Chemical variability and optical resolution of linalool in the essential oil of Aeollanthus suaveolens (Lamiaceae)

Detalhes bibliográficos
Autor(a) principal: Siani, A. C.
Data de Publicação: 2005
Outros Autores: Monteiro, S. S., Garrido, I. S., Ramos, M. C. K. V., Aquino-Neto, F. R.
Tipo de documento: Artigo
Idioma: por
Título da fonte: Revista Fitos
Texto Completo: https://revistafitos.far.fiocruz.br/index.php/revista-fitos/article/view/25
Resumo: The essential oil of Aeollanthus suaveolens (0.07-0.29% yield) was shown to maintain the same chromatographic profile in four consecutive week extractions, during the flowering period, and in eight consecutive week extractions during the non-flowering period. Linalool, -farnesene, and massoilactone were the predominant constituents of the oil, when analyzed by Gas Chromatography coupled to Mass Spectrometry. The oil yield range was lower for the flowering plants. The composition of the oils did not vary qualitatively, linalool being the predominant compound. However, during the flowering period, the linalool content decreased, and -farnesene took its place as the principal signal in the chromatograms. GC chiral analysis showed the presence of a mixture of (l)- and (d)-linalool [(R)- and (S)-linalool respectively] in a proportion varying around 4:1 to 3:1 for all the samples; the higher values being reached during the flowering period, or close to that time. Vacuum distillation of the oil produced a lighter fraction containing up to 76 % of linalool. Other trace compounds were also characterized in the oil, as linalyl acetate, a-terpinenyl acetate, geranyl acetate, a-santalene and cis-a-bergamoptene. and more economical protocol did not affect ex.
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spelling Chemical variability and optical resolution of linalool in the essential oil of Aeollanthus suaveolens (Lamiaceae)Variabilidade química e resolução ótica do linalol no óleo essencial de Aeollanthus suaveolens (Lamiaceae)Aeollanthus suaveolensLamiaceaeoleo essencial oillinalolB-farnesenechromatography quiralAeollanthus suaveolensLamiaceaeessential oillinalolB-farnesenechiral chromatographyThe essential oil of Aeollanthus suaveolens (0.07-0.29% yield) was shown to maintain the same chromatographic profile in four consecutive week extractions, during the flowering period, and in eight consecutive week extractions during the non-flowering period. Linalool, -farnesene, and massoilactone were the predominant constituents of the oil, when analyzed by Gas Chromatography coupled to Mass Spectrometry. The oil yield range was lower for the flowering plants. The composition of the oils did not vary qualitatively, linalool being the predominant compound. However, during the flowering period, the linalool content decreased, and -farnesene took its place as the principal signal in the chromatograms. GC chiral analysis showed the presence of a mixture of (l)- and (d)-linalool [(R)- and (S)-linalool respectively] in a proportion varying around 4:1 to 3:1 for all the samples; the higher values being reached during the flowering period, or close to that time. Vacuum distillation of the oil produced a lighter fraction containing up to 76 % of linalool. Other trace compounds were also characterized in the oil, as linalyl acetate, a-terpinenyl acetate, geranyl acetate, a-santalene and cis-a-bergamoptene. and more economical protocol did not affect ex.O óleo essencial da espécie Aeollanthus suaveolens (rendimento entre 0,07-0,29%) manteve o mesmo perfil cromatográfico, em coletas por quatro semanas consecutivas, durante o período de floração; e por oito semanas consecutivas, durante o período com a planta sem flores. Os constituintes predominantes no óleo essencial, analisados por Cromatografia em fase Gasosa acoplada a Espectrometria de Massas, foram o linalol, o trans- -farneseno, e a massoilactona. A variação dos rendimentos dos extratos ocorreu em um menor intervalo para as plantas em floração. A composição química dos óleos não variou qualitativamente, com a predominância do linalol. No entanto, durante o período de floração, o conteúdo de linalol decresceu e o de farneseno tomou sua posição como o sinal majoritário nas análises CG. A análise por Cromatografia Quiral em fase Gasosa demonstrou a presença de uma mistura de (l)- e (d)-linalol [(R)- e (S)-linalol (R)- e (S)-linalol respectivamente], numa proporção variando entre de 4:1 a 3:1 para todas as amostras, com as maiores diferenças sendo alcançadas durante os períodos de floração, ou próximos a esta. Experimentos de destilação a vácuo produziram frações mais leves, aonde o linalol chegou a 76% da composição dos constituintes. Traços de outros componentes também foram caracterizados no óleo, como acetato de linalila, acetato de a-terpinenila, acetato de geranila, a-santaleno e cis-a-bergamopteno.Centro de Inovação em Biodiversidade e Saúde - Farmanguinhos/Fiocruz2005-11-30info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionapplication/pdftext/htmlhttps://revistafitos.far.fiocruz.br/index.php/revista-fitos/article/view/2510.32712/2446-4775.2005.25Revista Fitos; Vol. 1 No. 02 (2005); 58-63Revista Fitos; Vol. 1 Núm. 02 (2005); 58-63Revista Fitos; v. 1 n. 02 (2005); 58-632446-47751808-9569reponame:Revista Fitosinstname:Fundação Oswaldo Cruz (FIOCRUZ)instacron:FIOCRUZporhttps://revistafitos.far.fiocruz.br/index.php/revista-fitos/article/view/25/pdf_17https://revistafitos.far.fiocruz.br/index.php/revista-fitos/article/view/25/1301Copyright (c) 2005 Revista Fitos Eletrônicahttps://creativecommons.org/licenses/by/4.0info:eu-repo/semantics/openAccessSiani, A. C.Monteiro, S. S.Garrido, I. S.Ramos, M. C. K. V.Aquino-Neto, F. R.2022-11-07T14:19:27Zoai:ojs.revistafitos.far.fiocruz.br:article/25Revistahttps://revistafitos.far.fiocruz.br/index.php/revista-fitos/PUBhttp://revistafitos.far.fiocruz.br/index.php/revista-fitos/oairevistafitos@far.fiocruz.br || eugenio.telles@far.fiocruz.br2446-47752446-4775opendoar:2022-11-07T14:19:27Revista Fitos - Fundação Oswaldo Cruz (FIOCRUZ)false
dc.title.none.fl_str_mv Chemical variability and optical resolution of linalool in the essential oil of Aeollanthus suaveolens (Lamiaceae)
Variabilidade química e resolução ótica do linalol no óleo essencial de Aeollanthus suaveolens (Lamiaceae)
title Chemical variability and optical resolution of linalool in the essential oil of Aeollanthus suaveolens (Lamiaceae)
spellingShingle Chemical variability and optical resolution of linalool in the essential oil of Aeollanthus suaveolens (Lamiaceae)
Siani, A. C.
Aeollanthus suaveolens
Lamiaceae
oleo essencial oil
linalol
B-farnesene
chromatography quiral
Aeollanthus suaveolens
Lamiaceae
essential oil
linalol
B-farnesene
chiral chromatography
title_short Chemical variability and optical resolution of linalool in the essential oil of Aeollanthus suaveolens (Lamiaceae)
title_full Chemical variability and optical resolution of linalool in the essential oil of Aeollanthus suaveolens (Lamiaceae)
title_fullStr Chemical variability and optical resolution of linalool in the essential oil of Aeollanthus suaveolens (Lamiaceae)
title_full_unstemmed Chemical variability and optical resolution of linalool in the essential oil of Aeollanthus suaveolens (Lamiaceae)
title_sort Chemical variability and optical resolution of linalool in the essential oil of Aeollanthus suaveolens (Lamiaceae)
author Siani, A. C.
author_facet Siani, A. C.
Monteiro, S. S.
Garrido, I. S.
Ramos, M. C. K. V.
Aquino-Neto, F. R.
author_role author
author2 Monteiro, S. S.
Garrido, I. S.
Ramos, M. C. K. V.
Aquino-Neto, F. R.
author2_role author
author
author
author
dc.contributor.author.fl_str_mv Siani, A. C.
Monteiro, S. S.
Garrido, I. S.
Ramos, M. C. K. V.
Aquino-Neto, F. R.
dc.subject.por.fl_str_mv Aeollanthus suaveolens
Lamiaceae
oleo essencial oil
linalol
B-farnesene
chromatography quiral
Aeollanthus suaveolens
Lamiaceae
essential oil
linalol
B-farnesene
chiral chromatography
topic Aeollanthus suaveolens
Lamiaceae
oleo essencial oil
linalol
B-farnesene
chromatography quiral
Aeollanthus suaveolens
Lamiaceae
essential oil
linalol
B-farnesene
chiral chromatography
description The essential oil of Aeollanthus suaveolens (0.07-0.29% yield) was shown to maintain the same chromatographic profile in four consecutive week extractions, during the flowering period, and in eight consecutive week extractions during the non-flowering period. Linalool, -farnesene, and massoilactone were the predominant constituents of the oil, when analyzed by Gas Chromatography coupled to Mass Spectrometry. The oil yield range was lower for the flowering plants. The composition of the oils did not vary qualitatively, linalool being the predominant compound. However, during the flowering period, the linalool content decreased, and -farnesene took its place as the principal signal in the chromatograms. GC chiral analysis showed the presence of a mixture of (l)- and (d)-linalool [(R)- and (S)-linalool respectively] in a proportion varying around 4:1 to 3:1 for all the samples; the higher values being reached during the flowering period, or close to that time. Vacuum distillation of the oil produced a lighter fraction containing up to 76 % of linalool. Other trace compounds were also characterized in the oil, as linalyl acetate, a-terpinenyl acetate, geranyl acetate, a-santalene and cis-a-bergamoptene. and more economical protocol did not affect ex.
publishDate 2005
dc.date.none.fl_str_mv 2005-11-30
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv https://revistafitos.far.fiocruz.br/index.php/revista-fitos/article/view/25
10.32712/2446-4775.2005.25
url https://revistafitos.far.fiocruz.br/index.php/revista-fitos/article/view/25
identifier_str_mv 10.32712/2446-4775.2005.25
dc.language.iso.fl_str_mv por
language por
dc.relation.none.fl_str_mv https://revistafitos.far.fiocruz.br/index.php/revista-fitos/article/view/25/pdf_17
https://revistafitos.far.fiocruz.br/index.php/revista-fitos/article/view/25/1301
dc.rights.driver.fl_str_mv Copyright (c) 2005 Revista Fitos Eletrônica
https://creativecommons.org/licenses/by/4.0
info:eu-repo/semantics/openAccess
rights_invalid_str_mv Copyright (c) 2005 Revista Fitos Eletrônica
https://creativecommons.org/licenses/by/4.0
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
text/html
dc.publisher.none.fl_str_mv Centro de Inovação em Biodiversidade e Saúde - Farmanguinhos/Fiocruz
publisher.none.fl_str_mv Centro de Inovação em Biodiversidade e Saúde - Farmanguinhos/Fiocruz
dc.source.none.fl_str_mv Revista Fitos; Vol. 1 No. 02 (2005); 58-63
Revista Fitos; Vol. 1 Núm. 02 (2005); 58-63
Revista Fitos; v. 1 n. 02 (2005); 58-63
2446-4775
1808-9569
reponame:Revista Fitos
instname:Fundação Oswaldo Cruz (FIOCRUZ)
instacron:FIOCRUZ
instname_str Fundação Oswaldo Cruz (FIOCRUZ)
instacron_str FIOCRUZ
institution FIOCRUZ
reponame_str Revista Fitos
collection Revista Fitos
repository.name.fl_str_mv Revista Fitos - Fundação Oswaldo Cruz (FIOCRUZ)
repository.mail.fl_str_mv revistafitos@far.fiocruz.br || eugenio.telles@far.fiocruz.br
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