One new cembrane diterpene, 2R,7R,8R-dihydroxydeepoxysarcophine (1), together with three known compounds, 7α,8β-dihydroxy-deepoxysarcophine (2), 7β-acetoxy-8α-hydroxydeepoxysarcophine (3), and sarcophine (4), have been isolated from the Red Sea soft coral Sarcophyton glaucum. Their structures were determined using 1D and 2D NMR spectroscopy. 7β-Acetoxy-8α-hydroxydeepoxysarcophine (3) exhibits cytotoxic activity against HepG2, HCT-116, and HeLa cells with IC50 values of 3.6, 2.3, and 6.7 μg/mL, respectively.
SawantSSYoussefDTA, SylvesterPWWaliV, El SayedKA. (2007) Antiproliferative sesquiterpenes from the Red Sea soft coral Sarcophyton glaucum. Natural Product Communications, 2, 117–119.
2.
YanXHGavagninM, CiminoG, GuoYW. (2007) Two new biscembranes with unprecedented carbon skeleton and their probable biogenetic precursor from the Hainan soft coral Sarchophyton latum. Tetrahedron Letters, 48, 5313–5316.
3.
GrossH, WrightADBeilW, KonigG. (2004) Two new bicyclic cembranoides from a new Sarcophyton species and determination of the absolute configuration of sarcoglaucol-16-one. Organic & Biomolecular Chemistry, 2, 1133–1138.
4.
SawantS, YoussefD, MayerA, SylvesterP, WaliV, ArantM, SayedKE. (2006) Anticancer and anti-inflammatory sulfur-containing semisynthetic derivatives of sarcophine. Chemical & Pharmaceutical Bulletin, 54, 1119–1123.
5.
SawantS, YoussefD, ReilandJ, FernizM, MarchttiD, SayedKE. (2006) Biocatalytic and antimetastatic studies of the marine cembranoidssarcophine and 2-epi-16-deoxysarcophine. Journal of Natural Products, 69, 1010–1013.
6.
YaoLGLiuHLGuoYWMolloE. (2009) New cemranoids from the Hainan soft coral Sarcophyton glaucum. Helvetica Chimica Acta, 92, 1085–1091;
7.
El SayedKAHamannMTWaddlingCAJensenC, LeeSKDunstanCAPezzutoJM. (1998) Structurally novel bioconversion products of the marine natural product sarcophin effectively inhibit JB6 cell transformation. Journal of Organic Chemistry, 63, 7449–7455;
8.
KamelHNFerreiraD, Garcia-FernandezLFSlatteryM. (2007) Cytotoxic Diterpenoids from the hybrid soft coral Sinularia maxima x Sinularia polydactyla. Journal of Natural Products, 70, 1223–1227.
9.
KashmanY, ZadockE, NeemanI. (1974) Some new cembrane derivatives of marine origin. Tetrahedron, 30, 3615–3620.
10.
YinSWShiYPLiXMWangBG. (2005) A novel hydroperoxyl substituted cemranolidediterpene from marine soft coral Lobophytum crissum. Chinese Chemical Letters, 16, 1489–1491.
11.
GroteD, ShakerKHSolimanHSM, HegaziMMSeifertK. (2008) Cembranoid diterpenes from the soft corals Sarcophyton sp. and Sarcophyton glaucum. Natural Product Communications, 3, 1473–1478.
12.
HansenMBNielsenSEBergK. (1989) Re-examination and further development of a precise and rapid dye method for measuring cell growth/cell kill. Journal of Immunological Methods, 119, 203–210.
13.
ColiganJEKruisbeekAMMarguliesDHShevachEMStroberW. (1995) Current protocols in immunology. In Related isolation procedures and functional assays. Vol. 1, CoicoR. (Ed.). John Wiley & Sons, Inc., New York, NY, p 3.17.1.
14.
RibbleD, GoldsteinNBNorrisDAShellmanYG. (2005) A simple technique for quantifying apoptosis in 96-well plates. BMC Biotechnology, 5, 12, doi:10.1186/1472-6750-5-12 (http://www.biomedcentral.com/1472-6750/5/12).
15.
MessmerUKReedUKBrüneB. (1996) Bcl-2 protects macrophage from nitric oxide-induced apoptosis. Journal of Biological Chemistry, 271, 20192–20197.
16.
BurtonKA. (1956) A study of the conditions and mechanism of the diphenylamine reaction for the colorimetric estimation of deoxyribonucleic acid. Biochemical Journal, 62, 315–323.