Bioactive hydroperoxyl cembranoids from the Red Sea soft coral Sarcophyton glaucum

Mar Drugs. 2012 Jan;10(1):209-222. doi: 10.3390/md10010209. Epub 2012 Jan 18.

Abstract

A chemical investigation of an ethyl acetate extract of the Red Sea soft coral Sarcophyton glaucum has led to the isolation of two peroxide diterpenes, 11(S) hydroperoxylsarcoph-12(20)-ene (1), and 12(S)-hydroperoxylsarcoph-10-ene (2), as well as 8-epi-sarcophinone (3). In addition to these three new compounds, two known structures were identified including: ent-sarcophine (4) and sarcophine (5). Structures were elucidated by spectroscopic analysis, with the relative configuration of 1 and 2 confirmed by X-ray diffraction. Isolated compounds were found to be inhibitors of cytochrome P₄₅₀ 1A activity as well as inducers of glutathione S-transferases (GST), quinone reductase (QR), and epoxide hydrolase (mEH) establishing chemo-preventive and tumor anti-initiating activity for these characterized metabolites.

Keywords: Sarcophyton glaucum; cancer chemo-preventive activity; diterpenes; soft coral.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anthozoa / chemistry*
  • Anticarcinogenic Agents / chemistry
  • Anticarcinogenic Agents / isolation & purification*
  • Anticarcinogenic Agents / pharmacology
  • Circular Dichroism
  • Diterpenes / chemistry
  • Diterpenes / isolation & purification*
  • Diterpenes / pharmacology
  • Indian Ocean
  • Magnetic Resonance Spectroscopy
  • X-Ray Diffraction

Substances

  • Anticarcinogenic Agents
  • Diterpenes