Quantitative HPLC analysis of sesquiterpene lactones and determination of chemotypes in Eremanthus seidelii MacLeish & Schumacher (Asteraceae)

Detalhes bibliográficos
Autor(a) principal: Sakamoto, Humberto T.
Data de Publicação: 2005
Outros Autores: Gobbo-Neto, Leonardo, Cavalheiro, Alberto José [UNESP], Lopes, Norberto P., Lopes, João L. C.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UNESP
Texto Completo: http://dx.doi.org/10.1590/S0103-50532005000800016
http://hdl.handle.net/11449/68469
Resumo: Eremanthus seidelii MacLeish & Schumacher has a restricted occurrence to the Brazilian cerrado surrounding the Furnas (MG) reservoir, in environments that have been seriously damaged by human activity. The present phytochemical investigation reveals that the sesquiterpene lactones (SL) 4β,5-dihydro-2′,3′-dihydroxy-15-desoxy-goyazensolide (1) and 4β,5-dihydro-1′,2′-epoxy-eremantholide-C (2) are the major secondary metabolites in E. seidelii leaves, and an HPLC method was developed for their quantitative analysis. HPLC analysis showed no significant seasonal variation in the concentrations of both SL. No qualitative differences were found in the SL patterns of all individuals sampled. However, there is a different SL quantitative pattern among the plants analyzed, pointing to the existence of three quantitative chemotypes of this species, with differences possibly originating from the activity of the enzymes that cyclize the goyazensolide type SL (1) to a eremantholide type SL (2). ©2005 Sociedade Brasileira de Química.
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spelling Quantitative HPLC analysis of sesquiterpene lactones and determination of chemotypes in Eremanthus seidelii MacLeish & Schumacher (Asteraceae)ChemotypesEremanthus seideliiHPLCPopulational variationSesquiterpene lactonesEremanthus seidelii MacLeish & Schumacher has a restricted occurrence to the Brazilian cerrado surrounding the Furnas (MG) reservoir, in environments that have been seriously damaged by human activity. The present phytochemical investigation reveals that the sesquiterpene lactones (SL) 4β,5-dihydro-2′,3′-dihydroxy-15-desoxy-goyazensolide (1) and 4β,5-dihydro-1′,2′-epoxy-eremantholide-C (2) are the major secondary metabolites in E. seidelii leaves, and an HPLC method was developed for their quantitative analysis. HPLC analysis showed no significant seasonal variation in the concentrations of both SL. No qualitative differences were found in the SL patterns of all individuals sampled. However, there is a different SL quantitative pattern among the plants analyzed, pointing to the existence of three quantitative chemotypes of this species, with differences possibly originating from the activity of the enzymes that cyclize the goyazensolide type SL (1) to a eremantholide type SL (2). ©2005 Sociedade Brasileira de Química.Departamento de Química Faculdade de Filosofia, Ciências e Letras de Ribeirão Preto Universidade de São Paulo, 14040-901 Ribeirão Preto - SPDepartamento de Física e Química Faculdade de Ciências Farmacêuticas de Ribeirão Preto Universidade de São Paulo, 14040-903 Ribeirão Preto - SPInstituto de Química Universidade Estadual Paulista, 14800-900 Araraquara - SPInstituto de Química Universidade Estadual Paulista, 14800-900 Araraquara - SPUniversidade de São Paulo (USP)Universidade Estadual Paulista (Unesp)Sakamoto, Humberto T.Gobbo-Neto, LeonardoCavalheiro, Alberto José [UNESP]Lopes, Norberto P.Lopes, João L. C.2014-05-27T11:21:39Z2014-05-27T11:21:39Z2005-11-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article1396-1401application/pdfhttp://dx.doi.org/10.1590/S0103-50532005000800016Journal of the Brazilian Chemical Society, v. 16, n. 6 B, p. 1396-1401, 2005.0103-5053http://hdl.handle.net/11449/6846910.1590/S0103-50532005000800016S0103-50532005000800016WOS:0002340787000162-s2.0-308444508342-s2.0-30844450834.pdf2518006820764120Scopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengJournal of the Brazilian Chemical Society1.4440,357info:eu-repo/semantics/openAccess2023-10-12T06:08:22Zoai:repositorio.unesp.br:11449/68469Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-08-05T14:42:18.798651Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false
dc.title.none.fl_str_mv Quantitative HPLC analysis of sesquiterpene lactones and determination of chemotypes in Eremanthus seidelii MacLeish & Schumacher (Asteraceae)
title Quantitative HPLC analysis of sesquiterpene lactones and determination of chemotypes in Eremanthus seidelii MacLeish & Schumacher (Asteraceae)
spellingShingle Quantitative HPLC analysis of sesquiterpene lactones and determination of chemotypes in Eremanthus seidelii MacLeish & Schumacher (Asteraceae)
Sakamoto, Humberto T.
Chemotypes
Eremanthus seidelii
HPLC
Populational variation
Sesquiterpene lactones
title_short Quantitative HPLC analysis of sesquiterpene lactones and determination of chemotypes in Eremanthus seidelii MacLeish & Schumacher (Asteraceae)
title_full Quantitative HPLC analysis of sesquiterpene lactones and determination of chemotypes in Eremanthus seidelii MacLeish & Schumacher (Asteraceae)
title_fullStr Quantitative HPLC analysis of sesquiterpene lactones and determination of chemotypes in Eremanthus seidelii MacLeish & Schumacher (Asteraceae)
title_full_unstemmed Quantitative HPLC analysis of sesquiterpene lactones and determination of chemotypes in Eremanthus seidelii MacLeish & Schumacher (Asteraceae)
title_sort Quantitative HPLC analysis of sesquiterpene lactones and determination of chemotypes in Eremanthus seidelii MacLeish & Schumacher (Asteraceae)
author Sakamoto, Humberto T.
author_facet Sakamoto, Humberto T.
Gobbo-Neto, Leonardo
Cavalheiro, Alberto José [UNESP]
Lopes, Norberto P.
Lopes, João L. C.
author_role author
author2 Gobbo-Neto, Leonardo
Cavalheiro, Alberto José [UNESP]
Lopes, Norberto P.
Lopes, João L. C.
author2_role author
author
author
author
dc.contributor.none.fl_str_mv Universidade de São Paulo (USP)
Universidade Estadual Paulista (Unesp)
dc.contributor.author.fl_str_mv Sakamoto, Humberto T.
Gobbo-Neto, Leonardo
Cavalheiro, Alberto José [UNESP]
Lopes, Norberto P.
Lopes, João L. C.
dc.subject.por.fl_str_mv Chemotypes
Eremanthus seidelii
HPLC
Populational variation
Sesquiterpene lactones
topic Chemotypes
Eremanthus seidelii
HPLC
Populational variation
Sesquiterpene lactones
description Eremanthus seidelii MacLeish & Schumacher has a restricted occurrence to the Brazilian cerrado surrounding the Furnas (MG) reservoir, in environments that have been seriously damaged by human activity. The present phytochemical investigation reveals that the sesquiterpene lactones (SL) 4β,5-dihydro-2′,3′-dihydroxy-15-desoxy-goyazensolide (1) and 4β,5-dihydro-1′,2′-epoxy-eremantholide-C (2) are the major secondary metabolites in E. seidelii leaves, and an HPLC method was developed for their quantitative analysis. HPLC analysis showed no significant seasonal variation in the concentrations of both SL. No qualitative differences were found in the SL patterns of all individuals sampled. However, there is a different SL quantitative pattern among the plants analyzed, pointing to the existence of three quantitative chemotypes of this species, with differences possibly originating from the activity of the enzymes that cyclize the goyazensolide type SL (1) to a eremantholide type SL (2). ©2005 Sociedade Brasileira de Química.
publishDate 2005
dc.date.none.fl_str_mv 2005-11-01
2014-05-27T11:21:39Z
2014-05-27T11:21:39Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://dx.doi.org/10.1590/S0103-50532005000800016
Journal of the Brazilian Chemical Society, v. 16, n. 6 B, p. 1396-1401, 2005.
0103-5053
http://hdl.handle.net/11449/68469
10.1590/S0103-50532005000800016
S0103-50532005000800016
WOS:000234078700016
2-s2.0-30844450834
2-s2.0-30844450834.pdf
2518006820764120
url http://dx.doi.org/10.1590/S0103-50532005000800016
http://hdl.handle.net/11449/68469
identifier_str_mv Journal of the Brazilian Chemical Society, v. 16, n. 6 B, p. 1396-1401, 2005.
0103-5053
10.1590/S0103-50532005000800016
S0103-50532005000800016
WOS:000234078700016
2-s2.0-30844450834
2-s2.0-30844450834.pdf
2518006820764120
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Journal of the Brazilian Chemical Society
1.444
0,357
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 1396-1401
application/pdf
dc.source.none.fl_str_mv Scopus
reponame:Repositório Institucional da UNESP
instname:Universidade Estadual Paulista (UNESP)
instacron:UNESP
instname_str Universidade Estadual Paulista (UNESP)
instacron_str UNESP
institution UNESP
reponame_str Repositório Institucional da UNESP
collection Repositório Institucional da UNESP
repository.name.fl_str_mv Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)
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