title: Isolation and structure of prorocentrolide B, a fast-acting toxin from Prorocentrum maculosum.
abstract: A new toxin, prorocentrolide B (1), has been isolated following bioassay-guided fractionation of a BuOH extract of the tropical dinoflagellate, Prorocentrum maculosum Faust. This compound produces a rapid toxic response in the mouse bioassay, a type of activity not accounted for by other diarrhetic shellfish poisoning toxins produced by P. maculosum. The structure 1 was established by NMR and MS and is similar to prorocentrolide (2), a toxin from a strain of Prorocentrum lima. NMR data and the modeling program ConGen have been used to establish the relative stereochemistry of some individual ether ring systems and the hexahydroisoquinoline ring.
authors.affiliation: Institute for Marine Biosciences, National Research Council of Canada, Halifax, Nova Scotia, Canada.
authors.forename: T
authors.initials: T
authors.lastname: Hu
authors.forename: A S
authors.initials: AS
authors.lastname: deFreitas
authors.forename: J M
authors.initials: JM
authors.lastname: Curtis
authors.forename: Y
authors.initials: Y
authors.lastname: Oshima
authors.forename: J A
authors.initials: JA
authors.lastname: Walter
authors.forename: J L
authors.initials: JL
authors.lastname: Wright
mesh_terms: D000818:Animals; D002240:Carbohydrate Sequence; D004141:Dinoflagellida / Q000737:chemistry*; D005260:Female; D009682:Magnetic Resonance Spectroscopy; D008387:Marine Toxins / Q000302:isolation & purification* / Q000633:toxicity; D013058:Mass Spectrometry; D051379:Mice; D008969:Molecular Sequence Data; D011714:Pyrans / Q000302:isolation & purification* / Q000633:toxicity
chemical_list: D008387:Marine Toxins; D011714:Pyrans; C103447:prorocentrolide B