Putative palytoxin and its new analogue, ovatoxin-a, in Ostreopsis ovata collected along the ligurian coasts during the 2006 toxic outbreak

  title={Putative palytoxin and its new analogue, ovatoxin-a, in Ostreopsis ovata collected along the ligurian coasts during the 2006 toxic outbreak},
  author={Patrizia Ciminiello and Carmela Dell’Aversano and Ernesto Fattorusso and Martino Forino and Luciana Tartaglione and Claudio Grillo and Nunzia Melchiorre},
  journal={Journal of the American Society for Mass Spectrometry},
In this article we report on the liquid chromatography tandem mass spectrometry (LC-MS) 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. LC-MS analyses indicated the occurrence of putative palytoxin along with a much more abundant palytoxin-like compound never reported so far, which we named ovatoxin-a. On the basis of molecular formula, fragmentation pattern, and… 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
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
Isolation and structure elucidation of ovatoxin-a, the major toxin produced by Ostreopsis ovata.
The present paper reports on the isolation, NMR-based structural determination, and preliminary mouse lethality evaluation of ovatoxin-a, the major toxic compound contained in O. cf. 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
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
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
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
New palytoxin-like molecules in Mediterranean Ostreopsis cf. ovata (dinoflagellates) and in Palythoa tuberculosa detected by liquid chromatography-electrospray ionization time-of-flight mass spectrometry.
A rapid, high resolution liquid chromatography coupled with ElectroSpray Ionization Time-Of-Flight Mass Spectrometry (ESI/TOF/MS) method was developed for the determination of the toxin pattern inExpand
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
LC-MS/MS analysis of novel ovatoxin isomers in several Ostreopsis strains collected in Japan
Detailed toxin profiles of palytoxin analogues in several Japanese Ostreopsis strains were clarified for the first time by liquid chromatography–mass spectrometry (LC–MS). 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
The present study describes the first purification, chemical, and toxicological characterization of new palytoxin analogues isolated from a benthic bloom of O. mascarenensis, suggesting that this tropical species, largely distributed in the southwestern Indian Ocean, could be a source of palyToxin poisoning in this tropical area. Expand
Structure of palytoxin.
  • R. Moore
  • Chemistry, Medicine
  • Fortschritte der Chemie organischer Naturstoffe = Progress in the chemistry of organic natural products. Progres dans la chimie des substances organiques naturelles
  • 1985
Palytoxin is an extremely poisonous substance associated with marine coelenterates (zoanthids) of the genus Palythoa that was probably noticed for the first time by the Hawaiians who used exudates of a rare, but very toxic species, P. toxica, to poison spear tips for warfare. Expand
Ostreopsis sp., a possible origin of palytoxin (PTX) in parrotfish Scarus ovifrons.
It can be strongly postulated that the dinoflagellate Ostreopsis sp. 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
Studies on palytoxins
Abstract The complete structure of palytoxin ( 1 ) was elucidated by us in 1982. 1 Our continuous interests in palytoxin led us to examine minor constituents of Okinawan Palythoa tuberculosa . InExpand
Shellfish Toxins − Chemical Studies on Northern Adriatic Mussels
During our investigation on toxic mussels from the Northern Adriatic sea, initiated about ten years ago, a number of polyether toxins have been isolated and characterized, some of which represent newExpand
Structural confirmation of ostreocin-D by application of negative-ion fast-atom bombardment collision-induced dissociation tandem mass spectrometric methods.
Negative-ion fast-atom bombardment collision-induced dissociation tandem mass spectrometric (FAB-CID-MS/MS) methodology was successfully applied to verify the highly complex structure of ostreocin-DExpand
Neither medium meets the exacting nutritional needs of all the ultraphytoplankton forms tested, but they are excellent for most oceanic clones and are very successful for the isolation and establishment in culture of new oceanic phytopLankton clones. Expand
Bioorganic studies on marine natural products--diverse chemical structures and bioactivities.
  • D. Uemura
  • Chemistry, Medicine
  • Chemical record
  • 2006
Biological studies on newly discovered wonders of nature, including bioorganic studies on bioactive marine alkaloids and important substances involved in dynamic ecological systems are described. Expand