Chemical Composition and Cytotoxic Activity of the Root Essential Oil from Jatropha ribifolia (Pohl) Baill (Euphorbiaceae)
Autor(a) principal: | |
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Data de Publicação: | 2015 |
Outros Autores: | , , , , , , , |
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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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 |
language |
eng |
dc.relation.none.fl_str_mv |
10.5935/0103-5053.20140253 |
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 |
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) instacron:SBQ |
instname_str |
Sociedade Brasileira de Química (SBQ) |
instacron_str |
SBQ |
institution |
SBQ |
reponame_str |
Journal of the Brazilian Chemical Society (Online) |
collection |
Journal of the Brazilian Chemical Society (Online) |
repository.name.fl_str_mv |
Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ) |
repository.mail.fl_str_mv |
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1750318176943472640 |