Isolation and structure elucidation of ovatoxin-a, the major toxin produced by Ostreopsis ovata.

  title={Isolation and structure elucidation of ovatoxin-a, the major toxin produced by Ostreopsis ovata.},
  author={P. Ciminiello and C. Dell’Aversano and Emma Dello Iacovo and E. Fattorusso and M. Forino and L. Grauso and L. Tartaglione and F. Guerrini and L. Pezzolesi and R. Pistocchi and S. Vanucci},
  journal={Journal of the American Chemical Society},
  volume={134 3},
Since 2005, the benthic dinoflagellate Ostreopsis cf. ovata has bloomed across the Mediterranean basin, provoking serious toxic outbreaks. LC/MS studies have identified a number of palytoxin-like compounds, termed ovatoxins, along with trace amounts of putative palytoxin as the causative agents of the O. cf. ovata -related human sufferings. So far, any risk assessment for ovatoxins as well as establishment of their allowance levels in seafood has been prevented by the lack of pure toxins. The… Expand
Complex Toxin Profile of French Mediterranean Ostreopsis cf. ovata Strains, Seafood Accumulation and Ovatoxins Prepurification
Toxin extracts obtained from collected biomass were purified using different techniques such as liquid-liquid partition or size exclusion, and open-column chromatography with Sephadex LH20 phase yielded the best results with a cleanup efficiency of 93% and recovery of about 85%, representing an increase of toxin percentage by 13 fold. Expand
Characterization of ovatoxin-h, a new ovatoxin analog, and evaluation of chromatographic columns for ovatoxin analysis and purification.
Investigation of a French O. ovata strain collected at Villefranche-sur-Mer during a bloom in 2011 confirmed the production of ovatoxins-a to -e and revealed the presence of a new ovat toxin analog, named ovatoxin-h, which is situated between C42 and C49. Expand
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
Tentative structures were assigned to both ovatoxin-g and the putative palytoxin, the latter being identified as a palyToxin isomer and re-named as  isobaric paly toxin. Expand
Unique toxin profile of a Mediterranean Ostreopsis cf. ovata strain: HR LC-MS(n) characterization of ovatoxin-f, a new palytoxin congener.
The presence of ovatoxin-f should be taken into account when monitoring programs for palytoxin-like compounds in microalgae and/or seawater are carried out. Expand
Ovatoxin-a, A Palytoxin Analogue Isolated from Ostreopsis cf. ovata Fukuyo: Cytotoxic Activity and ELISA Detection.
Although in vitro OVTX-a appears less toxic than PLTX, its cytotoxicity at nanomolar concentrations after short exposure time rises some concern for human health. Expand
Stereochemical studies on ovatoxin-a.
NMR-based elucidation of the stereochemistry of ovatoxin-a is reported, which includes 7 stereogenic double bonds and 62 asymmetric carbon atoms, which is a step towards the elucidated of its mechanism of action on a molecular level. Expand
Chemical, molecular, and eco-toxicological investigation of Ostreopsis sp. from Cyprus Island: structural insights into four new ovatoxins by LC-HRMS/MS
Blooms of benthic dinoflagellates of the genus Ostreopsis (mainly O. cf. ovata and occasionally O. cf. siamensis) represent a serious concern for humans in the Mediterranean area, due to productionExpand
Variability in Toxin Profiles of the Mediterranean Ostreopsis cf. ovata and in Structural Features of the Produced Ovatoxins.
Toxin content was mostly in the range 4-70 pg/cell with higher levels being found in strains from the Ligurian and South Adriatic Sea, and the new OVTX-l was detected in 36 strains. Expand
First finding of Ostreopsis cf. ovata toxins in marine aerosols.
The results, besides confirming the presence of O. ovata cells and demonstrating for the first time the occurrence of ovatoxins in the aerosol, are only a first step toward a more comprehensive understanding of the Ostreopsis-related respiratory syndrome. Expand
Toxin profile of Ostreopsis cf. ovata from Portuguese continental coast and Selvagens Islands (Madeira, Portugal).
The present study reports for the first time the occurrence of several OVTX congeners and iso-PLTX in O. ovata from Portuguese waters, providing valuable information to characterize the risk of OV TXs-related outbreaks in Portugal. Expand


Complex palytoxin-like profile of Ostreopsis ovata. Identification of four new ovatoxins by high-resolution liquid chromatography/mass spectrometry.
A quantitative study of the O. ovata culture extract indicated that the whole of the new ovatoxins represents about 46% of the total toxin content and, thus, their presence has to be taken into account when LC/MS-based monitoring programs of either plankton or contaminated seafood are carried out. Expand
Putative palytoxin and its new analogue, ovatoxin-a, in Ostreopsis ovata collected along the ligurian coasts during the 2006 toxic outbreak
This article reports on the liquid chromatography tandem mass spectrometry investigation of plankton samples collected in the summer of 2006 along the Ligurian coasts, coinciding with a massive bloom of the tropical microalga Ostreopsis ovata, and identifies a new palytoxin-like compound never reported so far, which is named ovatoxin-a. Expand
Comparative growth and toxin profile of cultured Ostreopsis ovata from the Tyrrhenian and Adriatic Seas.
Two strains of O. ovata collected in 2006 along the Adriatic and Tyrrhenian coastlines and grown in culture were studied to characterize their growth and toxin profile, suggesting that a long lasting bloom could enhance the toxin content in the water and cause toxic effects in people inhaling the aerosol. Expand
The Genoa 2005 outbreak. Determination of putative palytoxin in Mediterranean Ostreopsis ovata by a new liquid chromatography tandem mass spectrometry method.
It is suggested that putative palytoxin was the causative agent responsible for patients' symptoms and demonstrated for the first time the presence of such a toxin in Italian waters. Expand
Structure Elucidation of Ostreocin D, a Palytoxin Analog Isolated from the Dinoflagellate Ostreopsis siamensis
The structure of ostreocin D, a palytoxin analog isolated from the marine dinoflagellate Ostropsis siamensis, was found to be 42-hydroxy-3,26-didemethyl-19,44-dideoxypalytoxin by detailed 2D NMRExpand
Stereostructure and biological activity of 42-hydroxy-palytoxin: a new palytoxin analogue from Hawaiian Palythoa subspecies.
Functional studies on this new palytoxin-like compound suggest that the new palitoxin analogue and palyToxin itself present similar biological activities. Expand
Complete NMR signal assignment of palytoxin and N-acetylpalytoxin
Palytoxin is the second largest-sized natural product that does not contain repeating units such as amino acids or monosaccharides. The molecular formula of palytoxin is C129H223N3O54 and theExpand
Culture of Marine Invertebrates Animals
  • Plenum Press: New York,
  • 1975