Show simple item record

dc.contributor.authorBoente Juncal, Andrea
dc.contributor.authorÁlvarez, Mercedes
dc.contributor.authorAntelo Queijo, Álvaro
dc.contributor.authorRodríguez Filgueiras, Inés
dc.contributor.authorCalabro, Kevin
dc.contributor.authorVale González, María del Carmen
dc.contributor.authorThomas, Olivier P.
dc.contributor.authorBotana López, Luis Miguel
dc.date.accessioned2020-04-01T13:48:14Z
dc.date.available2020-04-01T13:48:14Z
dc.date.issued2019
dc.identifier.citationBoente-Juncal, A.; Álvarez, M.; Antelo, Á.; Rodríguez, I.; Calabro, K.; Vale, C.; Thomas, O.P.; Botana, L.M. Structure Elucidation and Biological Evaluation of Maitotoxin-3, a Homologue of Gambierone, from Gambierdiscus belizeanus. Toxins 2019, 11, 79
dc.identifier.urihttp://hdl.handle.net/10347/21060
dc.description.abstractGambierdiscus species are the producers of the marine toxins ciguatoxins and maitotoxins which cause worldwide human intoxications recognized as Ciguatera Fish Poisoning. A deep chemical investigation of a cultured strain of G. belizeanus, collected in the Caribbean Sea, led to the identification of a structural homologue of the recently described gambierone isolated from the same strain. The structure was elucidated mainly by comparison of NMR and MS data with those of gambierone and ascertained by 2D NMR data analyses. Gratifyingly, a close inspection of the MS data of the new 44-methylgambierone suggests that this toxin would actually correspond to the structure of maitotoxin-3 (MTX3, m/z 1039.4957 for the protonated adduct) detected in 1994 in a Pacific strain of Gambierdiscus and recently shown in routine monitoring programs. Therefore, this work provides for the first time the chemical identification of the MTX3 molecule by NMR. Furthermore, biological data confirmed the similar activities of both gambierone and 44-methylgambierone. Both gambierone and MTX3 induced a small increase in the cytosolic calcium concentration but only MTX3 caused cell cytotoxicity at micromolar concentrations. Moreover, chronic exposure of human cortical neurons to either gambierone or MTX3 altered the expression of ionotropic glutamate receptors, an effect already described before for the synthetic ciguatoxin CTX3C. However, even when gambierone and MTX3 affected glutamate receptor expression in a similar manner their effect on receptor expression differed from that of CTX3C, since both toxins decreased AMPA receptor levels while increasing N-methyl-d-aspartate (NMDA) receptor protein. Thus, further studies should be pursued to clarify the similarities and differences in the biological activity between the known ciguatoxins and the new identified molecule as well as its contribution to the neurological symptoms of ciguatera
dc.description.sponsorshipAndrea Boente-Juncal is recipient of a fellowship from Ministerio de Educación, Cultura y Deporte, Spain. The research leading to these results has received funding from the following FEDER cofunded-grants. From Conselleria de Cultura, Educacion e Ordenación Universitaria, Xunta de Galicia, 2017 GRC GI-1682 (ED431C 2017/01). From CDTI and Technological Funds, supported by Ministerio de Economía, Industria y Competitividad, AGL2014-58210-R, AGL2016-78728-R (AEI/FEDER, UE), ISCIII/PI16/01830 and RTC-2016-5507-2, ITC-20161072. From European Union POCTEP 0161-Nanoeaters -1-E-1, Interreg AlertoxNet EAPA-317-2016, Interreg Agritox EAPA-998-2018, and H2020 778069-EMERTOX
dc.language.isoeng
dc.publisherMDPI
dc.relationinfo:eu-repo/grantAgreement/EC/H2020/778069
dc.relationinfo:eu-repo/grantAgreement/MINECO/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/AGL2014-58210-R/ES/EVALUACION DE LA SEGURIDAD ALIMENTARIA DE PRODUCTOS PESQUEROS ASOCIADA A LA PRESENCIA DE TOXINAS MARINAS DE NUEVA APARICION EN AGUAS EUROPEAS
dc.relationinfo:eu-repo/grantAgreement/MINECO/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/AGL2016-78728-R/ES
dc.rights© 2019 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/)
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/
dc.subject44-methylgambierone
dc.subjectGambierone
dc.subjectMaitotoxin
dc.subjectGambierdiscus belizeanus
dc.subjectCytosolic calcium concentration
dc.subjectGlutamate receptors
dc.subjectNeurotoxicity
dc.subjectCiguatera
dc.subjectMaitotoxin-3
dc.subject.classification3209
dc.titleStructure elucidation and biological evaluation of Maitotoxin-3, a Homologue of Gambierone, from Gambierdiscus belizeanus
dc.typeinfo:eu-repo/semantics/article
dc.identifier.DOI10.3390/toxins11020079
dc.relation.publisherversionhttps://www.mdpi.com/2072-6651/11/2/79
dc.type.versioninfo:eu-repo/semantics/publishedVersion
dc.identifier.e-issn2072-6651
dc.rights.accessrightsinfo:eu-repo/semantics/openAccess
dc.contributor.affiliationUniversidade de Santiago de Compostela. Departamento de Farmacoloxía, Farmacia e Tecnoloxía Farmacéutica
dc.description.peerreviewedSI


Files in this item

application/pdf
Name: 2019_toxins_boente_maitotoxin.pdf
Size: 1.577 Mb
Format: PDF


Thumbnail

This item appears in the following Collection(s)

Show simple item record

© 2019 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/)
Except where otherwise noted, this item's license is described as  © 2019 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/)





Harvesters:Useful links:
Universidade de Santiago de Compostela | Teléfonos: +34 881 811 000 e +34 982 820 000 | Contact Us | Send Feedback