Diverse bioactive compounds from Sarcophtyton glaucom: structure elucidation and cytotoxic activity studies
-
Mohamed Shaaban
,
Ali M. El-Hagrassi
Abstract
Chemical investigation of the Red Sea soft coral Sarcophyton glaucom collected at the coasts of Hurghada, Egypt, led to the isolation of one new naturally occurring 4-oxo-1,1′-pentanoic acid anhydride (1), along with four diterpenes; sarcophinone (2a), 8-epi-sarcophinone (2b), (+)-7α,8β-dihydroxydeepoxysarcophine (3), sinumaximol G (4), (+)-sarcophine (5), sesquiterpene; prostantherol (6), sterol; 3β,24S-ergost-5-en-ol (7) and hexadecanoic acid. The structures of the obtained compounds were established using diverse spectroscopic techniques including 1D and 2D NMR and HRMS. Biologically, in vitro cytotoxic activities of diterpenes 2–5 and prostantherol (6) were studied against the liver cancer HEPG2 cell line in comparison with the soft coral extract and doxorubicin as reference (IC50: 4.28 μg/mL). Compounds 2–6 exhibited potent–moderate cytotoxicity of IC50 between 9.97 μg/mL [for sinumaximol G (4)] and 17.84 μg/mL [for (+)-7α,8β-dihydroxydeepoxysarcophine (3)], whereas that for soft coral extract was determined at 24.71 μg/mL.
Acknowledgments
The authors are deeply thankful to Prof. H. Laatsch, Institute of Organic and Biomolecular Chemistry, Göttingen, for his support and lab facilities. We thank Dr. H. Frauendorf and Dr. Michael John for MS and NMR measurements. The authors would like to acknowledge Ms. F. Lissy for biological activity tests. M. Shaaban thanks the German Academic Exchange Service (DAAD) for a short-term grant.
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Supplementary Material
The online version of this article offers supplementary material (https://doi.org/10.1515/znc-2017-0106).
©2018 Walter de Gruyter GmbH, Berlin/Boston
Articles in the same Issue
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Articles in the same Issue
- Frontmatter
- Research Articles
- Diverse bioactive compounds from Sarcophtyton glaucom: structure elucidation and cytotoxic activity studies
- Pobeguinine: a monoterpene indole alkaloid and other bioactive constituents from the stem bark of Nauclea pobeguinii
- Why is the hydrolytic activity of acetylcholinesterase pH dependent? Kinetic study of acetylcholine and acetylthiocholine hydrolysis catalyzed by acetylcholinesterase from electric eel
- Evaluation of Lavandula stoechas L. subsp. stoechas L., Mentha spicata L. subsp. spicata L. essential oils and their main components against sinusitis pathogens
- Screening of the five different wild, traditional and industrial Saccharomyces cerevisiae strains to overproduce bioethanol in the batch submerged fermentation
- The effects of inulin and fructo-oligosaccharide on the probiotic properties of Lactobacillus spp. isolated from human milk
- A proteomics analysis of adventitious root formation after leaf removal in lotus (Nelumbo nucifera Gaertn.)
- Larval hemolymph of rhinoceros beetle, Allomyrina dichotoma, enhances insulin secretion through ATF3 gene expression in INS-1 pancreatic β-cells
- Antimalarial activity of the isolates from the marine sponge Hyrtios erectus against the chloroquine-resistant Dd2 strain of Plasmodium falciparum
- Rapid-communication
- Bioactive compounds from bay leaves (Laurus nobilis) extracted by microwave technology
- Erratum
- Erratum to: Transcriptome profiling reveals an IAA-regulated response to adventitious root formation in lotus seedling
- Erratum to: A comparative proteomic analysis for adventitious root formation in lotus root (Nelumbo nucifera Gaertn)
