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Natural Products Repertoire of the Red Sea
Article

Bioactive Steroids from the Red Sea Soft Coral Sinularia polydactyla

1
Section of Pharmacognosy and Chemistry of Natural Products, Department of Pharmacy, National and Kapodistrian University of Athens, Panepistimiopolis Zografou, 15771 Athens, Greece
2
Department of Biochemistry, Faculty of Agriculture, Fayoum University, Fayoum 63514, Egypt
3
Laboratory of Growth Regulators, Institute of Experimental Botany, The Czech Academy of Sciences, Faculty of Science, Palacký University, Šlechtitelů 27, CZ-78371 Olomouc, Czech Republic
4
Department of Zoology, Faculty of Science, Al-Azhar University (Assiut Branch), Assiut 71524, Egypt
*
Authors to whom correspondence should be addressed.
Mar. Drugs 2020, 18(12), 632; https://doi.org/10.3390/md18120632
Received: 16 November 2020 / Revised: 5 December 2020 / Accepted: 8 December 2020 / Published: 10 December 2020
(This article belongs to the Special Issue Bioactive Natural Products from the Red Sea)
Six new (1, 2, 6, 8, 13, and 20) and twenty previously isolated (35, 7, 912, 1419, and 2126) steroids featuring thirteen different carbocycle motifs were isolated from the organic extract of the soft coral Sinularia polydactyla collected from the Hurghada reef in the Red Sea. The structures and the relative configurations of the isolated natural products have been determined based on extensive analysis of their NMR and MS data. The cytotoxic, anti-inflammatory, anti-angiogenic, and neuroprotective activity of compounds 37, 912, 1420, and 2226, as well as their effect on androgen receptor-regulated transcription was evaluated in vitro in human tumor and non-cancerous cells. Steroids 22 and 23 showed significant cytotoxicity in the low micromolar range against the HeLa and MCF7 cancer cell lines, while migration of endothelial cells was inhibited by compounds 11, 12, 22, and 23 at 20 µM. The results of the androgen receptor (AR) reporter assay showed that compound 11 exhibited the strongest inhibition of AR at 10 µM, while it is noteworthy that steroids 10, 16, and 20 displayed increased inhibition of AR with decreasing concentrations. Additionally, compounds 11 and 23 showed neuroprotective activity on neuron-like SH-SY5Y cells. View Full-Text
Keywords: Sinularia polydactyla; soft coral; steroids; cytotoxic; anti-inflammatory; neuroprotective; androgen receptor Sinularia polydactyla; soft coral; steroids; cytotoxic; anti-inflammatory; neuroprotective; androgen receptor
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MDPI and ACS Style

Tammam, M.A.; Rárová, L.; Kvasnicová, M.; Gonzalez, G.; Emam, A.M.; Mahdy, A.; Strnad, M.; Ioannou, E.; Roussis, V. Bioactive Steroids from the Red Sea Soft Coral Sinularia polydactyla. Mar. Drugs 2020, 18, 632. https://doi.org/10.3390/md18120632

AMA Style

Tammam MA, Rárová L, Kvasnicová M, Gonzalez G, Emam AM, Mahdy A, Strnad M, Ioannou E, Roussis V. Bioactive Steroids from the Red Sea Soft Coral Sinularia polydactyla. Marine Drugs. 2020; 18(12):632. https://doi.org/10.3390/md18120632

Chicago/Turabian Style

Tammam, Mohamed A., Lucie Rárová, Marie Kvasnicová, Gabriel Gonzalez, Ahmed M. Emam, Aldoushy Mahdy, Miroslav Strnad, Efstathia Ioannou, and Vassilios Roussis. 2020. "Bioactive Steroids from the Red Sea Soft Coral Sinularia polydactyla" Marine Drugs 18, no. 12: 632. https://doi.org/10.3390/md18120632

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