Cytotoxic halogenated monoterpenes from Plocamium cartilagineum
Sabry OM, Goeger DE, Valeriote FA, Gerwick WH. Cytotoxic halogenated monoterpenes from Plocamium cartilagineum. Nat Prod Res. 2017 Feb;31(3):261-267.
Natural product research
As a result of our efforts to identify bioactive agents from marine algae, we have isolated and identified one new halogenated monoterpene 1 [(-)-(5E,7Z)-348-trichloro-7-dichloromethyl-3-methyl-157-octatriene] in addition to three known compounds (2, 3 and 4) from the red alga Plocamium cartilagineum collected by hand from the eastern coast of South Africa. Compound 1 was found to be active as a cytotoxic agent in human lung cancer (NCI-H460) and mouse neuro-2a cell lines (IC50 4 μg/mL). Two of these compounds (3 and 4) were found to have cytotoxic activity in other cell line assays, especially against human leukaemia and human colon cancers (IC50 1.3 μg/mL). None of these metabolites were active as sodium channel blockers or activators. All structures were determined by spectroscopic methods (UV, IR, LRMS, HRMS, 1D NMR and 2D NMR). 1D and 2D NOE experiments were carried out on these compounds to confirm the geometry of the double bonds.
Medical Subject Headings
Animals; Antineoplastic Agents; Cell Line, Tumor; Colonic Neoplasms; Halogenation; Humans; Leukemia; Lung Neoplasms; Magnetic Resonance Spectroscopy; Mice; Molecular Structure; Monoterpenes; Plocamium; Spectrum Analysis