Blooms of the benthic dinoflagellate Ostreopsis cf. ovata are a concern in the Mediterranean Sea, since this species produces a wide range of palytoxin-like compounds listed among the most potent marine toxins. This study focused on two analogs of palytoxin found in cultures of six strains of Ostreopsis cf. ovata isolated from the south of Catalonia (NW Mediterranean Sea). In addition to some already known ovatoxins, our strains produced two minor compounds, ovatoxin-g and the so far called putative palytoxin, whose structures had not been elucidated before. Insufficient quantity of these compounds impeded a full Nuclear Magnetic Resonance (NMR)-based structural elucidation, thus we studied their structure in crude algal extracts through Liquid Chromatography Electro Spray Ionization High Resolution Mass Spectrometryn (LC-ESI-HRMSn) in positive ion mode. Under the used MS conditions, the molecules underwent fragmentation at many sites of their backbone and a large number of diagnostic fragment ions were identified. As a result, tentative structures were assigned to both ovatoxin-g and the putative palytoxin, the latter being identified as a palytoxin isomer and re-named isobaric palytoxin.

The Novel Ovatoxin-g and Isobaric Palytoxin (so far referred to as Putative Palytoxin) from Ostreopsis cf. ovata (NW Mediterranean Sea): Structural Insights by LC-High Resolution MSn

TARTAGLIONE, LUCIANA
Co-primo
Methodology
;
DELL'AVERSANO, CARMELA
Secondo
Conceptualization
;
FORINO, MARTINO
Membro del Collaboration Group
;
CIMINIELLO, PATRIZIA
Ultimo
Project Administration
2015

Abstract

Blooms of the benthic dinoflagellate Ostreopsis cf. ovata are a concern in the Mediterranean Sea, since this species produces a wide range of palytoxin-like compounds listed among the most potent marine toxins. This study focused on two analogs of palytoxin found in cultures of six strains of Ostreopsis cf. ovata isolated from the south of Catalonia (NW Mediterranean Sea). In addition to some already known ovatoxins, our strains produced two minor compounds, ovatoxin-g and the so far called putative palytoxin, whose structures had not been elucidated before. Insufficient quantity of these compounds impeded a full Nuclear Magnetic Resonance (NMR)-based structural elucidation, thus we studied their structure in crude algal extracts through Liquid Chromatography Electro Spray Ionization High Resolution Mass Spectrometryn (LC-ESI-HRMSn) in positive ion mode. Under the used MS conditions, the molecules underwent fragmentation at many sites of their backbone and a large number of diagnostic fragment ions were identified. As a result, tentative structures were assigned to both ovatoxin-g and the putative palytoxin, the latter being identified as a palytoxin isomer and re-named isobaric palytoxin.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11588/592895
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