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Mar. Drugs 2012, 10(9), 2089-2102; doi:10.3390/md10092089

Application of HPLC-NMR in the Identification of Plocamenone and Isoplocamenone from the Marine Red Alga Plocamium angustum

School of Applied Sciences, Health Innovations Research Institute (HIRi), RMIT University, GPO Box 2476V, Melbourne, Victoria 3001, Australia
Present address: Metabolomics Australia, School of Botany, The University of Melbourne, Parkville, Victoria 3010, Australia
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Author to whom correspondence should be addressed.
Received: 3 August 2012 / Revised: 6 September 2012 / Accepted: 7 September 2012 / Published: 24 September 2012
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Abstract

A combination of on-line HPLC-NMR and off-line chemical investigations has resulted in the identification of the previously reported polyhalogenated monoterpene plocamenone, together with the new structural analogue isoplocamenone from the crude extract of the marine alga Plocamium angustum. On-flow and stop-flow HPLC-NMR analyses (including the acquisition of WET 2D NMR spectra) rapidly assisted in the identification of the major component plocamenone and in the partial identification of its unstable double bond isomer isoplocamenone. Conventional off-line isolation and structural characterization techniques were employed to unequivocally confirm both structures, leading to a structural revision for plocamenone, as well as to obtain sufficient quantities for biological testing.
Keywords: Plocamium angustum; polyhalogenated acyclic monoterpenes; hyphenated spectroscopy; HPLC-NMR; biological activity Plocamium angustum; polyhalogenated acyclic monoterpenes; hyphenated spectroscopy; HPLC-NMR; biological activity
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Timmers, M.A.; Dias, D.A.; Urban, S. Application of HPLC-NMR in the Identification of Plocamenone and Isoplocamenone from the Marine Red Alga Plocamium angustum. Mar. Drugs 2012, 10, 2089-2102.

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