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Natural Product Research
Formerly Natural Product Letters
Volume 18, 2004 - Issue 4
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Original Articles

Esmodil: An Acetylcholine Mimetic Resurfaces in a Southern Australian Marine Sponge Raspailia (Raspailia) SP

Robert J. Capon School of Chemistry, University of Melbourne, Parkville, Victoria 3010, Australia
,
Colin Skene School of Chemistry, University of Melbourne, Parkville, Victoria 3010, Australia
,
Edward H. Liu School of Chemistry, University of Melbourne, Parkville, Victoria 3010, Australia
,
Ernest Lacey Microbial Screening Technologies, Kemps Creek, New South Wales 2171, Australia
,
Jennifer H. Gill Microbial Screening Technologies, Kemps Creek, New South Wales 2171, Australia
,
Kirstin Heiland Novartis Animal Health Australasia Pty. Ltd., Kemps Creek, New South Wales 2171, Australia
&
Thomas Friedel Novartis Animal Health Australasia Pty. Ltd., Kemps Creek, New South Wales 2171, Australia
 show all
Pages 305-309 | Received 25 Feb 2003, Accepted 19 Aug 2003, Published online: 21 Aug 2006
 
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Abstract

Bioassay directed fractionation of a Raspailia (Raspailia) sp. (Order Poecilosclerida; Family Raspailiidae) collected during scientific trawling operations off the Northern Rottnest Shelf yielded as nematocidal agents the known metabolites, phorboxazoles A (1) and B (2). Further examination revealed the new natural product but known synthetic compound, esmodil (3). The structure for 3 was confirmed by spectroscopic analysis and total synthesis.

Acknowledgements

We acknowledge the CSIRO Division of Oceanography, and the crew and scientific personnel aboard the O.R.V. Frankin for collection of the Raspailia (Raspailia) specimen. We also acknowledge taxonomic classification by L. Goudie. This research was supported by the Australian Research Council and Novartis Animal Health Australasia.

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