Novel benzopsoralen analogues : synthesis, biological activity and molecular docking studies

Detalhes bibliográficos
Autor(a) principal: Francisco, Carla Santana
Data de Publicação: 2014
Outros Autores: Rodrigues, L. R., Cerqueira, N. M. F. S. A., Campos, Ana M. F. Oliveira, Esteves, Ana Paula
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/1822/31639
Resumo: New benzopsoralen analogues were synthesized and their inhibitory effect on the growth of tumourtumour cell lines (MDA MB231 and TCC-SUP) was evaluated. The in vitro antitumour activity of the new benzopsoralen analogues was discussed in terms of structure–activity relationship. Molecular docking studies with human-CYP2A6 enzymes were also carried out with the synthesized compounds to evaluate the potential of these molecules to interact with the haem group of the enzymes. The results demonstrated that the compounds that are able to interact with the iron ion of the haem cofactor and at the same time with active site Asn297 are those that have better anti-proliferative activity.
id RCAP_c9f33926130a880048fbc8bf59a35d59
oai_identifier_str oai:repositorium.sdum.uminho.pt:1822/31639
network_acronym_str RCAP
network_name_str Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
repository_id_str 7160
spelling Novel benzopsoralen analogues : synthesis, biological activity and molecular docking studiesBenzopsoralen analoguesAntitumour activityComputational studiesMolecular dockingScience & TechnologyNew benzopsoralen analogues were synthesized and their inhibitory effect on the growth of tumourtumour cell lines (MDA MB231 and TCC-SUP) was evaluated. The in vitro antitumour activity of the new benzopsoralen analogues was discussed in terms of structure–activity relationship. Molecular docking studies with human-CYP2A6 enzymes were also carried out with the synthesized compounds to evaluate the potential of these molecules to interact with the haem group of the enzymes. The results demonstrated that the compounds that are able to interact with the iron ion of the haem cofactor and at the same time with active site Asn297 are those that have better anti-proliferative activity.To the Foundation for the Science and Technology (FCT, Portugal) for financial support to the NMR Portuguese network (PTNMR, Bruker Avance III 400-Univ. Minho). FCT and FEDER (European Fund for Regional Development)-COMPETE-QREN-EU for financial support to the Chemistry Research Centre, CQ/UM [PEst-C/QUI/UI0686/2011 (FCOMP-01-0124-FEDER-022716)], to REQUIMTE (PEst-C/EQB/LA0006/2011), to the Centre of Biological Engineering (PEst-OE/EQB/LA0023/2013) and the PhD grant to C.S.F. (SFRH/BD/48636/2008). The authors also acknowledge the Institute of Molecular Pathology and Immunology of the University of Porto (IPATIMUP, Porto, Portugal) for kindly providing the breast cancer cell lines used in this work.Elsevier B.V.Universidade do MinhoFrancisco, Carla SantanaRodrigues, L. R.Cerqueira, N. M. F. S. A.Campos, Ana M. F. OliveiraEsteves, Ana Paula20142014-01-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/1822/31639engFrancisco, Carla S.; Rodrigues, L. R.; Cerqueira, Nuno M. F. S. A.; Oliveira-Campos, Ana M. F.; Esteves, Ana P., Novel benzopsoralen analogues: Synthesis, biological activity and molecular docking studies. European Journal of Medicinal Chemistry, 87, 298-305, 20140223-523410.1016/j.ejmech.2014.09.06625262050info:eu-repo/semantics/openAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2023-07-21T12:32:06Zoai:repositorium.sdum.uminho.pt:1822/31639Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T19:27:27.019383Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãofalse
dc.title.none.fl_str_mv Novel benzopsoralen analogues : synthesis, biological activity and molecular docking studies
title Novel benzopsoralen analogues : synthesis, biological activity and molecular docking studies
spellingShingle Novel benzopsoralen analogues : synthesis, biological activity and molecular docking studies
Francisco, Carla Santana
Benzopsoralen analogues
Antitumour activity
Computational studies
Molecular docking
Science & Technology
title_short Novel benzopsoralen analogues : synthesis, biological activity and molecular docking studies
title_full Novel benzopsoralen analogues : synthesis, biological activity and molecular docking studies
title_fullStr Novel benzopsoralen analogues : synthesis, biological activity and molecular docking studies
title_full_unstemmed Novel benzopsoralen analogues : synthesis, biological activity and molecular docking studies
title_sort Novel benzopsoralen analogues : synthesis, biological activity and molecular docking studies
author Francisco, Carla Santana
author_facet Francisco, Carla Santana
Rodrigues, L. R.
Cerqueira, N. M. F. S. A.
Campos, Ana M. F. Oliveira
Esteves, Ana Paula
author_role author
author2 Rodrigues, L. R.
Cerqueira, N. M. F. S. A.
Campos, Ana M. F. Oliveira
Esteves, Ana Paula
author2_role author
author
author
author
dc.contributor.none.fl_str_mv Universidade do Minho
dc.contributor.author.fl_str_mv Francisco, Carla Santana
Rodrigues, L. R.
Cerqueira, N. M. F. S. A.
Campos, Ana M. F. Oliveira
Esteves, Ana Paula
dc.subject.por.fl_str_mv Benzopsoralen analogues
Antitumour activity
Computational studies
Molecular docking
Science & Technology
topic Benzopsoralen analogues
Antitumour activity
Computational studies
Molecular docking
Science & Technology
description New benzopsoralen analogues were synthesized and their inhibitory effect on the growth of tumourtumour cell lines (MDA MB231 and TCC-SUP) was evaluated. The in vitro antitumour activity of the new benzopsoralen analogues was discussed in terms of structure–activity relationship. Molecular docking studies with human-CYP2A6 enzymes were also carried out with the synthesized compounds to evaluate the potential of these molecules to interact with the haem group of the enzymes. The results demonstrated that the compounds that are able to interact with the iron ion of the haem cofactor and at the same time with active site Asn297 are those that have better anti-proliferative activity.
publishDate 2014
dc.date.none.fl_str_mv 2014
2014-01-01T00:00:00Z
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://hdl.handle.net/1822/31639
url http://hdl.handle.net/1822/31639
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Francisco, Carla S.; Rodrigues, L. R.; Cerqueira, Nuno M. F. S. A.; Oliveira-Campos, Ana M. F.; Esteves, Ana P., Novel benzopsoralen analogues: Synthesis, biological activity and molecular docking studies. European Journal of Medicinal Chemistry, 87, 298-305, 2014
0223-5234
10.1016/j.ejmech.2014.09.066
25262050
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Elsevier B.V.
publisher.none.fl_str_mv Elsevier B.V.
dc.source.none.fl_str_mv reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
instacron:RCAAP
instname_str Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
instacron_str RCAAP
institution RCAAP
reponame_str Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
collection Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
repository.name.fl_str_mv Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
repository.mail.fl_str_mv
_version_ 1799132765926457344

Registros relacionados