The Brazilian octocoral Phyllogorgia dilatata as a source of cytotoxic compounds

Detalhes bibliográficos
Autor(a) principal: FAGUNDES,THAYSSA S.F.
Data de Publicação: 2021
Outros Autores: MACEDO,ARTHUR L., RIGATO,DHIEGO B., AMARAL,BRUNO S. DO, JIMENEZ,PAULA CHRISTINE, COSTA-LOTUFO,LETÍCIA V., PEREIRA,RENATA F.A., AGUIAR-ALVES,FÁBIO, SOARES,ANGÉLICA R., VASCONCELOS,THATYANA R.A., CASS,QUEZIA B., VALVERDE,ALESSANDRA L.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Anais da Academia Brasileira de Ciências (Online)
Texto Completo: http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0001-37652021000700502
Resumo: Abstract The extensive marine biodiversity has proved to be a promising source of substances with biomedical potential. In this study, the cytotoxicity of the Brazilian octocoral Phyllogorgia dilatata (Gorgoniidae) was evaluated against two tumor cell lines and three bacterial strains. The methanol/dichloromethane crude extract presented no antibacterial activity up to the highest concentration tested (512 µg/mL), however it revealed a noteworthy antiproliferative effect against HCT-116 (80%) and MCF-7 (54%) cell lines at 50 μg/mL. Therefore, guided by the cytotoxic activity, a multistep chemical fractionation of the extract provided the subfraction 5 (PDPH2-5) with IC50 values of 3.18 and 17.80 μg/mL against HCT-116 and MCF-7, respectively. The LC-HRMS/MS analysis of PDPH2-5 showed ions of m/z 219.1742 and 219.1743, characterized as (E,E) and (Z,E) germacrone, after a LC-DAD-SPE/NMR analysis of the hexanic fraction and comparisons of NMR data with the literature. Previously reported assessments to the cytotoxic activity of the (E,E)-diastereoisomer disclosed higher IC50 values than that obtained for the PDPH2-5 fraction, suggesting, herein, a potentiated effect of the diastereoisomeric mixture. Such remark encourage further bioactivity studies with stereoisomer mixtures and reduce the urge for compound isolation.
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spelling The Brazilian octocoral Phyllogorgia dilatata as a source of cytotoxic compoundsAnticancercytotoxicgermacronegorgonianmarine natural productsoctocoralAbstract The extensive marine biodiversity has proved to be a promising source of substances with biomedical potential. In this study, the cytotoxicity of the Brazilian octocoral Phyllogorgia dilatata (Gorgoniidae) was evaluated against two tumor cell lines and three bacterial strains. The methanol/dichloromethane crude extract presented no antibacterial activity up to the highest concentration tested (512 µg/mL), however it revealed a noteworthy antiproliferative effect against HCT-116 (80%) and MCF-7 (54%) cell lines at 50 μg/mL. Therefore, guided by the cytotoxic activity, a multistep chemical fractionation of the extract provided the subfraction 5 (PDPH2-5) with IC50 values of 3.18 and 17.80 μg/mL against HCT-116 and MCF-7, respectively. The LC-HRMS/MS analysis of PDPH2-5 showed ions of m/z 219.1742 and 219.1743, characterized as (E,E) and (Z,E) germacrone, after a LC-DAD-SPE/NMR analysis of the hexanic fraction and comparisons of NMR data with the literature. Previously reported assessments to the cytotoxic activity of the (E,E)-diastereoisomer disclosed higher IC50 values than that obtained for the PDPH2-5 fraction, suggesting, herein, a potentiated effect of the diastereoisomeric mixture. Such remark encourage further bioactivity studies with stereoisomer mixtures and reduce the urge for compound isolation.Academia Brasileira de Ciências2021-01-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0001-37652021000700502Anais da Academia Brasileira de Ciências v.93 n.4 2021reponame:Anais da Academia Brasileira de Ciências (Online)instname:Academia Brasileira de Ciências (ABC)instacron:ABC10.1590/0001-3765202120200686info:eu-repo/semantics/openAccessFAGUNDES,THAYSSA S.F.MACEDO,ARTHUR L.RIGATO,DHIEGO B.AMARAL,BRUNO S. DOJIMENEZ,PAULA CHRISTINECOSTA-LOTUFO,LETÍCIA V.PEREIRA,RENATA F.A.AGUIAR-ALVES,FÁBIOSOARES,ANGÉLICA R.VASCONCELOS,THATYANA R.A.CASS,QUEZIA B.VALVERDE,ALESSANDRA L.eng2021-10-19T00:00:00Zoai:scielo:S0001-37652021000700502Revistahttp://www.scielo.br/aabchttps://old.scielo.br/oai/scielo-oai.php||aabc@abc.org.br1678-26900001-3765opendoar:2021-10-19T00:00Anais da Academia Brasileira de Ciências (Online) - Academia Brasileira de Ciências (ABC)false
dc.title.none.fl_str_mv The Brazilian octocoral Phyllogorgia dilatata as a source of cytotoxic compounds
title The Brazilian octocoral Phyllogorgia dilatata as a source of cytotoxic compounds
spellingShingle The Brazilian octocoral Phyllogorgia dilatata as a source of cytotoxic compounds
FAGUNDES,THAYSSA S.F.
Anticancer
cytotoxic
germacrone
gorgonian
marine natural products
octocoral
title_short The Brazilian octocoral Phyllogorgia dilatata as a source of cytotoxic compounds
title_full The Brazilian octocoral Phyllogorgia dilatata as a source of cytotoxic compounds
title_fullStr The Brazilian octocoral Phyllogorgia dilatata as a source of cytotoxic compounds
title_full_unstemmed The Brazilian octocoral Phyllogorgia dilatata as a source of cytotoxic compounds
title_sort The Brazilian octocoral Phyllogorgia dilatata as a source of cytotoxic compounds
author FAGUNDES,THAYSSA S.F.
author_facet FAGUNDES,THAYSSA S.F.
MACEDO,ARTHUR L.
RIGATO,DHIEGO B.
AMARAL,BRUNO S. DO
JIMENEZ,PAULA CHRISTINE
COSTA-LOTUFO,LETÍCIA V.
PEREIRA,RENATA F.A.
AGUIAR-ALVES,FÁBIO
SOARES,ANGÉLICA R.
VASCONCELOS,THATYANA R.A.
CASS,QUEZIA B.
VALVERDE,ALESSANDRA L.
author_role author
author2 MACEDO,ARTHUR L.
RIGATO,DHIEGO B.
AMARAL,BRUNO S. DO
JIMENEZ,PAULA CHRISTINE
COSTA-LOTUFO,LETÍCIA V.
PEREIRA,RENATA F.A.
AGUIAR-ALVES,FÁBIO
SOARES,ANGÉLICA R.
VASCONCELOS,THATYANA R.A.
CASS,QUEZIA B.
VALVERDE,ALESSANDRA L.
author2_role author
author
author
author
author
author
author
author
author
author
author
dc.contributor.author.fl_str_mv FAGUNDES,THAYSSA S.F.
MACEDO,ARTHUR L.
RIGATO,DHIEGO B.
AMARAL,BRUNO S. DO
JIMENEZ,PAULA CHRISTINE
COSTA-LOTUFO,LETÍCIA V.
PEREIRA,RENATA F.A.
AGUIAR-ALVES,FÁBIO
SOARES,ANGÉLICA R.
VASCONCELOS,THATYANA R.A.
CASS,QUEZIA B.
VALVERDE,ALESSANDRA L.
dc.subject.por.fl_str_mv Anticancer
cytotoxic
germacrone
gorgonian
marine natural products
octocoral
topic Anticancer
cytotoxic
germacrone
gorgonian
marine natural products
octocoral
description Abstract The extensive marine biodiversity has proved to be a promising source of substances with biomedical potential. In this study, the cytotoxicity of the Brazilian octocoral Phyllogorgia dilatata (Gorgoniidae) was evaluated against two tumor cell lines and three bacterial strains. The methanol/dichloromethane crude extract presented no antibacterial activity up to the highest concentration tested (512 µg/mL), however it revealed a noteworthy antiproliferative effect against HCT-116 (80%) and MCF-7 (54%) cell lines at 50 μg/mL. Therefore, guided by the cytotoxic activity, a multistep chemical fractionation of the extract provided the subfraction 5 (PDPH2-5) with IC50 values of 3.18 and 17.80 μg/mL against HCT-116 and MCF-7, respectively. The LC-HRMS/MS analysis of PDPH2-5 showed ions of m/z 219.1742 and 219.1743, characterized as (E,E) and (Z,E) germacrone, after a LC-DAD-SPE/NMR analysis of the hexanic fraction and comparisons of NMR data with the literature. Previously reported assessments to the cytotoxic activity of the (E,E)-diastereoisomer disclosed higher IC50 values than that obtained for the PDPH2-5 fraction, suggesting, herein, a potentiated effect of the diastereoisomeric mixture. Such remark encourage further bioactivity studies with stereoisomer mixtures and reduce the urge for compound isolation.
publishDate 2021
dc.date.none.fl_str_mv 2021-01-01
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
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dc.identifier.uri.fl_str_mv http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0001-37652021000700502
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0001-37652021000700502
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.1590/0001-3765202120200686
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv text/html
dc.publisher.none.fl_str_mv Academia Brasileira de Ciências
publisher.none.fl_str_mv Academia Brasileira de Ciências
dc.source.none.fl_str_mv Anais da Academia Brasileira de Ciências v.93 n.4 2021
reponame:Anais da Academia Brasileira de Ciências (Online)
instname:Academia Brasileira de Ciências (ABC)
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instname_str Academia Brasileira de Ciências (ABC)
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reponame_str Anais da Academia Brasileira de Ciências (Online)
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repository.name.fl_str_mv Anais da Academia Brasileira de Ciências (Online) - Academia Brasileira de Ciências (ABC)
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