Antiparasitic bromotyrosine derivatives from the caribbean marine sponge aiolochroia crassa
ABSTRACT: Six bromotyrosine-derived compounds were isolated from the Caribbean marine sponge Aiolochroia crassa: 3-bromo-5-hydroxyO-methyltyrosine (1), 3-bromo-N,N,N-trimethyltyrosinium (2), 3-bromo-N,N,N,O-tetramethyltyrosinium (3), 3,5-dibromo-N,N,Ntrimethyltyrosinium (4), 3,5-dibromo-N,N,N,O-tetr...
- Autores:
-
Martínez Martínez, Alejandro
Galeano Jaramillo, Elkin de Jesús
Thomas, Olivier P.
Robledo Restrepo, Sara María
Muñoz Herrera, Diana Lorena
- Tipo de recurso:
- Article of investigation
- Fecha de publicación:
- 2012
- Institución:
- Universidad de Antioquia
- Repositorio:
- Repositorio UdeA
- Idioma:
- eng
- OAI Identifier:
- oai:bibliotecadigital.udea.edu.co:10495/37202
- Acceso en línea:
- https://hdl.handle.net/10495/37202
- Palabra clave:
- Antiparasitarios
Antiparasitic Agents
Bromotyrosines
Aiolochroia crassa
- Rights
- openAccess
- License
- https://creativecommons.org/licenses/by/4.0/
| id |
UDEA2_06e2faa2fa868459307e209e7a57d98e |
|---|---|
| oai_identifier_str |
oai:bibliotecadigital.udea.edu.co:10495/37202 |
| network_acronym_str |
UDEA2 |
| network_name_str |
Repositorio UdeA |
| repository_id_str |
|
| dc.title.spa.fl_str_mv |
Antiparasitic bromotyrosine derivatives from the caribbean marine sponge aiolochroia crassa |
| title |
Antiparasitic bromotyrosine derivatives from the caribbean marine sponge aiolochroia crassa |
| spellingShingle |
Antiparasitic bromotyrosine derivatives from the caribbean marine sponge aiolochroia crassa Antiparasitarios Antiparasitic Agents Bromotyrosines Aiolochroia crassa |
| title_short |
Antiparasitic bromotyrosine derivatives from the caribbean marine sponge aiolochroia crassa |
| title_full |
Antiparasitic bromotyrosine derivatives from the caribbean marine sponge aiolochroia crassa |
| title_fullStr |
Antiparasitic bromotyrosine derivatives from the caribbean marine sponge aiolochroia crassa |
| title_full_unstemmed |
Antiparasitic bromotyrosine derivatives from the caribbean marine sponge aiolochroia crassa |
| title_sort |
Antiparasitic bromotyrosine derivatives from the caribbean marine sponge aiolochroia crassa |
| dc.creator.fl_str_mv |
Martínez Martínez, Alejandro Galeano Jaramillo, Elkin de Jesús Thomas, Olivier P. Robledo Restrepo, Sara María Muñoz Herrera, Diana Lorena |
| dc.contributor.author.none.fl_str_mv |
Martínez Martínez, Alejandro Galeano Jaramillo, Elkin de Jesús Thomas, Olivier P. Robledo Restrepo, Sara María Muñoz Herrera, Diana Lorena |
| dc.contributor.researchgroup.spa.fl_str_mv |
Productos Naturales Marinos Programa de Estudio y Control de Enfermedades Tropicales (PECET) |
| dc.subject.decs.none.fl_str_mv |
Antiparasitarios Antiparasitic Agents |
| topic |
Antiparasitarios Antiparasitic Agents Bromotyrosines Aiolochroia crassa |
| dc.subject.proposal.spa.fl_str_mv |
Bromotyrosines Aiolochroia crassa |
| description |
ABSTRACT: Six bromotyrosine-derived compounds were isolated from the Caribbean marine sponge Aiolochroia crassa: 3-bromo-5-hydroxyO-methyltyrosine (1), 3-bromo-N,N,N-trimethyltyrosinium (2), 3-bromo-N,N,N,O-tetramethyltyrosinium (3), 3,5-dibromo-N,N,Ntrimethyltyrosinium (4), 3,5-dibromo-N,N,N,O-tetramethyltyrosinium (5), and aeroplysinin-1 (6). Structural determination was performed using NMR, MS and comparison with literature data. All isolated compounds were screened for their in vitro activity against Leishmania panamensis, Plasmodium falciparum and Trypanosoma cruzi. Compound 4 showed selective antiparasitic activity against Leishmania and Plasmodium parasites. This is the first report of compounds 1, 4 and 5 in the sponge A. crassa and the first biological activity reports for compounds 2-4. This work shows that bromotyrosines are potential antiparasitic agents. |
| publishDate |
2012 |
| dc.date.issued.none.fl_str_mv |
2012 |
| dc.date.accessioned.none.fl_str_mv |
2023-11-08T16:33:22Z |
| dc.date.available.none.fl_str_mv |
2023-11-08T16:33:22Z |
| dc.type.spa.fl_str_mv |
Artículo de investigación |
| dc.type.coar.spa.fl_str_mv |
http://purl.org/coar/resource_type/c_2df8fbb1 |
| dc.type.redcol.spa.fl_str_mv |
https://purl.org/redcol/resource_type/ART |
| dc.type.coarversion.spa.fl_str_mv |
http://purl.org/coar/version/c_970fb48d4fbd8a85 |
| dc.type.driver.spa.fl_str_mv |
info:eu-repo/semantics/article |
| dc.type.version.spa.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
| format |
http://purl.org/coar/resource_type/c_2df8fbb1 |
| status_str |
publishedVersion |
| dc.identifier.issn.none.fl_str_mv |
0100-4042 |
| dc.identifier.uri.none.fl_str_mv |
https://hdl.handle.net/10495/37202 |
| dc.identifier.doi.none.fl_str_mv |
10.1590/S0100-40422012000600023 |
| dc.identifier.eissn.none.fl_str_mv |
1678-7064 |
| identifier_str_mv |
0100-4042 10.1590/S0100-40422012000600023 1678-7064 |
| url |
https://hdl.handle.net/10495/37202 |
| dc.language.iso.spa.fl_str_mv |
eng |
| language |
eng |
| dc.relation.ispartofjournalabbrev.spa.fl_str_mv |
Quim. Nova. |
| dc.relation.citationendpage.spa.fl_str_mv |
1193 |
| dc.relation.citationissue.spa.fl_str_mv |
6 |
| dc.relation.citationstartpage.spa.fl_str_mv |
1189 |
| dc.relation.citationvolume.spa.fl_str_mv |
35 |
| dc.relation.ispartofjournal.spa.fl_str_mv |
Quimica Nova |
| dc.rights.uri.spa.fl_str_mv |
https://creativecommons.org/licenses/by/4.0/ |
| dc.rights.uri.*.fl_str_mv |
http://creativecommons.org/licenses/by/2.5/co/ |
| dc.rights.accessrights.spa.fl_str_mv |
info:eu-repo/semantics/openAccess |
| dc.rights.coar.spa.fl_str_mv |
http://purl.org/coar/access_right/c_abf2 |
| rights_invalid_str_mv |
https://creativecommons.org/licenses/by/4.0/ http://creativecommons.org/licenses/by/2.5/co/ http://purl.org/coar/access_right/c_abf2 |
| eu_rights_str_mv |
openAccess |
| dc.format.extent.spa.fl_str_mv |
5 |
| dc.format.mimetype.spa.fl_str_mv |
application/pdf |
| dc.publisher.spa.fl_str_mv |
Sociedade Brasileira de Química |
| dc.publisher.place.spa.fl_str_mv |
São Paulo, Brasil |
| institution |
Universidad de Antioquia |
| bitstream.url.fl_str_mv |
https://bibliotecadigital.udea.edu.co/bitstreams/4e415e37-71ca-45fe-b789-72fb6fe9db01/download https://bibliotecadigital.udea.edu.co/bitstreams/e14b7ff8-1f9f-42be-9f7b-eb7a06124741/download https://bibliotecadigital.udea.edu.co/bitstreams/e1920e3d-77df-4092-ae8c-b9a5117027ad/download https://bibliotecadigital.udea.edu.co/bitstreams/50613aaa-74c2-4577-b358-a3644886a41d/download https://bibliotecadigital.udea.edu.co/bitstreams/b086890b-77dc-4ad2-b44e-3c4c4385a8ed/download |
| bitstream.checksum.fl_str_mv |
1646d1f6b96dbbbc38035efc9239ac9c 8a4605be74aa9ea9d79846c1fba20a33 0edcb7dcfd8537ee70fe4fe72f9929eb ed6620f997e37bc6e6679e7bd03830b8 d868c2fe9e47784648bac5ba60f45f2f |
| bitstream.checksumAlgorithm.fl_str_mv |
MD5 MD5 MD5 MD5 MD5 |
| repository.name.fl_str_mv |
Repositorio Institucional de la Universidad de Antioquia |
| repository.mail.fl_str_mv |
aplicacionbibliotecadigitalbiblioteca@udea.edu.co |
| _version_ |
1851052497687281664 |
| spelling |
Martínez Martínez, AlejandroGaleano Jaramillo, Elkin de JesúsThomas, Olivier P.Robledo Restrepo, Sara MaríaMuñoz Herrera, Diana LorenaProductos Naturales MarinosPrograma de Estudio y Control de Enfermedades Tropicales (PECET)2023-11-08T16:33:22Z2023-11-08T16:33:22Z20120100-4042https://hdl.handle.net/10495/3720210.1590/S0100-404220120006000231678-7064ABSTRACT: Six bromotyrosine-derived compounds were isolated from the Caribbean marine sponge Aiolochroia crassa: 3-bromo-5-hydroxyO-methyltyrosine (1), 3-bromo-N,N,N-trimethyltyrosinium (2), 3-bromo-N,N,N,O-tetramethyltyrosinium (3), 3,5-dibromo-N,N,Ntrimethyltyrosinium (4), 3,5-dibromo-N,N,N,O-tetramethyltyrosinium (5), and aeroplysinin-1 (6). Structural determination was performed using NMR, MS and comparison with literature data. All isolated compounds were screened for their in vitro activity against Leishmania panamensis, Plasmodium falciparum and Trypanosoma cruzi. Compound 4 showed selective antiparasitic activity against Leishmania and Plasmodium parasites. This is the first report of compounds 1, 4 and 5 in the sponge A. crassa and the first biological activity reports for compounds 2-4. This work shows that bromotyrosines are potential antiparasitic agents.COL0015043COL00150995application/pdfengSociedade Brasileira de QuímicaSão Paulo, Brasilhttps://creativecommons.org/licenses/by/4.0/http://creativecommons.org/licenses/by/2.5/co/info:eu-repo/semantics/openAccesshttp://purl.org/coar/access_right/c_abf2Antiparasitic bromotyrosine derivatives from the caribbean marine sponge aiolochroia crassaArtículo de investigaciónhttp://purl.org/coar/resource_type/c_2df8fbb1https://purl.org/redcol/resource_type/ARThttp://purl.org/coar/version/c_970fb48d4fbd8a85info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionAntiparasitariosAntiparasitic AgentsBromotyrosinesAiolochroia crassaQuim. Nova.11936118935Quimica NovaPublicationCC-LICENSElicense_rdflicense_rdfapplication/rdf+xml; charset=utf-8927https://bibliotecadigital.udea.edu.co/bitstreams/4e415e37-71ca-45fe-b789-72fb6fe9db01/download1646d1f6b96dbbbc38035efc9239ac9cMD52falseAnonymousREADLICENSElicense.txtlicense.txttext/plain; charset=utf-81748https://bibliotecadigital.udea.edu.co/bitstreams/e14b7ff8-1f9f-42be-9f7b-eb7a06124741/download8a4605be74aa9ea9d79846c1fba20a33MD53falseAnonymousREADORIGINALGaleanoElkin_2012_AntiparasiticBromotyrosine.pdfGaleanoElkin_2012_AntiparasiticBromotyrosine.pdfArtículo de investigaciónapplication/pdf242782https://bibliotecadigital.udea.edu.co/bitstreams/e1920e3d-77df-4092-ae8c-b9a5117027ad/download0edcb7dcfd8537ee70fe4fe72f9929ebMD51trueAnonymousREADTEXTGaleanoElkin_2012_AntiparasiticBromotyrosine.pdf.txtGaleanoElkin_2012_AntiparasiticBromotyrosine.pdf.txtExtracted texttext/plain27021https://bibliotecadigital.udea.edu.co/bitstreams/50613aaa-74c2-4577-b358-a3644886a41d/downloaded6620f997e37bc6e6679e7bd03830b8MD54falseAnonymousREADTHUMBNAILGaleanoElkin_2012_AntiparasiticBromotyrosine.pdf.jpgGaleanoElkin_2012_AntiparasiticBromotyrosine.pdf.jpgGenerated Thumbnailimage/jpeg15662https://bibliotecadigital.udea.edu.co/bitstreams/b086890b-77dc-4ad2-b44e-3c4c4385a8ed/downloadd868c2fe9e47784648bac5ba60f45f2fMD55falseAnonymousREAD10495/37202oai:bibliotecadigital.udea.edu.co:10495/372022025-03-26 23:20:28.218https://creativecommons.org/licenses/by/4.0/open.accesshttps://bibliotecadigital.udea.edu.coRepositorio Institucional de la Universidad de Antioquiaaplicacionbibliotecadigitalbiblioteca@udea.edu.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 |
