Design, synthesis, and in vitro antiplatelet aggregation activities of taiwanin C
Autor(a) principal: | |
---|---|
Data de Publicação: | 2022 |
Outros Autores: | , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Institucional da UNESP |
Texto Completo: | http://dx.doi.org/10.1080/14786419.2022.2036145 http://hdl.handle.net/11449/230357 |
Resumo: | Total synthesis of taiwanin C was realised efficiently in a global yield of 52%. Taiwanin C in aggregation assays inhibited platelet aggregation in a concentration-dependent manner with an IC50 of 0.46 μM after exposure of human platelet to AA. Similarly, to AA, taiwanin C inhibited significantly TRAP-6-induced platelet aggregation with IC50 of 0.56 μM. Molecular docking studies were carried out using the molecular target the COX-1, COX-2 and PAR-1 proteins. These studies suggest that taiwanin inhibits COX-1 more strongly than COX-2. Taiwanin C showed better antiplatelet action in the presence of TRAP-6 than indomethacin and molecular docking studies suggest different mechanisms of action for the two compounds on PAR-1. These results demonstrate that taiwanin C acts very efficiently in two different signaling pathways of platelet aggregation. Although preliminary, these results indicate that taiwanin C has potential for further studies on its use for the development of new antiplatelet. |
id |
UNSP_fbec9b775df23a836de6a511a1ea76a9 |
---|---|
oai_identifier_str |
oai:repositorio.unesp.br:11449/230357 |
network_acronym_str |
UNSP |
network_name_str |
Repositório Institucional da UNESP |
repository_id_str |
2946 |
spelling |
Design, synthesis, and in vitro antiplatelet aggregation activities of taiwanin Carylnaphthalene lignanCOX-1human plateletPAR-1Total synthesis of taiwanin C was realised efficiently in a global yield of 52%. Taiwanin C in aggregation assays inhibited platelet aggregation in a concentration-dependent manner with an IC50 of 0.46 μM after exposure of human platelet to AA. Similarly, to AA, taiwanin C inhibited significantly TRAP-6-induced platelet aggregation with IC50 of 0.56 μM. Molecular docking studies were carried out using the molecular target the COX-1, COX-2 and PAR-1 proteins. These studies suggest that taiwanin inhibits COX-1 more strongly than COX-2. Taiwanin C showed better antiplatelet action in the presence of TRAP-6 than indomethacin and molecular docking studies suggest different mechanisms of action for the two compounds on PAR-1. These results demonstrate that taiwanin C acts very efficiently in two different signaling pathways of platelet aggregation. Although preliminary, these results indicate that taiwanin C has potential for further studies on its use for the development of new antiplatelet.Departamento de Física e Química Faculdade de Engenharia de Ilha Solteira Unesp- Univ Estadual PaulistaCentro Universitário UNIFUNEC Faculdade de Medicina Santa Fé do SulDepartamento de Farmacologia Faculdade de Ciências Médicas Universidade Estadual de CampinasDepartamento de Física e Química Faculdade de Engenharia de Ilha Solteira Unesp- Univ Estadual PaulistaUniversidade Estadual Paulista (UNESP)Santa Fé do SulUniversidade Estadual de Campinas (UNICAMP)Daron, Érika C. A. S. K. [UNESP]Negri, Wellington T. [UNESP]Borges, AlexandreLescano, Caroline H.Antunes, EdsonLaurentiz, Rosangela S. de [UNESP]2022-04-29T08:39:28Z2022-04-29T08:39:28Z2022-01-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articlehttp://dx.doi.org/10.1080/14786419.2022.2036145Natural Product Research.1478-64271478-6419http://hdl.handle.net/11449/23035710.1080/14786419.2022.20361452-s2.0-85124267831Scopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengNatural Product Researchinfo:eu-repo/semantics/openAccess2024-07-10T14:07:28Zoai:repositorio.unesp.br:11449/230357Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-08-05T15:53:28.328909Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false |
dc.title.none.fl_str_mv |
Design, synthesis, and in vitro antiplatelet aggregation activities of taiwanin C |
title |
Design, synthesis, and in vitro antiplatelet aggregation activities of taiwanin C |
spellingShingle |
Design, synthesis, and in vitro antiplatelet aggregation activities of taiwanin C Daron, Érika C. A. S. K. [UNESP] arylnaphthalene lignan COX-1 human platelet PAR-1 |
title_short |
Design, synthesis, and in vitro antiplatelet aggregation activities of taiwanin C |
title_full |
Design, synthesis, and in vitro antiplatelet aggregation activities of taiwanin C |
title_fullStr |
Design, synthesis, and in vitro antiplatelet aggregation activities of taiwanin C |
title_full_unstemmed |
Design, synthesis, and in vitro antiplatelet aggregation activities of taiwanin C |
title_sort |
Design, synthesis, and in vitro antiplatelet aggregation activities of taiwanin C |
author |
Daron, Érika C. A. S. K. [UNESP] |
author_facet |
Daron, Érika C. A. S. K. [UNESP] Negri, Wellington T. [UNESP] Borges, Alexandre Lescano, Caroline H. Antunes, Edson Laurentiz, Rosangela S. de [UNESP] |
author_role |
author |
author2 |
Negri, Wellington T. [UNESP] Borges, Alexandre Lescano, Caroline H. Antunes, Edson Laurentiz, Rosangela S. de [UNESP] |
author2_role |
author author author author author |
dc.contributor.none.fl_str_mv |
Universidade Estadual Paulista (UNESP) Santa Fé do Sul Universidade Estadual de Campinas (UNICAMP) |
dc.contributor.author.fl_str_mv |
Daron, Érika C. A. S. K. [UNESP] Negri, Wellington T. [UNESP] Borges, Alexandre Lescano, Caroline H. Antunes, Edson Laurentiz, Rosangela S. de [UNESP] |
dc.subject.por.fl_str_mv |
arylnaphthalene lignan COX-1 human platelet PAR-1 |
topic |
arylnaphthalene lignan COX-1 human platelet PAR-1 |
description |
Total synthesis of taiwanin C was realised efficiently in a global yield of 52%. Taiwanin C in aggregation assays inhibited platelet aggregation in a concentration-dependent manner with an IC50 of 0.46 μM after exposure of human platelet to AA. Similarly, to AA, taiwanin C inhibited significantly TRAP-6-induced platelet aggregation with IC50 of 0.56 μM. Molecular docking studies were carried out using the molecular target the COX-1, COX-2 and PAR-1 proteins. These studies suggest that taiwanin inhibits COX-1 more strongly than COX-2. Taiwanin C showed better antiplatelet action in the presence of TRAP-6 than indomethacin and molecular docking studies suggest different mechanisms of action for the two compounds on PAR-1. These results demonstrate that taiwanin C acts very efficiently in two different signaling pathways of platelet aggregation. Although preliminary, these results indicate that taiwanin C has potential for further studies on its use for the development of new antiplatelet. |
publishDate |
2022 |
dc.date.none.fl_str_mv |
2022-04-29T08:39:28Z 2022-04-29T08:39:28Z 2022-01-01 |
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 |
http://dx.doi.org/10.1080/14786419.2022.2036145 Natural Product Research. 1478-6427 1478-6419 http://hdl.handle.net/11449/230357 10.1080/14786419.2022.2036145 2-s2.0-85124267831 |
url |
http://dx.doi.org/10.1080/14786419.2022.2036145 http://hdl.handle.net/11449/230357 |
identifier_str_mv |
Natural Product Research. 1478-6427 1478-6419 10.1080/14786419.2022.2036145 2-s2.0-85124267831 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
Natural Product Research |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.source.none.fl_str_mv |
Scopus reponame:Repositório Institucional da UNESP instname:Universidade Estadual Paulista (UNESP) instacron:UNESP |
instname_str |
Universidade Estadual Paulista (UNESP) |
instacron_str |
UNESP |
institution |
UNESP |
reponame_str |
Repositório Institucional da UNESP |
collection |
Repositório Institucional da UNESP |
repository.name.fl_str_mv |
Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP) |
repository.mail.fl_str_mv |
|
_version_ |
1808128579443097600 |