The Brazilian octocoral Phyllogorgia dilatata as a source of cytotoxic compounds
Autor(a) principal: | |
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Data de Publicação: | 2021 |
Outros Autores: | , , , , , , , , , , |
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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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 |
format |
article |
status_str |
publishedVersion |
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) instacron:ABC |
instname_str |
Academia Brasileira de Ciências (ABC) |
instacron_str |
ABC |
institution |
ABC |
reponame_str |
Anais da Academia Brasileira de Ciências (Online) |
collection |
Anais da Academia Brasileira de Ciências (Online) |
repository.name.fl_str_mv |
Anais da Academia Brasileira de Ciências (Online) - Academia Brasileira de Ciências (ABC) |
repository.mail.fl_str_mv |
||aabc@abc.org.br |
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1754302870878945280 |