Skip to main page content
U.S. flag

An official website of the United States government

Dot gov

The .gov means it’s official.
Federal government websites often end in .gov or .mil. Before sharing sensitive information, make sure you’re on a federal government site.

Https

The site is secure.
The https:// ensures that you are connecting to the official website and that any information you provide is encrypted and transmitted securely.

Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
. 2019 Jul 11;17(7):411.
doi: 10.3390/md17070411.

New Antiproliferative Cembrane Diterpenes from the Red Sea Sarcophyton Species

Hossam M Hassan  1 , Mostafa E Rateb  1   2 , Marwa H Hassan  1 , Ahmed M Sayed  3 , Samah Shabana  4 , Mai Raslan  5 , Elham Amin  1   3 , Fathy A Behery  6   7 , Osama M Ahmed  8 , Abdullatif Bin Muhsinah  9 , Tobias A M Gulder  10 , Usama Ramadan Abdelmohsen  11
Affiliations

New Antiproliferative Cembrane Diterpenes from the Red Sea Sarcophyton Species

Hossam M Hassan et al. Mar Drugs. .

Abstract

The combination of liquid chromatography coupled to high resolution mass spectrometry (LC-HRESMS)-based dereplication and antiproliferative activity-guided fractionation was applied on the Red Sea-derived soft coral Sarcophyton sp. This approach facilitated the isolation of five new cembrane-type diterpenoids (1-5), along with two known analogs (6 and 7), as well as the identification of 19 further, known compounds. The chemical structures of the new compounds were elucidated while using comprehensive spectroscopic analyses, including one-dimensional (1D) and two-dimensional (2D) NMR and HRMS. All of the isolated cembranoids (1-7) showed moderate in vitro antiproliferative activity against a human breast cancer cell line (MCF-7), with IC50 ranging from 22.39-27.12 µg/mL. This class of compounds could thus serve as scaffold for the future design of anticancer leads.

Keywords: LCHRESMS; Sarcophyton; antiproliferative; cembranoids; dereplication.

PubMed Disclaimer

Conflict of interest statement

The authors declare no conflict of interest.

Figures

Figure 1
Figure 1
Structures of isolated compounds (1–7).
Figure 2
Figure 2
1H-1H COSY and key HMBC correlations of compounds 1–5.
Figure 3
Figure 3
1H-1H NOESY correlations of compounds 1–5.
See this image and copyright information in PMC

References

    1. El-Ezz R.F.A., Ahmed S.A., Radwan M.M., Ayoub N.A., Afifi M.S., Ross S.A., Szymanski P.T., Fahmy H., Khalifa S.I. Bioactive cembranoids from the Red Sea soft coral Sarcophyton glaucum. Tetrahed. Lett. 2013;54:989–992. doi: 10.1016/j.tetlet.2012.12.037. - DOI
    1. Al-Lihaibi S.S., Alarif W.M., Abdel-Lateff A., Ayyad S.-E.N., Abdel-Naim A.B., El-Senduny F.F., Badria F.A. Three new cembranoid-type diterpenes from red sea soft coral Sarcophyton glaucum: Isolation and antiproliferative activity against HepG2 cells. Eur. J. Med. Chem. 2014;81:314–322. doi: 10.1016/j.ejmech.2014.05.016. - DOI - PubMed
    1. Rodrigues I.G., Miguel M.G., Mnif W. A brief review on new naturally occurring cembranoid diterpene derivatives from the soft corals of the genera Sarcophyton, Sinularia, and Lobophytum since 2016. Molecules. 2019;24:781. doi: 10.3390/molecules24040781. - DOI - PMC - PubMed
    1. Liang L.-F., Chen W.-T., Li X.-W., Wang H.-Y., Guo Y.-W. New bicyclic cembranoids from the South China Sea soft coral Sarcophyton trocheliophorum. Sci. Rep. 2017;7:46584. doi: 10.1038/srep46584. - DOI - PMC - PubMed
    1. Liang L.-F., Kurtán T., Mándi A., Yao L.-G., Li J., Lan L.-F., Guo Y.-W. Structural, stereochemical, and bioactive studies of cembranoids from Chinese soft coral Sarcophyton trocheliophorum. Tetrahedron. 2018;74:1933–1941. doi: 10.1016/j.tet.2018.02.059. - DOI

LinkOut - more resources