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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
* Author to whom correspondence should be addressed.
Received: 3 August 2012; in revised form: 6 September 2012 / Accepted: 7 September 2012 / Published: 24 September 2012
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
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Cite This Article
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.
AMA Style
Timmers MA, Dias DA, Urban S. Application of HPLC-NMR in the Identification of Plocamenone and Isoplocamenone from the Marine Red Alga Plocamium angustum. Marine Drugs. 2012; 10(9):2089-2102.
Chicago/Turabian Style
Timmers, Michael Anthony; Dias, Daniel Anthony; Urban, Sylvia. 2012. "Application of HPLC-NMR in the Identification of Plocamenone and Isoplocamenone from the Marine Red Alga Plocamium angustum." Mar. Drugs 10, no. 9: 2089-2102.