title: Polyhydroxylated amide analogs of yessotoxin from Protoceratium reticulatum.
abstract: Two analogs of yessotoxin were isolated from extracts of a culture of Protoceratium reticulatum. The structures of the analogs were identified as trihydroxylated amides of 41a-homoyessotoxin (1) and 9-methyl-41a-homoyessotoxin (2) by one- and two-dimensional 1H and 13C NMR spectroscopy and LC-MS3 analyses. Structures were further confirmed by micro-scale chemical conversions combined with LC-MS3 analyses. No toxic effects were recorded in mice injected intraperitoneally with 2 at a dose of 5000 microg/kg.
authors.affiliation: AgResearch Ltd, Ruakura Research Centre, Private Bag 3123, Hamilton, New Zealand. chris.miles@agresearch.co.nz
authors.forename: Christopher O
authors.initials: CO
authors.lastname: Miles
authors.forename: Alistair L
authors.initials: AL
authors.lastname: Wilkins
authors.forename: Allan D
authors.initials: AD
authors.lastname: Hawkes
authors.forename: Andrew I
authors.initials: AI
authors.lastname: Selwood
authors.forename: Dwayne J
authors.initials: DJ
authors.lastname: Jensen
authors.forename: Rex
authors.initials: R
authors.lastname: Munday
authors.forename: Janine M
authors.initials: JM
authors.lastname: Cooney
authors.forename: Veronica
authors.initials: V
authors.lastname: Beuzenberg
mesh_terms: D000818:Animals; D004988:Ethers, Cyclic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D005260:Female; D051379:Mice; D015394:Molecular Structure; D008978:Mollusk Venoms / Q000737:chemistry*; D035964:Oxocins / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
chemical_list: C497780:41a-homoyessotoxin; C497781:9-methyl-41a-homoyessotoxin; D004988:Ethers, Cyclic; D008978:Mollusk Venoms; D035964:Oxocins