / drug effects
  • Humans
  • Indian Ocean
  • Liver / drug effects
  • Male
  • Marine Biology
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Porifera / chemistry*
  • Pseudomonas aeruginosa / drug effects
  • Serratia marcescens / drug effects
  • Sitosterols / isolation & purification
  • Trichophyton / drug effects

Substances

  • Anti-Inflammatory Agents
  • Antineoplastic Agents
  • Fatty Acids, Unsaturated
  • Sitosterols
  • hexacosa-(6Z,10Z)-dienoic acid
  • hexacosa-(6Z,10Z)-dienoic acid methyl ester
  • gamma-sitosterol