Esmodil: an acetylcholine mimetic resurfaces in a Southern Australian marine sponge Raspailia (Raspailia) sp.
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.
Capon
Robert J
RJ
School of Chemistry, University of Melbourne, Parkville, Victoria 3010, Australia. r.capon@unimelb.edu.au
Skene
Colin
C
Liu
Edward H
EH
Lacey
Ernest
E
Gill
Jennifer H
JH
Heiland
Kirstin
K
Friedel
Thomas
T
D000818:Animals; D000969:Antinematodal Agents / Q000008:administration & dosage / Q000494:pharmacology* / Q000627:therapeutic use; D006188:Haemonchiasis / Q000517:prevention & control*; D006189:Haemonchus / Q000187:drug effects*; D016210:Methacholine Chloride / Q000008:administration & dosage / Q000031:analogs & derivatives / Q000494:pharmacology* / Q000627:therapeutic use; D021261:Parasitic Sensitivity Tests; D008517:Phytotherapy; D011161:Porifera
D000969:Antinematodal Agents; C489877:esmodil; D016210:Methacholine Chloride