Phytochemical analysis of the southern Australian marine alga, Plocamium mertensii using HPLC-NMR

Dias, D and Urban, S 2008, 'Phytochemical analysis of the southern Australian marine alga, Plocamium mertensii using HPLC-NMR', Phytochemical Analysis, vol. 19, no. 5, pp. 453-470.


Document type: Journal Article
Collection: Journal Articles

Title Phytochemical analysis of the southern Australian marine alga, Plocamium mertensii using HPLC-NMR
Author(s) Dias, D
Urban, S
Year 2008
Journal name Phytochemical Analysis
Volume number 19
Issue number 5
Start page 453
End page 470
Total pages 18
Publisher John Wiley and Sons
Abstract Introduction: Over the last decade HPLC-NMR has become a robust analytical technique that has been applied to a wide range of studies, particularly plant extracts. There have been only a few applications of the use of HPLC-NMR to profile marine natural product extracts and no studies involving marine algae. The marine alga selected for this study belongs to the genus Plocamium, which is a well known source of polyhalogenated monoterpenes. Objective: To chemically profile the marine alga P. mertensii, using a combination of on-line (HPLC-NMR) and off-line approaches. Methodology: P. mertensii was extracted with 3:1 methanol-dichloromethane and subsequently partitioned into dichloromethane and methanol-soluble fractions. The methanol partition was exclusively profiled by HPLC-NMR (on-flow, stop-flow and time-slice experiments) whilst the dichloromethane partition was investigated by conventional isolation and purification procedures. Results: HPLC-NMR analysis of the methanol partition partially identified the presence of the major compounds 7, 13, 27 and 37, the structures of which were unequivocally elucidated by off-line characterisation of the dichloromethane partition. Two additional minor metabolites (3 and 8) present in the dichloromethane partition were only tentatively identified as these co-occurred in a mixture with compounds 7 and 13. As a result of this study a number of chemical shift reassignments were made for compound 37. Conclusion: This is one of the few reports describing the application of HPLC-NMR to rapidly proftle or dereplicate a marine organism and the first application of HPLC-NMR to successfully profile the chemistry of a marine alga.
Subject Analytical Chemistry not elsewhere classified
Keyword(s) HPLC-NMR
marine alga
polyhalogenated monoterpenes
natural products
hyphenated spectroscopy
DOI - identifier 10.1002/pca.1075
ISSN 0958-0344
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