New Cytotoxic Monoalkyl Glycerol Ether from the Red Sea Soft Coral Nephthea mollis

Author:

Eissa Ahmed H.1ORCID,Abdel‐Tawab Asmaa M.2,Hamed El Sayed A. E.3,El‐Ablack Fawzia Z.1ORCID,Ayyad Seif‐Eldin N.1ORCID

Affiliation:

1. Department of Chemistry Faculty of Science Damietta University New Damietta 34517 Egypt

2. Marine Biotechnology and Natural Products Laboratory National Institute of Oceanography and Fisheries (NIOF) Cairo 11516 Egypt

3. Invertebrate Aquaculture laboratory National Institute of Oceanography and Fisheries (NIOF) Cairo 11516 Egypt

Abstract

AbstractA new monoalkyl glycerol ether, 3‐(n‐henicosyloxy)propane‐1,2‐diol (1), was isolated from the CH2Cl2/MeOH crude extract of the Red Sea soft coral Nephthea mollis. Additionally, three known related analogs were identified: chimyl alcohol (2), batyl alcohol (3), and 3‐(icosyloxy)propane‐1,2‐diol (4). The chemical structure of 3‐(n‐henicosyloxy)propane‐1,2‐diol was determined using advanced spectroscopic analyses, including 1D, 2D Nuclear Magnetic Resonance (NMR), Electron Ionization mass spectra (EI‐MS), and High‐Resolution Electron Spray Ionization mass spectra (HR‐ESI‐MS) analyses. Furthermore, the identification of chimyl alcohol, batyl alcohol and 3‐(icosyloxy)propane‐1,2‐diol was achieved by studying their EI mass fragmentation analyses and comparing their mass data with those previously reported in the literature. The cytotoxic activity of the Nephthea mollis crude extract and 3‐(n‐henicosyloxy)propane‐1,2‐diol was evaluated against five human cancer cell lines: HepG2 (hepatocellular carcinoma), MCF‐7 (breast carcinoma), NCI‐1299 (lung carcinoma), HeLa (cervical cancer cell), and HT‐29 (colon adenocarcinoma). Moreover, 3‐(n‐henicosyloxy)propane‐1,2‐diol revealed moderate cytotoxicity against the HeLa cell lines with an IC50 value of 24.1 μM, while showing inactivity against the remaining cell lines (IC50>100 μM).

Publisher

Wiley

Subject

Molecular Biology,Molecular Medicine,General Chemistry,Biochemistry,General Medicine,Bioengineering

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