The new psychoactive substances 25H-NBOMe and 25H-NBOH induce abnormal development in the zebrafish embryo and interact in the DNA major groove
Toxicological effects of 25H-NBOMe and 25H-NBOH recreational drugs on zebrafish embryos and larvae at the end of 96 h exposure period were demonstrated. 25H-NBOH and 25H-NBOMe caused high embryo mortality at 80 and 100 µg mL−1, respectively. According to the decrease in the concentration tested, let...
| Autores: | , , , , , , , , , |
|---|---|
| Tipo de documento: | artigo |
| Estado: | Versão publicada |
| Data de publicação: | 2021 |
| País: | Brasil |
| Recursos: | Universidade Federal de Minas Gerais (UFMG) |
| Repositório: | Repositório Institucional da UFMG |
| Idioma: | inglês |
| OAI Identifier: | oai:repositorio.ufmg.br:1843/77990 |
| Acesso em linha: | https://doi.org/10.1016/j.crtox.2021.11.002 http://hdl.handle.net/1843/77990 https://orcid.org/0000-0002-3479-0720 https://orcid.org/0000-0003-2344-5590 https://orcid.org/0000-0002-2664-4336 https://orcid.org/0000-0002-1873-5342 https://orcid.org/0000-0001-9138-8466 https://orcid.org/0000-0002-9525-5123 https://orcid.org/0000-0001-5438-1919 |
| Access Level: | Acceso aberto |
| Palavra-chave: | Phenethylamines Ilicit Drugs DNA interaction Zebra fish NBOHs NBOMes Drogas - Toxicologia Fenetilamina Drogas - Uso recreativo DNA Alucinógenos Espectroscopia de fluorescência Espectroscopia de ressonância nuclear |
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The new psychoactive substances 25H-NBOMe and 25H-NBOH induce abnormal development in the zebrafish embryo and interact in the DNA major groovePhenethylaminesIlicit DrugsDNA interactionZebra fishNBOHsNBOMesDrogas - ToxicologiaFenetilaminaDrogas - Uso recreativoDNAAlucinógenosEspectroscopia de fluorescênciaEspectroscopia de ressonância nuclearToxicological effects of 25H-NBOMe and 25H-NBOH recreational drugs on zebrafish embryos and larvae at the end of 96 h exposure period were demonstrated. 25H-NBOH and 25H-NBOMe caused high embryo mortality at 80 and 100 µg mL−1, respectively. According to the decrease in the concentration tested, lethality decreased while non-lethal effects were predominant up to 10 and 50 µg mL−1 of 25H-NBOH and 25H-NBOMe, respectively, including spine malformation, egg hatching delay, body malformation, otolith malformation, pericardial edema, and blood clotting. We can disclose that these drugs have an affinity for DNA in vitro using biophysical spectroscopic assays and molecular modeling methods. The experiments demonstrated that 25H-NBOH and 25H-NBOMe bind to the unclassical major groove of ctDNA with a binding constant of 27.00 × 104 M−1 and 5.27 × 104 M−1, respectively. Furthermore, these interactions lead to conformational changes in the DNA structure. Therefore, the results observed in the zebrafish embryos and DNA may be correlated.CNPq - Conselho Nacional de Desenvolvimento Científico e TecnológicoFAPEMIG - Fundação de Amparo à Pesquisa do Estado de Minas GeraisCAPES - Coordenação de Aperfeiçoamento de Pessoal de Nível SuperiorUniversidade Federal de Minas GeraisBrasilICX - DEPARTAMENTO DE QUÍMICAUFMG2024-11-12T18:49:52Z2024-11-12T18:49:52Z2021info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articlepdfapplication/pdfhttps://doi.org/10.1016/j.crtox.2021.11.0022666-027Xhttp://hdl.handle.net/1843/77990https://orcid.org/0000-0002-3479-0720https://orcid.org/0000-0003-2344-5590https://orcid.org/0000-0002-2664-4336https://orcid.org/0000-0002-1873-5342https://orcid.org/0000-0001-9138-8466https://orcid.org/0000-0002-9525-5123https://orcid.org/0000-0001-5438-1919engCurrent Research in Toxicologyinfo:eu-repo/semantics/openAccessreponame:Repositório Institucional da UFMGinstname:Universidade Federal de Minas Gerais (UFMG)instacron:UFMGWellington Alves de BarrosÂngelo de FátimaCamila da Silva NunesJuliana Alves da Costa Ribeiro SouzaIgor José dos Santos NascimentoIsis Martins FigueiredoThiago Mendonça de AquinoLeonardo VieiraDavi Felipe FariasJosué Carinhanha Caldas Santos2024-11-12T18:49:53Zoai:repositorio.ufmg.br:1843/77990Repositório InstitucionalPUBhttps://repositorio.ufmg.br/oairepositorio@ufmg.bropendoar:2024-11-12T18:49:53Repositório Institucional da UFMG - Universidade Federal de Minas Gerais (UFMG)false |
| dc.title.none.fl_str_mv |
The new psychoactive substances 25H-NBOMe and 25H-NBOH induce abnormal development in the zebrafish embryo and interact in the DNA major groove |
| title |
The new psychoactive substances 25H-NBOMe and 25H-NBOH induce abnormal development in the zebrafish embryo and interact in the DNA major groove |
| spellingShingle |
The new psychoactive substances 25H-NBOMe and 25H-NBOH induce abnormal development in the zebrafish embryo and interact in the DNA major groove Wellington Alves de Barros Phenethylamines Ilicit Drugs DNA interaction Zebra fish NBOHs NBOMes Drogas - Toxicologia Fenetilamina Drogas - Uso recreativo DNA Alucinógenos Espectroscopia de fluorescência Espectroscopia de ressonância nuclear |
| title_short |
The new psychoactive substances 25H-NBOMe and 25H-NBOH induce abnormal development in the zebrafish embryo and interact in the DNA major groove |
| title_full |
The new psychoactive substances 25H-NBOMe and 25H-NBOH induce abnormal development in the zebrafish embryo and interact in the DNA major groove |
| title_fullStr |
The new psychoactive substances 25H-NBOMe and 25H-NBOH induce abnormal development in the zebrafish embryo and interact in the DNA major groove |
| title_full_unstemmed |
The new psychoactive substances 25H-NBOMe and 25H-NBOH induce abnormal development in the zebrafish embryo and interact in the DNA major groove |
| title_sort |
The new psychoactive substances 25H-NBOMe and 25H-NBOH induce abnormal development in the zebrafish embryo and interact in the DNA major groove |
| dc.creator.none.fl_str_mv |
Wellington Alves de Barros Ângelo de Fátima Camila da Silva Nunes Juliana Alves da Costa Ribeiro Souza Igor José dos Santos Nascimento Isis Martins Figueiredo Thiago Mendonça de Aquino Leonardo Vieira Davi Felipe Farias Josué Carinhanha Caldas Santos |
| author |
Wellington Alves de Barros |
| author_facet |
Wellington Alves de Barros Ângelo de Fátima Camila da Silva Nunes Juliana Alves da Costa Ribeiro Souza Igor José dos Santos Nascimento Isis Martins Figueiredo Thiago Mendonça de Aquino Leonardo Vieira Davi Felipe Farias Josué Carinhanha Caldas Santos |
| author_role |
author |
| author2 |
Ângelo de Fátima Camila da Silva Nunes Juliana Alves da Costa Ribeiro Souza Igor José dos Santos Nascimento Isis Martins Figueiredo Thiago Mendonça de Aquino Leonardo Vieira Davi Felipe Farias Josué Carinhanha Caldas Santos |
| author2_role |
author author author author author author author author author |
| dc.subject.por.fl_str_mv |
Phenethylamines Ilicit Drugs DNA interaction Zebra fish NBOHs NBOMes Drogas - Toxicologia Fenetilamina Drogas - Uso recreativo DNA Alucinógenos Espectroscopia de fluorescência Espectroscopia de ressonância nuclear |
| topic |
Phenethylamines Ilicit Drugs DNA interaction Zebra fish NBOHs NBOMes Drogas - Toxicologia Fenetilamina Drogas - Uso recreativo DNA Alucinógenos Espectroscopia de fluorescência Espectroscopia de ressonância nuclear |
| description |
Toxicological effects of 25H-NBOMe and 25H-NBOH recreational drugs on zebrafish embryos and larvae at the end of 96 h exposure period were demonstrated. 25H-NBOH and 25H-NBOMe caused high embryo mortality at 80 and 100 µg mL−1, respectively. According to the decrease in the concentration tested, lethality decreased while non-lethal effects were predominant up to 10 and 50 µg mL−1 of 25H-NBOH and 25H-NBOMe, respectively, including spine malformation, egg hatching delay, body malformation, otolith malformation, pericardial edema, and blood clotting. We can disclose that these drugs have an affinity for DNA in vitro using biophysical spectroscopic assays and molecular modeling methods. The experiments demonstrated that 25H-NBOH and 25H-NBOMe bind to the unclassical major groove of ctDNA with a binding constant of 27.00 × 104 M−1 and 5.27 × 104 M−1, respectively. Furthermore, these interactions lead to conformational changes in the DNA structure. Therefore, the results observed in the zebrafish embryos and DNA may be correlated. |
| publishDate |
2021 |
| dc.date.none.fl_str_mv |
2021 2024-11-12T18:49:52Z 2024-11-12T18:49:52Z |
| dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
| dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
| format |
article |
| status_str |
publishedVersion |
| dc.identifier.uri.fl_str_mv |
https://doi.org/10.1016/j.crtox.2021.11.002 2666-027X http://hdl.handle.net/1843/77990 https://orcid.org/0000-0002-3479-0720 https://orcid.org/0000-0003-2344-5590 https://orcid.org/0000-0002-2664-4336 https://orcid.org/0000-0002-1873-5342 https://orcid.org/0000-0001-9138-8466 https://orcid.org/0000-0002-9525-5123 https://orcid.org/0000-0001-5438-1919 |
| url |
https://doi.org/10.1016/j.crtox.2021.11.002 http://hdl.handle.net/1843/77990 https://orcid.org/0000-0002-3479-0720 https://orcid.org/0000-0003-2344-5590 https://orcid.org/0000-0002-2664-4336 https://orcid.org/0000-0002-1873-5342 https://orcid.org/0000-0001-9138-8466 https://orcid.org/0000-0002-9525-5123 https://orcid.org/0000-0001-5438-1919 |
| identifier_str_mv |
2666-027X |
| dc.language.iso.fl_str_mv |
eng |
| language |
eng |
| dc.relation.none.fl_str_mv |
Current Research in Toxicology |
| dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
| eu_rights_str_mv |
openAccess |
| dc.format.none.fl_str_mv |
pdf application/pdf |
| dc.publisher.none.fl_str_mv |
Universidade Federal de Minas Gerais Brasil ICX - DEPARTAMENTO DE QUÍMICA UFMG |
| publisher.none.fl_str_mv |
Universidade Federal de Minas Gerais Brasil ICX - DEPARTAMENTO DE QUÍMICA UFMG |
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reponame:Repositório Institucional da UFMG instname:Universidade Federal de Minas Gerais (UFMG) instacron:UFMG |
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Universidade Federal de Minas Gerais (UFMG) |
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UFMG |
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UFMG |
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Repositório Institucional da UFMG |
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Repositório Institucional da UFMG |
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Repositório Institucional da UFMG - Universidade Federal de Minas Gerais (UFMG) |
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repositorio@ufmg.br |
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1853663300560093184 |
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15.301603 |