title: Application of HPLC-NMR in the identification of plocamenone and isoplocamenone from the marine red alga Plocamium angustum.
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.
authors.affiliation: School of Applied Sciences, Health Innovations Research Institute (HIRi), RMIT University, GPO Box 2476V, Melbourne, Victoria 3001, Australia.
authors.forename: Michael Anthony
authors.initials: MA
authors.lastname: Timmers
authors.affiliation: School of Applied Sciences, Health Innovations Research Institute (HIRi), RMIT University, GPO Box 2476V, Melbourne, Victoria 3001, Australia.
authors.forename: Daniel Anthony
authors.initials: DA
authors.lastname: Dias
authors.affiliation: School of Applied Sciences, Health Innovations Research Institute (HIRi), RMIT University, GPO Box 2476V, Melbourne, Victoria 3001, Australia.
authors.forename: Sylvia
authors.initials: S
authors.lastname: Urban
mesh_terms: D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D009682:Magnetic Resonance Spectroscopy / Q000379:methods*; D039821:Monoterpenes / Q000032:analysis* / Q000737:chemistry; D010936:Plant Extracts / Q000032:analysis* / Q000737:chemistry; D044725:Plocamium / Q000737:chemistry*
chemical_list: D039821:Monoterpenes; D010936:Plant Extracts
keywords: HPLC-NMR; Plocamium angustum; biological activity; hyphenated spectroscopy; polyhalogenated acyclic monoterpenes