Gymnodimine C (1), an oxidized analogue of the spiro-imine algal toxin gymnodimine (3), was isolated from extracts of the cells of Karenia selliformis. The structure of gymnodimine C, determined by one- and two-dimensional 1H NMR spectroscopy and mass spectrometry, was found to be isomeric with gymnodimine B (2) at C-18.
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Chemical analyses of plankton and highly toxic mussel samples collected in eastern Canada during an intense bloom of the dinoflagellate Alexandrium tamarense established the presence of a complex mixture of paralytic shellfish poisoning (PSP) toxins. Application of a newly developed technique, hydrophilic interaction liquid chromatography-mass spectrometry, confirmed the identities of the known toxins and revealed the presence in the mussels of five saxitoxin analogues (M1-M5) that were not present in the plankton. Four of these compounds were isolated and their structures established by tandem mass spectrometry, 1D- and 2D-NMR spectroscopy, and chemical interconversion experiments. One of these was found to be 11beta-hydroxysaxitoxin (M2), while the other three were found to be new saxitoxin analogues, namely, 11beta-hydroxy-N-sulfocarbamoylsaxitoxin (M1), 11,11-dihydroxy-N-sulfocarbamoylsaxitoxin (M3), and 11,11-dihydroxysaxitoxin (M4). Compound M5 remains unidentified because of insufficient material for characterization.
Contamination of drinking and recreational water bodies by toxic cyanobacteria is a significant water management issue in many countries. Until recently, knowledge of the occurrence of cyanotoxins and species responsible for cyanotoxin production in New Zealand was limited. In this study
Cylindrospermopsis raciborskii is a planktonic freshwater cyanobacterium that is becoming increasingly prevalent in water bodies worldwide. During a survey of toxic cyanobacteria in New Zealand, C. raciborskii was identified in a sample collected from Lake Waahi (Waikato). This is the first identification of this species in New Zealand. Liquid chromatography-mass spectrometry and liquid chromatography-tandem mass spectrometry were used to confirm the presence of the cyanotoxins cylindrospermopsin (CYN) and deoxycylindrospermopsin (do-CYN). Detection of CYN and do-CYN demonstrates that C. raciborskii is a now a species of concern in recreational, stock drinking, and potable water supplies in New Zealand.
SUMMARY: Comparison of pectenotoxin (PTX) profiles between the toxic dinoflagellate Dinophysis acuta and scallops Pecten novaezelandiae collected at Wedge Point, Queen Charlotte Sound, New Zealand was carried out by liquid chromatography–mass spectrometry (LC‐MS) with turbo‐ionspray ionization. Although the major PTX homolog in D. acuta was pectenotoxin‐2 (PTX2), the scallops contained pectenotoxin‐2 seco acid (PTX2SA) as the predominant toxin. Pectenotoxin‐2 isolated from D. acuta was rapidly converted to PTX2SA and its epimer 7‐epi‐pectenotoxin‐2 seco acid (7‐epi‐PTX2SA) in the scallop extracts. These results indicate that PTX2SA and 7‐epi‐PTX2SA arose from the conversion of PTX2 by scallop tissue. The results indicate that New Zealand scallops have an ability to reduce the cytotoxicity of PTX2 by conversion to PTX2SA.
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