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Application of HPLC-NMR for the rapid chemical profiling of a Southern Australian Sponge, Dactylospongia sp

journal contribution
posted on 2023-03-07, 04:29 authored by DA Dias, S Urban
Rapid chemical profiling of the antitumour active crude dichloromethane extract of the marine sponge, Dactylospongia sp. was undertaken. A combination of both offline (HPLC followed by NMR and MS) and on-line (on-flow and stop-flow HPLC-NMR) chemical profiling approaches was adopted to establish the exact nature of the major constituents present in the dichloromethane extract of this sponge. On-flow HPLC-NMR analysis was employed to initially identify components present in the dichloromethane extract, while stop-flow HPLC-NMR experiments were then conducted on the major component present, resulting in the partial identification of pentaprenylated p-quinol (5). Subsequent off-line RP semi-preparative HPLC isolation of 5 followed by detailed spectroscopic analysis using NMR and MS permitted the complete structure to be established. This included the first complete carbon NMR chemical shift assignment of 5 based on the heteronuclear 2-D NMR experiments, together with the first report of its antitumour activity. This study represents one of the few reports describing the application of HPLC-NMR to chemically profile secondary metabolites from a marine organism. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

History

Journal

Journal of Separation Science

Volume

32

Pagination

542-548

Location

Germany

ISSN

1615-9306

eISSN

1615-9314

Language

en

Issue

4

Publisher

Wiley