1. Costatone C-A New Halogenated Monoterpene from the New Zealand Red Alga Plocamium angustum .
- Author
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Bracegirdle J, Sohail Z, Fairhurst MJ, Gerth ML, Zuccarello GC, Ali Hashmi M, and Keyzers RA
- Subjects
- Anti-Bacterial Agents chemistry, Anti-Bacterial Agents isolation & purification, Hydrocarbons, Halogenated chemistry, Hydrocarbons, Halogenated isolation & purification, Magnetic Resonance Spectroscopy, Microbial Sensitivity Tests, Molecular Structure, Monoterpenes chemistry, Monoterpenes isolation & purification, New Zealand, Plant Extracts isolation & purification, Staphylococcus aureus drug effects, Staphylococcus epidermidis drug effects, Anti-Bacterial Agents pharmacology, Hydrocarbons, Halogenated pharmacology, Monoterpenes pharmacology, Plant Extracts chemistry, Plocamium chemistry
- Abstract
Red algae of the genus Plocamium have been a rich source of halogenated monoterpenes. Herein, a new cyclic monoterpene, costatone C ( 7 ), was isolated from the extract of P. angustum collected in New Zealand, along with the previously reported (1 E ,5 Z )-1,6-dichloro-2-methylhepta-1,5-dien-3-ol ( 8 ). Elucidation of the planar structure of 7 was achieved through conventional NMR and (-)-HR-APCI-MS techniques, and the absolute configuration by comparison of experimental and DFT-calculated ECD spectra. The absolute configuration of 8 was determined using Mosher's method. Compound 7 showed mild antibacterial activity against Staphylococcus aureus and S. epidermidis . The state of Plocamium taxonomy and its implications upon natural product distributions, especially across samples from specimens collected in different countries, is also discussed.
- Published
- 2019
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