Chemical Composition and Cytotoxic Activity of the Root Essential Oil from Jatropha ribifolia (Pohl) Baill (Euphorbiaceae)

Detalhes bibliográficos
Autor(a) principal: Silva,Celia E. L. da
Data de Publicação: 2015
Outros Autores: Minguzzi,Sandro, Silva,Rogério C. L. da, Matos,Maria F. C., Tofoli,Danilo, Carvalho,João E. de, Ruiz,Ana L. T. G., Costa,Willian F. da, Simionatto,Euclésio
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Journal of the Brazilian Chemical Society (Online)
Texto Completo: http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532015000200233
Resumo: The essential oil of roots of Jatropha ribifolia, obtained by hydrodistillation, was characterized in terms of its chemical composition by chromatographic method with flame ionization detection (GC-FID) and gas chromatography coupled to electron ionization mass spectrometry (GC-MS). The analyses and identification pointed by mass fragmentation pattern and retention index revealed the presence of 49 compounds, representing 91.4% of the total oil, with 39.5% of monoterpenes, 43.0% of sesquiterpenes and 8.5% of phenylpropanoids. The major compounds of the oil were β-pinene (9.2%), isoeugenol methyl ether (8.5%), vatirenene (8.4%), α-gurjunene (7.0%), endo-8-hydroxy-cycloisolongifolene (6.6%), α-pinene (6.4%) and p-menth-1-en-8-ol (5.2%). The fractionation by preparative thin layer chromatography (TLC) allowed obtaining five fractions (F1-F5) with different compound contents from the original oil. Some essential oil components showed a significant increase in their levels after fractionation, as borneol (17.9%, F1), 3-thujopsanone (19.1%, F4), isoeugenol methylether (21.2%, F2), 8-oxo-9H-cycloisolongifolene (21.4%, F4), 8-cis-5(1H)-azulenone,2,4,6,7,8,8a-hexahydro-3,8-dimethyl-4-(1-methylethylidene) (23.1%, F4) e endo-8-hydroxy-cycloisolongifolene (38.6%, F2). These fractions and oil were tested in vitro against nine human cancer cell lines by sulforhodamine B assay. The Jatropha oil was more effective in inhibiting the growth of cells NCI-H460 (drug resistant ovarian; GI50 6.2 µg mL–1) and OVCAR-3 (ovarian; GI508.0 µg mL–1). The cancer cells line PC-3 (prostate) was more sensitive to the effects of the fractions showing significant values of GI50 such as for fraction F1, F2 and F4 (< 0.25 µg mL–1). In general the antiproliferative activity of the fractions was more pronounced than that of crude oil.
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spelling Chemical Composition and Cytotoxic Activity of the Root Essential Oil from Jatropha ribifolia (Pohl) Baill (Euphorbiaceae)Jatropha ribifoliaroots essential oilcancer cellsantiproliferative activityThe essential oil of roots of Jatropha ribifolia, obtained by hydrodistillation, was characterized in terms of its chemical composition by chromatographic method with flame ionization detection (GC-FID) and gas chromatography coupled to electron ionization mass spectrometry (GC-MS). The analyses and identification pointed by mass fragmentation pattern and retention index revealed the presence of 49 compounds, representing 91.4% of the total oil, with 39.5% of monoterpenes, 43.0% of sesquiterpenes and 8.5% of phenylpropanoids. The major compounds of the oil were β-pinene (9.2%), isoeugenol methyl ether (8.5%), vatirenene (8.4%), α-gurjunene (7.0%), endo-8-hydroxy-cycloisolongifolene (6.6%), α-pinene (6.4%) and p-menth-1-en-8-ol (5.2%). The fractionation by preparative thin layer chromatography (TLC) allowed obtaining five fractions (F1-F5) with different compound contents from the original oil. Some essential oil components showed a significant increase in their levels after fractionation, as borneol (17.9%, F1), 3-thujopsanone (19.1%, F4), isoeugenol methylether (21.2%, F2), 8-oxo-9H-cycloisolongifolene (21.4%, F4), 8-cis-5(1H)-azulenone,2,4,6,7,8,8a-hexahydro-3,8-dimethyl-4-(1-methylethylidene) (23.1%, F4) e endo-8-hydroxy-cycloisolongifolene (38.6%, F2). These fractions and oil were tested in vitro against nine human cancer cell lines by sulforhodamine B assay. The Jatropha oil was more effective in inhibiting the growth of cells NCI-H460 (drug resistant ovarian; GI50 6.2 µg mL–1) and OVCAR-3 (ovarian; GI508.0 µg mL–1). The cancer cells line PC-3 (prostate) was more sensitive to the effects of the fractions showing significant values of GI50 such as for fraction F1, F2 and F4 (< 0.25 µg mL–1). In general the antiproliferative activity of the fractions was more pronounced than that of crude oil.Sociedade Brasileira de Química2015-02-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532015000200233Journal of the Brazilian Chemical Society v.26 n.2 2015reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.5935/0103-5053.20140253info:eu-repo/semantics/openAccessSilva,Celia E. L. daMinguzzi,SandroSilva,Rogério C. L. daMatos,Maria F. C.Tofoli,DaniloCarvalho,João E. deRuiz,Ana L. T. G.Costa,Willian F. daSimionatto,Euclésioeng2015-10-26T00:00:00Zoai:scielo:S0103-50532015000200233Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2015-10-26T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv Chemical Composition and Cytotoxic Activity of the Root Essential Oil from Jatropha ribifolia (Pohl) Baill (Euphorbiaceae)
title Chemical Composition and Cytotoxic Activity of the Root Essential Oil from Jatropha ribifolia (Pohl) Baill (Euphorbiaceae)
spellingShingle Chemical Composition and Cytotoxic Activity of the Root Essential Oil from Jatropha ribifolia (Pohl) Baill (Euphorbiaceae)
Silva,Celia E. L. da
Jatropha ribifolia
roots essential oil
cancer cells
antiproliferative activity
title_short Chemical Composition and Cytotoxic Activity of the Root Essential Oil from Jatropha ribifolia (Pohl) Baill (Euphorbiaceae)
title_full Chemical Composition and Cytotoxic Activity of the Root Essential Oil from Jatropha ribifolia (Pohl) Baill (Euphorbiaceae)
title_fullStr Chemical Composition and Cytotoxic Activity of the Root Essential Oil from Jatropha ribifolia (Pohl) Baill (Euphorbiaceae)
title_full_unstemmed Chemical Composition and Cytotoxic Activity of the Root Essential Oil from Jatropha ribifolia (Pohl) Baill (Euphorbiaceae)
title_sort Chemical Composition and Cytotoxic Activity of the Root Essential Oil from Jatropha ribifolia (Pohl) Baill (Euphorbiaceae)
author Silva,Celia E. L. da
author_facet Silva,Celia E. L. da
Minguzzi,Sandro
Silva,Rogério C. L. da
Matos,Maria F. C.
Tofoli,Danilo
Carvalho,João E. de
Ruiz,Ana L. T. G.
Costa,Willian F. da
Simionatto,Euclésio
author_role author
author2 Minguzzi,Sandro
Silva,Rogério C. L. da
Matos,Maria F. C.
Tofoli,Danilo
Carvalho,João E. de
Ruiz,Ana L. T. G.
Costa,Willian F. da
Simionatto,Euclésio
author2_role author
author
author
author
author
author
author
author
dc.contributor.author.fl_str_mv Silva,Celia E. L. da
Minguzzi,Sandro
Silva,Rogério C. L. da
Matos,Maria F. C.
Tofoli,Danilo
Carvalho,João E. de
Ruiz,Ana L. T. G.
Costa,Willian F. da
Simionatto,Euclésio
dc.subject.por.fl_str_mv Jatropha ribifolia
roots essential oil
cancer cells
antiproliferative activity
topic Jatropha ribifolia
roots essential oil
cancer cells
antiproliferative activity
description The essential oil of roots of Jatropha ribifolia, obtained by hydrodistillation, was characterized in terms of its chemical composition by chromatographic method with flame ionization detection (GC-FID) and gas chromatography coupled to electron ionization mass spectrometry (GC-MS). The analyses and identification pointed by mass fragmentation pattern and retention index revealed the presence of 49 compounds, representing 91.4% of the total oil, with 39.5% of monoterpenes, 43.0% of sesquiterpenes and 8.5% of phenylpropanoids. The major compounds of the oil were β-pinene (9.2%), isoeugenol methyl ether (8.5%), vatirenene (8.4%), α-gurjunene (7.0%), endo-8-hydroxy-cycloisolongifolene (6.6%), α-pinene (6.4%) and p-menth-1-en-8-ol (5.2%). The fractionation by preparative thin layer chromatography (TLC) allowed obtaining five fractions (F1-F5) with different compound contents from the original oil. Some essential oil components showed a significant increase in their levels after fractionation, as borneol (17.9%, F1), 3-thujopsanone (19.1%, F4), isoeugenol methylether (21.2%, F2), 8-oxo-9H-cycloisolongifolene (21.4%, F4), 8-cis-5(1H)-azulenone,2,4,6,7,8,8a-hexahydro-3,8-dimethyl-4-(1-methylethylidene) (23.1%, F4) e endo-8-hydroxy-cycloisolongifolene (38.6%, F2). These fractions and oil were tested in vitro against nine human cancer cell lines by sulforhodamine B assay. The Jatropha oil was more effective in inhibiting the growth of cells NCI-H460 (drug resistant ovarian; GI50 6.2 µg mL–1) and OVCAR-3 (ovarian; GI508.0 µg mL–1). The cancer cells line PC-3 (prostate) was more sensitive to the effects of the fractions showing significant values of GI50 such as for fraction F1, F2 and F4 (< 0.25 µg mL–1). In general the antiproliferative activity of the fractions was more pronounced than that of crude oil.
publishDate 2015
dc.date.none.fl_str_mv 2015-02-01
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=S0103-50532015000200233
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532015000200233
dc.language.iso.fl_str_mv eng
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dc.relation.none.fl_str_mv 10.5935/0103-5053.20140253
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dc.format.none.fl_str_mv text/html
dc.publisher.none.fl_str_mv Sociedade Brasileira de Química
publisher.none.fl_str_mv Sociedade Brasileira de Química
dc.source.none.fl_str_mv Journal of the Brazilian Chemical Society v.26 n.2 2015
reponame:Journal of the Brazilian Chemical Society (Online)
instname:Sociedade Brasileira de Química (SBQ)
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reponame_str Journal of the Brazilian Chemical Society (Online)
collection Journal of the Brazilian Chemical Society (Online)
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repository.mail.fl_str_mv ||office@jbcs.sbq.org.br
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