Cytotoxic halogenated monoterpenes from Plocamium cartilagineum

Document Type

Article

Publication Date

2-1-2017

Publication Title

Natural product research

Abstract

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

PubMed ID

27627578

Volume

31

Issue

3

First Page

261

Last Page

267

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