New biflavonoid and other flavonoids from the leaves of Chimarrhis turbinata and their antioxidant activities
Autor(a) principal: | |
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Data de Publicação: | 2005 |
Outros Autores: | , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Institucional da UNESP |
Texto Completo: | http://dx.doi.org/10.1590/S0103-50532005000800008 http://hdl.handle.net/11449/68467 |
Resumo: | A new biflavonol, named chimarrhoside (1), and eight known flavonol glycosides (2-9), were isolated from the leaves of Chimarrhis turbinata. Their structures were established on the basis of 1D and 2D NMR experiments as quercetin-3-O-rutinoside (2), kaempferol-3-O-rutinoside (3), kaempferol-3-O-α-L-rhamnopyranosyl-(1→6)-β-D-galactopyranoside (4), quercetin-3-O-α-L-rhamnopyranosyl-(1→6)-β-D- galactopyranoside (5), 6-hydroxy-rutin (6), kaempferol-3-O-D-galactopyranoside (7), kaempferol-3-O-D-glucopyranoside (8) and kaempferol-3-O-α- Lrhamnopyranosyl-(1→6)-α-L-rhamnopyranosyl-(1→4) -β-D-glucopyranoside (9). In addition, catechin (10) and catechin-(4α→8)-catechin-procyanidin B-3) (11) were isolated. The crude extract, fractions and isolated compounds were evaluated for their antioxidative properties using an autographic assay based on β-carotene bleaching on TLC plates, and spectrophotometric detection by reduction of the stable 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical. Flavonoids 2, 5, 6, 10 and 11 displayed strong free radical scavenging activity, when compared with the standards BHT and rutin. ©2005 Sociedade Brasileira de Química. |
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New biflavonoid and other flavonoids from the leaves of Chimarrhis turbinata and their antioxidant activitiesβ-caroteneChimarrhosideDPPHRubiaceaeA new biflavonol, named chimarrhoside (1), and eight known flavonol glycosides (2-9), were isolated from the leaves of Chimarrhis turbinata. Their structures were established on the basis of 1D and 2D NMR experiments as quercetin-3-O-rutinoside (2), kaempferol-3-O-rutinoside (3), kaempferol-3-O-α-L-rhamnopyranosyl-(1→6)-β-D-galactopyranoside (4), quercetin-3-O-α-L-rhamnopyranosyl-(1→6)-β-D- galactopyranoside (5), 6-hydroxy-rutin (6), kaempferol-3-O-D-galactopyranoside (7), kaempferol-3-O-D-glucopyranoside (8) and kaempferol-3-O-α- Lrhamnopyranosyl-(1→6)-α-L-rhamnopyranosyl-(1→4) -β-D-glucopyranoside (9). In addition, catechin (10) and catechin-(4α→8)-catechin-procyanidin B-3) (11) were isolated. The crude extract, fractions and isolated compounds were evaluated for their antioxidative properties using an autographic assay based on β-carotene bleaching on TLC plates, and spectrophotometric detection by reduction of the stable 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical. Flavonoids 2, 5, 6, 10 and 11 displayed strong free radical scavenging activity, when compared with the standards BHT and rutin. ©2005 Sociedade Brasileira de Química.Instituto de Química Universidade Estadual Paulista, CP 355, 14800-900 Araraquara-SPInstituto de Química Universidade Estadual Paulista, CP 355, 14800-900 Araraquara-SPUniversidade Estadual Paulista (Unesp)Cardoso, Carmem L. [UNESP]Silva, Dulce Helena Siqueira [UNESP]Castro-Gamboa, Ian [UNESP]Bolzani, Vanderlan da Silva [UNESP]2014-05-27T11:21:39Z2014-05-27T11:21:39Z2005-11-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article1353-1359application/pdfhttp://dx.doi.org/10.1590/S0103-50532005000800008Journal of the Brazilian Chemical Society, v. 16, n. 6 B, p. 1353-1359, 2005.0103-5053http://hdl.handle.net/11449/6846710.1590/S0103-50532005000800008S0103-50532005000800008WOS:0002340787000082-s2.0-308444664282-s2.0-30844466428.pdf470200490423124844840836852516730000-0002-1516-7765Scopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengJournal of the Brazilian Chemical Society1.4440,357info:eu-repo/semantics/openAccess2023-12-20T06:23:03Zoai:repositorio.unesp.br:11449/68467Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-08-05T20:49:28.860431Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false |
dc.title.none.fl_str_mv |
New biflavonoid and other flavonoids from the leaves of Chimarrhis turbinata and their antioxidant activities |
title |
New biflavonoid and other flavonoids from the leaves of Chimarrhis turbinata and their antioxidant activities |
spellingShingle |
New biflavonoid and other flavonoids from the leaves of Chimarrhis turbinata and their antioxidant activities Cardoso, Carmem L. [UNESP] β-carotene Chimarrhoside DPPH Rubiaceae |
title_short |
New biflavonoid and other flavonoids from the leaves of Chimarrhis turbinata and their antioxidant activities |
title_full |
New biflavonoid and other flavonoids from the leaves of Chimarrhis turbinata and their antioxidant activities |
title_fullStr |
New biflavonoid and other flavonoids from the leaves of Chimarrhis turbinata and their antioxidant activities |
title_full_unstemmed |
New biflavonoid and other flavonoids from the leaves of Chimarrhis turbinata and their antioxidant activities |
title_sort |
New biflavonoid and other flavonoids from the leaves of Chimarrhis turbinata and their antioxidant activities |
author |
Cardoso, Carmem L. [UNESP] |
author_facet |
Cardoso, Carmem L. [UNESP] Silva, Dulce Helena Siqueira [UNESP] Castro-Gamboa, Ian [UNESP] Bolzani, Vanderlan da Silva [UNESP] |
author_role |
author |
author2 |
Silva, Dulce Helena Siqueira [UNESP] Castro-Gamboa, Ian [UNESP] Bolzani, Vanderlan da Silva [UNESP] |
author2_role |
author author author |
dc.contributor.none.fl_str_mv |
Universidade Estadual Paulista (Unesp) |
dc.contributor.author.fl_str_mv |
Cardoso, Carmem L. [UNESP] Silva, Dulce Helena Siqueira [UNESP] Castro-Gamboa, Ian [UNESP] Bolzani, Vanderlan da Silva [UNESP] |
dc.subject.por.fl_str_mv |
β-carotene Chimarrhoside DPPH Rubiaceae |
topic |
β-carotene Chimarrhoside DPPH Rubiaceae |
description |
A new biflavonol, named chimarrhoside (1), and eight known flavonol glycosides (2-9), were isolated from the leaves of Chimarrhis turbinata. Their structures were established on the basis of 1D and 2D NMR experiments as quercetin-3-O-rutinoside (2), kaempferol-3-O-rutinoside (3), kaempferol-3-O-α-L-rhamnopyranosyl-(1→6)-β-D-galactopyranoside (4), quercetin-3-O-α-L-rhamnopyranosyl-(1→6)-β-D- galactopyranoside (5), 6-hydroxy-rutin (6), kaempferol-3-O-D-galactopyranoside (7), kaempferol-3-O-D-glucopyranoside (8) and kaempferol-3-O-α- Lrhamnopyranosyl-(1→6)-α-L-rhamnopyranosyl-(1→4) -β-D-glucopyranoside (9). In addition, catechin (10) and catechin-(4α→8)-catechin-procyanidin B-3) (11) were isolated. The crude extract, fractions and isolated compounds were evaluated for their antioxidative properties using an autographic assay based on β-carotene bleaching on TLC plates, and spectrophotometric detection by reduction of the stable 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical. Flavonoids 2, 5, 6, 10 and 11 displayed strong free radical scavenging activity, when compared with the standards BHT and rutin. ©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/S0103-50532005000800008 Journal of the Brazilian Chemical Society, v. 16, n. 6 B, p. 1353-1359, 2005. 0103-5053 http://hdl.handle.net/11449/68467 10.1590/S0103-50532005000800008 S0103-50532005000800008 WOS:000234078700008 2-s2.0-30844466428 2-s2.0-30844466428.pdf 4702004904231248 4484083685251673 0000-0002-1516-7765 |
url |
http://dx.doi.org/10.1590/S0103-50532005000800008 http://hdl.handle.net/11449/68467 |
identifier_str_mv |
Journal of the Brazilian Chemical Society, v. 16, n. 6 B, p. 1353-1359, 2005. 0103-5053 10.1590/S0103-50532005000800008 S0103-50532005000800008 WOS:000234078700008 2-s2.0-30844466428 2-s2.0-30844466428.pdf 4702004904231248 4484083685251673 0000-0002-1516-7765 |
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 |
1353-1359 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) |
repository.mail.fl_str_mv |
|
_version_ |
1808129255313244160 |