Next Article in Journal
Mojabanchromanol Isolated from Sargassum horneri Attenuates Particulate Matter Induced Inflammatory Responses via Suppressing TLR2/4/7-MAPK Signaling in MLE-12 Cells
Next Article in Special Issue
Antimicrobial Chlorinated 3-Phenylpropanoic Acid Derivatives from the Red Sea Marine Actinomycete Streptomyces coelicolor LY001
Previous Article in Journal
Bioactive Polyphenols from Southern Chile Seaweed as Inhibitors of Enzymes for Starch Digestion
Previous Article in Special Issue
Induction of Antibacterial Metabolites by Co-Cultivation of Two Red-Sea-Sponge-Associated Actinomycetes Micromonospora sp. UR56 and Actinokinespora sp. EG49
Open AccessArticle

Thalassosterol, a New Cytotoxic Aromatase Inhibitor Ergosterol Derivative from the Red Sea Seagrass Thalassodendron ciliatum

1
Department of Pharmacognosy, Faculty of Pharmacy, Suez Canal University, Ismailia 41522, Egypt
2
Department of Pharmacognosy, Faculty of Pharmacy, Minia University, Minia 61519, Egypt
3
Pharmaceutical Chemistry Department, Faculty of Pharmacy, Nahda University, BeniSuef 62513, Egypt
4
Institute of Organic Chemistry, University of Würzburg, Am Hubland, 97074 Würzburg, Germany
5
Department of Pharmacognosy, Faculty of Pharmacy, Ain-Shams University, Cairo 11566, Egypt
6
Department of Pharmacognosy, Faculty of Pharmacy, Deraya University, New Minia 61111, Egypt
7
Department of Pharmacognosy, Faculty of Pharmacy, Al-Azhar University, Assiut 71524, Egypt
8
Department of Chemistry, College of Science, Princess Nourah bint Abdulrahman University, Riyadh 13414, Saudi Arabia
*
Authors to whom correspondence should be addressed.
Equal contributions.
Mar. Drugs 2020, 18(7), 354; https://doi.org/10.3390/md18070354
Received: 18 June 2020 / Revised: 28 June 2020 / Accepted: 7 July 2020 / Published: 8 July 2020
(This article belongs to the Special Issue Bioactive Natural Products from the Red Sea)
Thalassodendron ciliatum (Forssk.) Den Hartog is a seagrass belonging to the plant family Cymodoceaceae with ubiquitous phytoconstituents and important pharmacological potential, including antioxidant, antiviral, and cytotoxic activities. In this work, a new ergosterol derivative named thalassosterol (1) was isolated from the methanolic extract of T. ciliatum growing in the Red Sea, along with two known first-reported sterols, namely ergosterol (2) and stigmasterol (3), using different chromatographic techniques. The structure of the new compound was established based on 1D and 2D NMR spectroscopy and high-resolution mass spectrometry (HR-MS) and by comparison with the literature data. The new ergosterol derivative showed significant in vitro antiproliferative potential against the human cervical cancer cell line (HeLa) and human breast cancer (MCF-7) cell lines, with IC50 values of 8.12 and 14.24 µM, respectively. In addition, docking studies on the new sterol 1 explained the possible binding interactions with an aromatase enzyme; this inhibition is beneficial in both cervical and breast cancer therapy. A metabolic analysis of the crude extract of T. ciliatum using liquid chromatography combined with high-resolution electrospray ionization mass spectrometry (LC-ESI-HR-MS) revealed the presence of an array of phenolic compounds, sterols and ceramides, as well as di- and triglycerides. View Full-Text
Keywords: cytotoxic activity; ergosterol derivative; metabolic analysis; docking studies; seagrass; Thalassodendron ciliatum cytotoxic activity; ergosterol derivative; metabolic analysis; docking studies; seagrass; Thalassodendron ciliatum
Show Figures

Figure 1

MDPI and ACS Style

Abdelhameed, R.F.A.; Habib, E.S.; Goda, M.S.; Fahim, J.R.; Hassanean, H.A.; Eltamany, E.E.; Ibrahim, A.K.; AboulMagd, A.M.; Fayez, S.; El-kader, A.M.A.; Al-Warhi, T.; Bringmann, G.; Ahmed, S.A.; Abdelmohsen, U.R. Thalassosterol, a New Cytotoxic Aromatase Inhibitor Ergosterol Derivative from the Red Sea Seagrass Thalassodendron ciliatum. Mar. Drugs 2020, 18, 354.

Show more citation formats Show less citations formats
Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.

Article Access Map by Country/Region

1
Search more from Scilit
 
Search
Back to TopTop