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Bioactive Hydroperoxyl Cembranoids from the Red Sea Soft Coral Sarcophyton glaucum
Chemistry of Medicinal Plants Department, and Center of Excellence for Advanced Sciences, National Research Centre, El-Tahrir Street, Dokki, Giza 12622, Egypt
Cancer Biology Lab, Center of Excellence for Advanced Sciences, and Biochemistry Department, National Research Center, Dokki Cairo 12622, Egypt
Medicinal, Aromatic and Poisonous Plants Research Center, College of Pharmacy, King Saudi University, PO Box 2457, Riyadh 11451, Saudi Arabia
Department of Chemistry, Faculty of Science, Minia University, El-Minia 61519, Egypt
Department of Chemistry and Biochemistry, Texas Tech University, Lubbock, TX 79409, USA
* Author to whom correspondence should be addressed.
Received: 28 November 2011; in revised form: 5 January 2012 / Accepted: 9 January 2012 / Published: 18 January 2012
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; soft coral; diterpenes; cancer chemo-preventive activity
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Hegazy, M.-E.; Eldeen, A.M.G.; Shahat, A.A.; Abdel-Latif, F.F.; Mohamed, T.A.; Whittlesey, B.R.; Paré, P.W. Bioactive Hydroperoxyl Cembranoids from the Red Sea Soft Coral Sarcophyton glaucum. Mar. Drugs 2012, 10, 209-222.
Hegazy M-E, Eldeen AMG, Shahat AA, Abdel-Latif FF, Mohamed TA, Whittlesey BR, Paré PW. Bioactive Hydroperoxyl Cembranoids from the Red Sea Soft Coral Sarcophyton glaucum. Marine Drugs. 2012; 10(1):209-222.
Hegazy, Mohamed-Elamir F.; Eldeen, Amira M. Gamal; Shahat, Abdelaaty A.; Abdel-Latif, Fathy F.; Mohamed, Tarik A.; Whittlesey, Bruce R.; Paré, Paul W. 2012. "Bioactive Hydroperoxyl Cembranoids from the Red Sea Soft Coral Sarcophyton glaucum." Mar. Drugs 10, no. 1: 209-222.