Multi-anti-parasitic activity of arylidene ketones and thiazolidene hydrazines against trypanosoma cruzi and Leishmania spp.
Resumen:
A series of fifty arylideneketones and thiazolidenehydrazines was evaluated against Leishmania infantum and Leishmania braziliensis. Furthermore, new simplified thiazolidenehydrazine derivatives were evaluated against Trypanosoma cruzi. The cytotoxicity of the active compounds on non-infected fibroblasts or macrophages was established in vitro to evaluate the selectivity of their anti-parasitic effects. Seven thiazolidenehydrazine derivatives and ten arylideneketones had good activity against the three parasites. The IC50 values for T. cruzi and Leishmania spp. ranged from 90 nM–25 μM. Eight compounds had multi-trypanocidal activity against T. cruzi and Leishmania spp. (the etiological agents of cutaneous and visceral forms). The selectivity of these active compounds was better than the three reference drugs: benznidazole, glucantime and miltefosine. They also had low toxicity when tested in vivo on zebrafish. Trying to understand the mechanism of action of these compounds, two possible molecular targets were investigated: triosephosphate isomerase and cruzipain. We also used a molecular stripping approach to elucidate the minimal structural requirements for their anti-T. cruzi activity.
| 2017 | |
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Anti-T. cruzi and anti-Leishmania spp. activity Arylidene ketones Thiazolidene hydrazines Triosephosphate isomerase Cruzipain In vivo toxicity Zebrafish |
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| Inglés | |
| Universidad de la República | |
| COLIBRI | |
| https://hdl.handle.net/20.500.12008/35753 | |
| Acceso abierto | |
| Licencia Creative Commons Atribución - No Comercial - Sin Derivadas (CC - By-NC-ND 4.0) |
| _version_ | 1807522794988109824 |
|---|---|
| author | Álvarez, Guzmán |
| author2 | Perdomo, Cintya Coronel, Cathia Aguilera, Elena Varela, Javier Aparicio Díaz, Hector Gonzalo Zolessi, Flavio R. Cabrera, Nallely Vega, Celeste Rolón, Miriam Rojas de Arias, Antonieta Pérez-Montfort, Ruy Cerecetto, Hugo González, Mercedes |
| author2_role | author author author author author author author author author author author author author |
| author_facet | Álvarez, Guzmán Perdomo, Cintya Coronel, Cathia Aguilera, Elena Varela, Javier Aparicio Díaz, Hector Gonzalo Zolessi, Flavio R. Cabrera, Nallely Vega, Celeste Rolón, Miriam Rojas de Arias, Antonieta Pérez-Montfort, Ruy Cerecetto, Hugo González, Mercedes |
| author_role | author |
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| collection | COLIBRI |
| dc.contributor.filiacion.none.fl_str_mv | Álvarez Guzmán Perdomo Cintya Coronel Cathia Aguilera Elena, Universidad de la República (Uruguay). Facultad de Ciencias. Instituto de Biología. Varela Javier, Universidad de la República (Uruguay). Facultad de Ciencias. Instituto de Biología. Aparicio Díaz Hector Gonzalo, Universidad de la República (Uruguay). Facultad de Ciencias. Instituto de Biología. Zolessi Flavio R., Universidad de la República (Uruguay). Facultad de Ciencias. Instituto de Biología. Cabrera Nallely Vega Celeste Rolón Miriam Rojas de Arias Antonieta Pérez-Montfort Ruy Cerecetto Hugo, Universidad de la República (Uruguay). Facultad de Ciencias. Instituto de Biología. González Mercedes, Universidad de la República (Uruguay). Facultad de Ciencias. Instituto de Biología. |
| dc.creator.none.fl_str_mv | Álvarez, Guzmán Perdomo, Cintya Coronel, Cathia Aguilera, Elena Varela, Javier Aparicio Díaz, Hector Gonzalo Zolessi, Flavio R. Cabrera, Nallely Vega, Celeste Rolón, Miriam Rojas de Arias, Antonieta Pérez-Montfort, Ruy Cerecetto, Hugo González, Mercedes |
| dc.date.accessioned.none.fl_str_mv | 2023-02-08T14:38:51Z |
| dc.date.available.none.fl_str_mv | 2023-02-08T14:38:51Z |
| dc.date.issued.none.fl_str_mv | 2017 |
| dc.description.abstract.none.fl_txt_mv | A series of fifty arylideneketones and thiazolidenehydrazines was evaluated against Leishmania infantum and Leishmania braziliensis. Furthermore, new simplified thiazolidenehydrazine derivatives were evaluated against Trypanosoma cruzi. The cytotoxicity of the active compounds on non-infected fibroblasts or macrophages was established in vitro to evaluate the selectivity of their anti-parasitic effects. Seven thiazolidenehydrazine derivatives and ten arylideneketones had good activity against the three parasites. The IC50 values for T. cruzi and Leishmania spp. ranged from 90 nM–25 μM. Eight compounds had multi-trypanocidal activity against T. cruzi and Leishmania spp. (the etiological agents of cutaneous and visceral forms). The selectivity of these active compounds was better than the three reference drugs: benznidazole, glucantime and miltefosine. They also had low toxicity when tested in vivo on zebrafish. Trying to understand the mechanism of action of these compounds, two possible molecular targets were investigated: triosephosphate isomerase and cruzipain. We also used a molecular stripping approach to elucidate the minimal structural requirements for their anti-T. cruzi activity. |
| dc.format.extent.es.fl_str_mv | 26 h. |
| dc.format.mimetype.es.fl_str_mv | application/pdf |
| dc.identifier.citation.es.fl_str_mv | Álvarez, G, Perdomo, C, Coronel, C, [y otros autores]. "Multi-anti-parasitic activity of arylidene ketones and thiazolidene hydrazines against trypanosoma cruzi and Leishmania spp". Molecules. [en línea] 2017, 22(5), art nº 709. 26 h. |
| dc.identifier.doi.none.fl_str_mv | 10.3390/molecules22050709 |
| dc.identifier.issn.none.fl_str_mv | 1420-3049 |
| dc.identifier.uri.none.fl_str_mv | https://hdl.handle.net/20.500.12008/35753 |
| dc.language.iso.none.fl_str_mv | en_US eng |
| dc.publisher.es.fl_str_mv | MDPI AG |
| dc.relation.ispartof.es.fl_str_mv | Molecules, 2017, 22(5), art nº 709. |
| dc.rights.license.none.fl_str_mv | Licencia Creative Commons Atribución - No Comercial - Sin Derivadas (CC - By-NC-ND 4.0) |
| dc.rights.none.fl_str_mv | info:eu-repo/semantics/openAccess |
| dc.source.none.fl_str_mv | reponame:COLIBRI instname:Universidad de la República instacron:Universidad de la República |
| dc.subject.es.fl_str_mv | Anti-T. cruzi and anti-Leishmania spp. activity Arylidene ketones Thiazolidene hydrazines Triosephosphate isomerase Cruzipain In vivo toxicity Zebrafish |
| dc.title.none.fl_str_mv | Multi-anti-parasitic activity of arylidene ketones and thiazolidene hydrazines against trypanosoma cruzi and Leishmania spp. |
| dc.type.es.fl_str_mv | Artículo |
| dc.type.none.fl_str_mv | info:eu-repo/semantics/article |
| dc.type.version.none.fl_str_mv | info:eu-repo/semantics/publishedVersion |
| description | A series of fifty arylideneketones and thiazolidenehydrazines was evaluated against Leishmania infantum and Leishmania braziliensis. Furthermore, new simplified thiazolidenehydrazine derivatives were evaluated against Trypanosoma cruzi. The cytotoxicity of the active compounds on non-infected fibroblasts or macrophages was established in vitro to evaluate the selectivity of their anti-parasitic effects. Seven thiazolidenehydrazine derivatives and ten arylideneketones had good activity against the three parasites. The IC50 values for T. cruzi and Leishmania spp. ranged from 90 nM–25 μM. Eight compounds had multi-trypanocidal activity against T. cruzi and Leishmania spp. (the etiological agents of cutaneous and visceral forms). The selectivity of these active compounds was better than the three reference drugs: benznidazole, glucantime and miltefosine. They also had low toxicity when tested in vivo on zebrafish. Trying to understand the mechanism of action of these compounds, two possible molecular targets were investigated: triosephosphate isomerase and cruzipain. We also used a molecular stripping approach to elucidate the minimal structural requirements for their anti-T. cruzi activity. |
| eu_rights_str_mv | openAccess |
| format | article |
| id | COLIBRI_97c17255dfbf79e319d24c3f9de434bb |
| identifier_str_mv | Álvarez, G, Perdomo, C, Coronel, C, [y otros autores]. "Multi-anti-parasitic activity of arylidene ketones and thiazolidene hydrazines against trypanosoma cruzi and Leishmania spp". Molecules. [en línea] 2017, 22(5), art nº 709. 26 h. 1420-3049 10.3390/molecules22050709 |
| instacron_str | Universidad de la República |
| institution | Universidad de la República |
| instname_str | Universidad de la República |
| language | eng |
| language_invalid_str_mv | en_US |
| network_acronym_str | COLIBRI |
| network_name_str | COLIBRI |
| oai_identifier_str | oai:colibri.udelar.edu.uy:20.500.12008/35753 |
| publishDate | 2017 |
| reponame_str | COLIBRI |
| repository.mail.fl_str_mv | mabel.seroubian@seciu.edu.uy |
| repository.name.fl_str_mv | COLIBRI - Universidad de la República |
| repository_id_str | 4771 |
| rights_invalid_str_mv | Licencia Creative Commons Atribución - No Comercial - Sin Derivadas (CC - By-NC-ND 4.0) |
| spelling | Álvarez GuzmánPerdomo CintyaCoronel CathiaAguilera Elena, Universidad de la República (Uruguay). Facultad de Ciencias. Instituto de Biología.Varela Javier, Universidad de la República (Uruguay). Facultad de Ciencias. Instituto de Biología.Aparicio Díaz Hector Gonzalo, Universidad de la República (Uruguay). Facultad de Ciencias. Instituto de Biología.Zolessi Flavio R., Universidad de la República (Uruguay). Facultad de Ciencias. Instituto de Biología.Cabrera NallelyVega CelesteRolón MiriamRojas de Arias AntonietaPérez-Montfort RuyCerecetto Hugo, Universidad de la República (Uruguay). Facultad de Ciencias. Instituto de Biología.González Mercedes, Universidad de la República (Uruguay). Facultad de Ciencias. Instituto de Biología.2023-02-08T14:38:51Z2023-02-08T14:38:51Z2017Álvarez, G, Perdomo, C, Coronel, C, [y otros autores]. "Multi-anti-parasitic activity of arylidene ketones and thiazolidene hydrazines against trypanosoma cruzi and Leishmania spp". Molecules. [en línea] 2017, 22(5), art nº 709. 26 h.1420-3049https://hdl.handle.net/20.500.12008/3575310.3390/molecules22050709A series of fifty arylideneketones and thiazolidenehydrazines was evaluated against Leishmania infantum and Leishmania braziliensis. Furthermore, new simplified thiazolidenehydrazine derivatives were evaluated against Trypanosoma cruzi. The cytotoxicity of the active compounds on non-infected fibroblasts or macrophages was established in vitro to evaluate the selectivity of their anti-parasitic effects. Seven thiazolidenehydrazine derivatives and ten arylideneketones had good activity against the three parasites. The IC50 values for T. cruzi and Leishmania spp. ranged from 90 nM–25 μM. Eight compounds had multi-trypanocidal activity against T. cruzi and Leishmania spp. (the etiological agents of cutaneous and visceral forms). The selectivity of these active compounds was better than the three reference drugs: benznidazole, glucantime and miltefosine. They also had low toxicity when tested in vivo on zebrafish. Trying to understand the mechanism of action of these compounds, two possible molecular targets were investigated: triosephosphate isomerase and cruzipain. We also used a molecular stripping approach to elucidate the minimal structural requirements for their anti-T. cruzi activity.Submitted by Farías Verónica (vfarias@fcien.edu.uy) on 2023-01-20T15:26:12Z No. of bitstreams: 2 license_rdf: 23149 bytes, checksum: 1996b8461bc290aef6a27d78c67b6b52 (MD5) 103390molecules22050709.pdf: 11425936 bytes, checksum: 1ac654703378f60b541ab8fe4beb087f (MD5)Approved for entry into archive by Faget Cecilia (lfaget@fcien.edu.uy) on 2023-02-08T12:41:32Z (GMT) No. of bitstreams: 2 license_rdf: 23149 bytes, checksum: 1996b8461bc290aef6a27d78c67b6b52 (MD5) 103390molecules22050709.pdf: 11425936 bytes, checksum: 1ac654703378f60b541ab8fe4beb087f (MD5)Made available in DSpace by Luna Fabiana (fabiana.luna@seciu.edu.uy) on 2023-02-08T14:38:51Z (GMT). No. of bitstreams: 2 license_rdf: 23149 bytes, checksum: 1996b8461bc290aef6a27d78c67b6b52 (MD5) 103390molecules22050709.pdf: 11425936 bytes, checksum: 1ac654703378f60b541ab8fe4beb087f (MD5) Previous issue date: 201726 h.application/pdfen_USengMDPI AGMolecules, 2017, 22(5), art nº 709.Las obras depositadas en el Repositorio se rigen por la Ordenanza de los Derechos de la Propiedad Intelectual de la Universidad de la República.(Res. Nº 91 de C.D.C. de 8/III/1994 – D.O. 7/IV/1994) y por la Ordenanza del Repositorio Abierto de la Universidad de la República (Res. Nº 16 de C.D.C. de 07/10/2014)info:eu-repo/semantics/openAccessLicencia Creative Commons Atribución - No Comercial - Sin Derivadas (CC - By-NC-ND 4.0)Anti-T. cruzi and anti-Leishmania spp. activityArylidene ketonesThiazolidene hydrazinesTriosephosphate isomeraseCruzipainIn vivo toxicityZebrafishMulti-anti-parasitic activity of arylidene ketones and thiazolidene hydrazines against trypanosoma cruzi and Leishmania spp.Artículoinfo:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionreponame:COLIBRIinstname:Universidad de la Repúblicainstacron:Universidad de la RepúblicaÁlvarez, GuzmánPerdomo, CintyaCoronel, CathiaAguilera, ElenaVarela, JavierAparicio Díaz, Hector GonzaloZolessi, Flavio R.Cabrera, NallelyVega, CelesteRolón, MiriamRojas de Arias, AntonietaPérez-Montfort, RuyCerecetto, HugoGonzález, MercedesLICENSElicense.txtlicense.txttext/plain; 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- Universidad de la Repúblicafalse |
| spellingShingle | Multi-anti-parasitic activity of arylidene ketones and thiazolidene hydrazines against trypanosoma cruzi and Leishmania spp. Álvarez, Guzmán Anti-T. cruzi and anti-Leishmania spp. activity Arylidene ketones Thiazolidene hydrazines Triosephosphate isomerase Cruzipain In vivo toxicity Zebrafish |
| status_str | publishedVersion |
| title | Multi-anti-parasitic activity of arylidene ketones and thiazolidene hydrazines against trypanosoma cruzi and Leishmania spp. |
| title_full | Multi-anti-parasitic activity of arylidene ketones and thiazolidene hydrazines against trypanosoma cruzi and Leishmania spp. |
| title_fullStr | Multi-anti-parasitic activity of arylidene ketones and thiazolidene hydrazines against trypanosoma cruzi and Leishmania spp. |
| title_full_unstemmed | Multi-anti-parasitic activity of arylidene ketones and thiazolidene hydrazines against trypanosoma cruzi and Leishmania spp. |
| title_short | Multi-anti-parasitic activity of arylidene ketones and thiazolidene hydrazines against trypanosoma cruzi and Leishmania spp. |
| title_sort | Multi-anti-parasitic activity of arylidene ketones and thiazolidene hydrazines against trypanosoma cruzi and Leishmania spp. |
| topic | Anti-T. cruzi and anti-Leishmania spp. activity Arylidene ketones Thiazolidene hydrazines Triosephosphate isomerase Cruzipain In vivo toxicity Zebrafish |
| url | https://hdl.handle.net/20.500.12008/35753 |
