Bioactive hydroperoxyl cembranoids from the Red Sea soft coral Sarcophyton glaucum

Mohamed Elamir F. Hegazy, Amira M. Gamal Eldeen, Abdelaaty A. Shahat, Fathy F. Abdel-Latif, Tarik A. Mohamed, Bruce R. Whittlesey, Paul W. Paré

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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.

Original languageEnglish
Pages (from-to)209-222
Number of pages14
JournalMarine Drugs
Volume10
Issue number1
DOIs
StatePublished - Jan 1 2012

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Keywords

  • Cancer chemo-preventive activity
  • Diterpenes
  • Sarcophyton glaucum
  • Soft coral

Cite this

Hegazy, M. E. F., Gamal Eldeen, A. M., Shahat, A. A., Abdel-Latif, F. F., Mohamed, T. A., Whittlesey, B. R., & Paré, P. W. (2012). Bioactive hydroperoxyl cembranoids from the Red Sea soft coral Sarcophyton glaucum. Marine Drugs, 10(1), 209-222. https://doi.org/10.3390/md10010209