Bromoditerpenes from the red seaweed Sphaerococcus coronopifolius as potential cytotoxic agents and proteasome inhibitors and related mechanisms of action

Detalhes bibliográficos
Autor(a) principal: Alves, Celso
Data de Publicação: 2022
Outros Autores: Silva, Joana, Pintéus, Susete, Guedes, Romina A., Guedes, Rita C., Alvariño, Rebeca, Freitas, Rafaela, Goettert, Márcia I., Gaspar, Helena, Alfonso, Amparo, Alpoím, Maria C., Botana, Luis M., Pedrosa, Rui
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10400.8/8694
Resumo: This work was funded by the Portuguese Foundation for Science and Technology (FCT) through the strategic projects granted to the MARE—Marine and Environmental Sciences Center (UIDP/04292/2020; UIDB/04292/2020), the BioISI—BioSystems and Integrative Sciences Institute (UIDP/Multi/04046/2020; UIDB/04046/2020), iMed. ULisboa (UIDB/04138/2020; UIDP/04138/2020), and the Associate Laboratory ARNET (LA/P/0069/2020). FCT also support this study through the POINT4PAC project (SAICTPAC/0019/2015-LISBOA- 01-0145-FEDER-016405) and through the PDTC/QEQ-MED/7042/2014 and CROSS-ATLANTIC project (PTDC/BIA-OUT/29250/2017), co-financed by COMPETE (PO-CI-01-0145-FEDER-029250). The Spanish part was funded by Conselleria de Cultura, Educacion e Ordenación Universitaria, Xunta de Galicia, GRC (ED431C 2021/01). This work was also supported by the FCT and CAPES cooperation agreement through the project MAr-Tics (FCT/DRI/CAPES 2019.00277.CBM). Rebeca Alvariño is supported by a fellowship from Xunta de Galicia (ED481B-2021-038), Spain.
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spelling Bromoditerpenes from the red seaweed Sphaerococcus coronopifolius as potential cytotoxic agents and proteasome inhibitors and related mechanisms of actionTerpenesAlgaeMarine natural productsApoptosisMitochondrial dysfunctionOxidative stressAnticancerSphaerococcus coronopifoliusThis work was funded by the Portuguese Foundation for Science and Technology (FCT) through the strategic projects granted to the MARE—Marine and Environmental Sciences Center (UIDP/04292/2020; UIDB/04292/2020), the BioISI—BioSystems and Integrative Sciences Institute (UIDP/Multi/04046/2020; UIDB/04046/2020), iMed. ULisboa (UIDB/04138/2020; UIDP/04138/2020), and the Associate Laboratory ARNET (LA/P/0069/2020). FCT also support this study through the POINT4PAC project (SAICTPAC/0019/2015-LISBOA- 01-0145-FEDER-016405) and through the PDTC/QEQ-MED/7042/2014 and CROSS-ATLANTIC project (PTDC/BIA-OUT/29250/2017), co-financed by COMPETE (PO-CI-01-0145-FEDER-029250). The Spanish part was funded by Conselleria de Cultura, Educacion e Ordenación Universitaria, Xunta de Galicia, GRC (ED431C 2021/01). This work was also supported by the FCT and CAPES cooperation agreement through the project MAr-Tics (FCT/DRI/CAPES 2019.00277.CBM). Rebeca Alvariño is supported by a fellowship from Xunta de Galicia (ED481B-2021-038), Spain.Seaweeds are a great source of compounds with cytotoxic properties with the potential to be used as anticancer agents. This study evaluated the cytotoxic and proteasome inhibitory activities of 12R-hydroxy-bromosphaerol, 12S-hydroxy-bromosphaerol, and bromosphaerol isolated from Sphaerococcus coronopifolius. The cytotoxicity was evaluated on malignant cell lines (A549, CACO-2, HCT-15, MCF-7, NCI-H226, PC-3, SH-SY5Y, and SK-MEL-28) using the MTT and LDH assays. The ability of compounds to stimulate the production of hydrogen peroxide (H2O2) and to induce mitochondrial dysfunction, the externalization of phosphatidylserine, Caspase-9 activity, and changes in nuclear morphology was also studied on MCF-7 cells. The ability to induce DNA damage was also studied on L929 fibroblasts. The proteasome inhibitory activity was estimated through molecular docking studies. The compounds exhibited IC50 values between 15.35 and 53.34 μM. 12Rhydroxy-bromosphaerol and 12S-hydroxy-bromosphaerol increased the H2O2 levels on MCF-7 cells, and bromosphaerol induced DNA damage on fibroblasts. All compounds promoted a depolarization of mitochondrial membrane potential, Caspase-9 activity, and nuclear condensation and fragmentation. The compounds have been shown to interact with the chymotrypsin-like catalytic site through molecular docking studies; however, only 12S-hydroxy-bromosphaerol evidenced interaction with ALA20 and SER169, key residues of the proteasome catalytic mechanism. Further studies should be outlined to deeply characterize and understand the potential of those bromoditerpenes for anticancer therapeutics.MDPIIC-OnlineAlves, CelsoSilva, JoanaPintéus, SuseteGuedes, Romina A.Guedes, Rita C.Alvariño, RebecaFreitas, RafaelaGoettert, Márcia I.Gaspar, HelenaAlfonso, AmparoAlpoím, Maria C.Botana, Luis M.Pedrosa, Rui2023-07-27T13:53:05Z20222022-01-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10400.8/8694engAlves, C.; Silva, J.; Pintéus, S.; Guedes, R.A.; Guedes, R.C.; Alvariño, R.; Freitas, R.; Goettert, M.I.; Gaspar, H.; Alfonso, A.; et al. Bromoditerpenes from the Red Seaweed Sphaerococcus coronopifolius as Potential Cytotoxic Agents and Proteasome Inhibitors and Related Mechanisms of Action. Mar. Drugs 2022, 20, 652. https://doi.org/10.3390/md201006521660-339710.3390/md20100652info: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:RCAAP2024-01-17T15:57:56Zoai:iconline.ipleiria.pt:10400.8/8694Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-20T01:51:21.619449Repositório 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 Bromoditerpenes from the red seaweed Sphaerococcus coronopifolius as potential cytotoxic agents and proteasome inhibitors and related mechanisms of action
title Bromoditerpenes from the red seaweed Sphaerococcus coronopifolius as potential cytotoxic agents and proteasome inhibitors and related mechanisms of action
spellingShingle Bromoditerpenes from the red seaweed Sphaerococcus coronopifolius as potential cytotoxic agents and proteasome inhibitors and related mechanisms of action
Alves, Celso
Terpenes
Algae
Marine natural products
Apoptosis
Mitochondrial dysfunction
Oxidative stress
Anticancer
Sphaerococcus coronopifolius
title_short Bromoditerpenes from the red seaweed Sphaerococcus coronopifolius as potential cytotoxic agents and proteasome inhibitors and related mechanisms of action
title_full Bromoditerpenes from the red seaweed Sphaerococcus coronopifolius as potential cytotoxic agents and proteasome inhibitors and related mechanisms of action
title_fullStr Bromoditerpenes from the red seaweed Sphaerococcus coronopifolius as potential cytotoxic agents and proteasome inhibitors and related mechanisms of action
title_full_unstemmed Bromoditerpenes from the red seaweed Sphaerococcus coronopifolius as potential cytotoxic agents and proteasome inhibitors and related mechanisms of action
title_sort Bromoditerpenes from the red seaweed Sphaerococcus coronopifolius as potential cytotoxic agents and proteasome inhibitors and related mechanisms of action
author Alves, Celso
author_facet Alves, Celso
Silva, Joana
Pintéus, Susete
Guedes, Romina A.
Guedes, Rita C.
Alvariño, Rebeca
Freitas, Rafaela
Goettert, Márcia I.
Gaspar, Helena
Alfonso, Amparo
Alpoím, Maria C.
Botana, Luis M.
Pedrosa, Rui
author_role author
author2 Silva, Joana
Pintéus, Susete
Guedes, Romina A.
Guedes, Rita C.
Alvariño, Rebeca
Freitas, Rafaela
Goettert, Márcia I.
Gaspar, Helena
Alfonso, Amparo
Alpoím, Maria C.
Botana, Luis M.
Pedrosa, Rui
author2_role author
author
author
author
author
author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv IC-Online
dc.contributor.author.fl_str_mv Alves, Celso
Silva, Joana
Pintéus, Susete
Guedes, Romina A.
Guedes, Rita C.
Alvariño, Rebeca
Freitas, Rafaela
Goettert, Márcia I.
Gaspar, Helena
Alfonso, Amparo
Alpoím, Maria C.
Botana, Luis M.
Pedrosa, Rui
dc.subject.por.fl_str_mv Terpenes
Algae
Marine natural products
Apoptosis
Mitochondrial dysfunction
Oxidative stress
Anticancer
Sphaerococcus coronopifolius
topic Terpenes
Algae
Marine natural products
Apoptosis
Mitochondrial dysfunction
Oxidative stress
Anticancer
Sphaerococcus coronopifolius
description This work was funded by the Portuguese Foundation for Science and Technology (FCT) through the strategic projects granted to the MARE—Marine and Environmental Sciences Center (UIDP/04292/2020; UIDB/04292/2020), the BioISI—BioSystems and Integrative Sciences Institute (UIDP/Multi/04046/2020; UIDB/04046/2020), iMed. ULisboa (UIDB/04138/2020; UIDP/04138/2020), and the Associate Laboratory ARNET (LA/P/0069/2020). FCT also support this study through the POINT4PAC project (SAICTPAC/0019/2015-LISBOA- 01-0145-FEDER-016405) and through the PDTC/QEQ-MED/7042/2014 and CROSS-ATLANTIC project (PTDC/BIA-OUT/29250/2017), co-financed by COMPETE (PO-CI-01-0145-FEDER-029250). The Spanish part was funded by Conselleria de Cultura, Educacion e Ordenación Universitaria, Xunta de Galicia, GRC (ED431C 2021/01). This work was also supported by the FCT and CAPES cooperation agreement through the project MAr-Tics (FCT/DRI/CAPES 2019.00277.CBM). Rebeca Alvariño is supported by a fellowship from Xunta de Galicia (ED481B-2021-038), Spain.
publishDate 2022
dc.date.none.fl_str_mv 2022
2022-01-01T00:00:00Z
2023-07-27T13:53:05Z
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/10400.8/8694
url http://hdl.handle.net/10400.8/8694
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Alves, C.; Silva, J.; Pintéus, S.; Guedes, R.A.; Guedes, R.C.; Alvariño, R.; Freitas, R.; Goettert, M.I.; Gaspar, H.; Alfonso, A.; et al. Bromoditerpenes from the Red Seaweed Sphaerococcus coronopifolius as Potential Cytotoxic Agents and Proteasome Inhibitors and Related Mechanisms of Action. Mar. Drugs 2022, 20, 652. https://doi.org/10.3390/md20100652
1660-3397
10.3390/md20100652
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 MDPI
publisher.none.fl_str_mv MDPI
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
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