Antichlamydial sterol from the Red Sea sponge Callyspongia aff. implexa

Planta Med. 2015 Mar;81(5):382-7. doi: 10.1055/s-0035-1545721. Epub 2015 Mar 17.

Abstract

Marine sponges are rich sources of natural products exhibiting diverse biological activities. Bioactivity-guided fractionation of the Red Sea sponge Callyspongia aff. implexa led to the isolation of two new compounds, 26,27-bisnorcholest-5,16-dien-23-yn-3β,7α-diol, gelliusterol E (1) and C27-polyacetylene, callimplexen A (2), in addition to the known compound β-sitosterol (3). The structures of the isolated compounds were determined by 1D- and 2D-NMR techniques as well as high-resolution tandem mass spectrometry and by comparison to the literature. The three compounds (1-3) were tested against Chlamydia trachomatis, an obligate intracellular gram-negative bacterium, which is the leading cause of ocular and genital infections worldwide. Only gelliusterol E (1) inhibited the formation and growth of chlamydial inclusions in a dose-dependent manner with an IC50 value of 2.3 µM.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / isolation & purification
  • Anti-Bacterial Agents / pharmacology*
  • Biological Products / chemistry
  • Biological Products / isolation & purification
  • Biological Products / pharmacology*
  • Callyspongia / chemistry*
  • Chlamydia trachomatis / drug effects*
  • Chlamydia trachomatis / growth & development
  • Molecular Structure
  • Polyynes / chemistry
  • Polyynes / isolation & purification*
  • Polyynes / pharmacology*
  • Porifera / chemistry*
  • Sitosterols / chemistry
  • Sitosterols / isolation & purification
  • Sitosterols / pharmacology
  • Sterols / chemistry
  • Sterols / isolation & purification
  • Sterols / pharmacology*

Substances

  • Anti-Bacterial Agents
  • Biological Products
  • Sitosterols
  • Sterols
  • callimplexen A
  • gelliusterol E
  • Polyynes
  • gamma-sitosterol