Cytotoxic activity of alkyl benzoate and fatty acids from the red sea sponge Hyrtios erectus

Nat Prod Res. 2018 Jun;32(12):1369-1374. doi: 10.1080/14786419.2017.1344662. Epub 2017 Jul 3.

Abstract

The chemical investigation of the methylene chloride fraction of marine sponge Hyrtios erectus led to the isolation of the known oxysterol (2) along with a new alkyl benzoate compound identified by spectroscopic methods (NMR and MS) as 4'-methylheptyl benzoate (1), whilst the n-butanol fraction afforded the known indole 3-carbaldehyde and β-carboline derivatives. Moreover, the hexane fraction was analysed by GC-MS for their fatty acids (FAs). A total of 17 FAs with chain lengths between 14 and 25 carbons were identified. Methyl-branched FAs are predominated suggesting the presence of bacterial symbionts in the H. erectus sponge. Furthermore, compounds 1 and 2 displayed significant cytotoxicity against breast adenocarcinoma (MCF-7) with IC50 values of 2.4 and 3.8 μM, respectively, since compound 2 was also shown to have potent cytotoxic effect against hepatocellular carcinoma cells (HepG 2) with IC50 value of 1.3 μM.

Keywords: Hyrtios erectus; Red Sea sponge; alkyl benzoate; cytotoxicity; fatty acids.

MeSH terms

  • Animals
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology*
  • Benzoates / chemistry*
  • Benzoates / pharmacology
  • Carbolines / chemistry
  • Drug Screening Assays, Antitumor
  • Fatty Acids / chemistry
  • Fatty Acids / pharmacology*
  • Hep G2 Cells
  • Humans
  • Indian Ocean
  • Inhibitory Concentration 50
  • MCF-7 Cells
  • Molecular Structure
  • Oxysterols / chemistry
  • Porifera / chemistry*

Substances

  • Antineoplastic Agents
  • Benzoates
  • Carbolines
  • Fatty Acids
  • Oxysterols
  • norharman