Cytotoxic and Antileishmanial Activities of the Red Sea Soft Coral Sarcophyton glaucum Extract and Some of Its Isolates

Three natural cembranoids from the Red Sea soft coral Sarcophyton glaucum namely sarcophine (1), (+)-7α,8β-dihydroxydeepoxysarcophine (2) and sarcophytolide (3) were evaluated for their potential inhibitory effects on growth of mouse melanoma B16F10 cells. Compounds (1) and (2) maximally inhibit viability of melanoma cells during 48 hr and 72 hr treatment at concentrations that show no cytotoxicity on monkey kidney CV-1 cells and also inhibit de novo DNA synthesis and PARP activity. Compound (3) produced cytotoxic effects at the same concentration range it produces its antitumor effects. These data suggest that (1) and (2), but not (3), have potential for further development as antitumor agents against melanoma.

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Evaluation of Anti-melanoma Activities of (1S,2E,4R,6E,8R,11S,12R)-8,12-epoxy-2,6-cembradiene-4,11-diol, (1S,2E,4R,6E,8S,11R,12S)-8,11-epoxy-4,12-epoxy-2,6-cembradiene and (1S,4R,13S)-cembra-2E,7E,11E-trien-4,13-diol from the Red Sea soft coral Sarcophyton glaucum

Natural Product Communications ◽

10.1177/1934578x1400900821 ◽

2014 ◽

Vol 9 (8) ◽

pp. 1934578X1400900

Author(s):

Pawel T. Szymanski ◽

Safwat A. Ahmed ◽

Mohamed M. Radwan ◽

Sherief I. Khalifa ◽

Hesham Fahmy

Keyword(s):

Cell Growth ◽

Dna Synthesis ◽

Red Sea ◽

Soft Coral ◽

De Novo ◽

Inhibitory Effects ◽

Mouse Melanoma ◽

Parp Activity ◽

Further Development ◽

Sarcophyton Glaucum

Three natural cembranoids from the Red Sea soft coral Sarcophyton glaucum namely (1 S,2 E,4 R,6 E,8 R,11 S,12 R)-8,12-epoxy-2,6-cembradiene-4,11-diol, (1 S,2 E,4 R,6 E,8 S,11 R,12 S)-8,11-epoxy-4,12-epoxy-2,6-cembradiene and (1 S,4 R,13 S)-cembra-2 E,7 E,11 E-trien-4,13-diol were evaluated for their inhibitory effects on mouse melanoma B16F10 cell growth. Results show that all the cembranoids strongly inhibit viability of melanoma cells particularly during 48–72 hrs treatment and also inhibit de novo DNA synthesis and PARP activity and stimulate fragmentation of DNA. (1 S,2 E,4 R,6 E,8 R,11 S,12 R)-8,12-epoxy-2,6-cembradiene-4,11-diol was not cytotoxic to monkey kidney CV-1 cells at the concentration that produces the anti-melanoma effects which indicates that this compound may be a good candidate for further development. (1 S,2 E,4 R,6 E,8 S,11 R,12 S)-8,11-epoxy-4,12-epoxy-2,6-cembradiene and (1 S,4 R,13 S)-cembra-2 E,7 E,11 E-trien-4,13-diol were found to be cytotoxic to healthy cells.

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ChemInform Abstract: Three New Cembranoid-Type Diterpenes from Red Sea Soft Coral Sarcophyton glaucum: Isolation and Antiproliferative Activity Against HepG2 Cells.

ChemInform ◽

10.1002/chin.201449196 ◽

2014 ◽

Vol 45 (49) ◽

pp. no-no

Author(s):

Sultan S. Al-Lihaibi ◽

Walied M. Alarif ◽

Ahmed Abdel-Lateff ◽

Seif-Eldin N. Ayyad ◽

Ashraf B. Abdel-Naim ◽

...

Keyword(s):

Red Sea ◽

Antiproliferative Activity ◽

Hepg2 Cells ◽

Soft Coral ◽

Sarcophyton Glaucum

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Cytotoxic Cembranoids from the Red Sea Soft Coral Sarcophyton glaucum

Natural Product Communications ◽

10.1177/1934578x1100601205 ◽

2011 ◽

Vol 6 (12) ◽

pp. 1934578X1100601 ◽

Cited By ~ 5

Author(s):

Mohamed-Elamir F. Hegazy ◽

Ahmed A. El-Beih ◽

Alaa Y. Moustafa ◽

Abdelhamed A. Hamdy ◽

Montaser A. Alhammady ◽

...

Keyword(s):

Nmr Spectroscopy ◽

Cytotoxic Activity ◽

Red Sea ◽

Hela Cells ◽

Soft Coral ◽

2D Nmr ◽

2D Nmr Spectroscopy ◽

Hct 116 ◽

Sarcophyton Glaucum

One new cembrane diterpene, 2 R,7 R,8 R-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.

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Bioactive cembranoids from the Red Sea soft coral Sarcophyton glaucum

Tetrahedron Letters ◽

10.1016/j.tetlet.2012.12.037 ◽

2013 ◽

Vol 54 (8) ◽

pp. 989-992 ◽

Cited By ~ 14

Author(s):

Rania F. Abou El-Ezz ◽

Safwat A. Ahmed ◽

Mohamed M. Radwan ◽

Nahla A. Ayoub ◽

Manal S. Afifi ◽

...

Keyword(s):

Red Sea ◽

Soft Coral ◽

Sarcophyton Glaucum

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Sarcophine and (7S, 8R)-dihydroxydeepoxysarcophine from the Red Sea soft coral Sarcophyton glaucum as in vitro and in vivo modulators of glycine receptors

NeuroToxicology ◽

10.1016/j.neuro.2020.07.002 ◽

2020 ◽

Vol 80 ◽

pp. 105-111

Author(s):

Hesham A. Saleh ◽

Karim M. Raafat ◽

Tarek A. Temraz ◽

Nazih Noureldin ◽

Hans-Georg Breitinger ◽

...

Keyword(s):

Red Sea ◽

Soft Coral ◽

Glycine Receptors ◽

Sarcophyton Glaucum

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Antiproliferative Sesquiterpenes from the Red Sea Soft Coral Sarcophyton Glaucum

Natural Product Communications ◽

10.1177/1934578x0700200201 ◽

2007 ◽

Vol 2 (2) ◽

pp. 1934578X0700200 ◽

Cited By ~ 7

Author(s):

Swapnali S. Sawant ◽

Diaa T.A. Youssef ◽

Paul W. Sylvester ◽

Vikram Wali ◽

Khalid A. El Sayed

Keyword(s):

Epithelial Cells ◽

Red Sea ◽

Soft Coral ◽

Mammary Epithelial Cells ◽

Mammary Epithelial ◽

Spectral Analyses ◽

Sesquiterpene Alcohol ◽

Potent Inhibition ◽

Sarcophyton Glaucum

The Red Sea soft coral Sarcophyton glaucum was investigated for its sesquiterpene content. A novel 1,2-dioxolane sesquiterpene alcohol, dioxosarcoguaiacol (1) along with the known (+)-alloaromadendrene are reported. The structure of the new sesquiterpene was determined on the basis of extensive spectral analyses. (+)-Alloaromadendrene showed potent inhibition of the proliferation of the highly malignant + SA mammary epithelial cells at a dose of 20μM.

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