Identification of ellagic acid derivatives in methanolic extracts from Qualea species
Autor(a) principal: | |
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Data de Publicação: | 2008 |
Outros Autores: | , , , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Institucional da UNESP |
Texto Completo: | http://www.znaturforsch.com/s63c/s63c0789.pdf http://hdl.handle.net/11449/70831 |
Resumo: | The methanolic extract from the barks of the medicinal plant Qualea parviflora (Vochysiaceae) was fractionated by column chromatography over silica gel followed by gel permeation over Sephadex LH-20 to give 3,3′-di-O- methylellagic acid-4-O-β-D-glucopyranoside (1), 3-O-methylellagic acid-4′-O-α-L-rhamnopyranoside (2), 3,3′,4-tri-O-methylellagic acid-4′-O-β-D-glucopyranoside (3), and 3,3′-di-O-methylellagic acid (4), together with triterpenes and saponins. We also performed comparative analyses among this species and Q. grandiflora and Q. multiflora using high-pressure liquid chromatography. The biological assays showed that, when compared to the standard ellagic acid, compounds 1-4 are less cytotoxic but have a lower capacity of stimulating murine peritoneal macrophages to release nitric oxide and tumoural-α necrose factor. © 2008 Verlag der Zeitschrift für Naturforschung. |
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Identification of ellagic acid derivatives in methanolic extracts from Qualea speciesEllagic acid derivativesLiquid chromatographyQualeaellagic acidlipopolysaccharidemethanolnitric oxideplant extractthioglycolic acid derivativetumor necrosis factor alphaangiospermanimalcell survivalchemistrycytologydrug effecthigh performance liquid chromatographyisolation and purificationmacrophagemetabolismmousenuclear magnetic resonance spectroscopyphysiologyAngiospermsAnimalsCell SurvivalChromatography, High Pressure LiquidEllagic AcidLipopolysaccharidesMacrophagesMagnetic Resonance SpectroscopyMethanolMiceNitric OxidePlant ExtractsThioglycolatesTumor Necrosis Factor-alphaMurinaeQualea grandifloraQualea multifloraVochysiaceaeThe methanolic extract from the barks of the medicinal plant Qualea parviflora (Vochysiaceae) was fractionated by column chromatography over silica gel followed by gel permeation over Sephadex LH-20 to give 3,3′-di-O- methylellagic acid-4-O-β-D-glucopyranoside (1), 3-O-methylellagic acid-4′-O-α-L-rhamnopyranoside (2), 3,3′,4-tri-O-methylellagic acid-4′-O-β-D-glucopyranoside (3), and 3,3′-di-O-methylellagic acid (4), together with triterpenes and saponins. We also performed comparative analyses among this species and Q. grandiflora and Q. multiflora using high-pressure liquid chromatography. The biological assays showed that, when compared to the standard ellagic acid, compounds 1-4 are less cytotoxic but have a lower capacity of stimulating murine peritoneal macrophages to release nitric oxide and tumoural-α necrose factor. © 2008 Verlag der Zeitschrift für Naturforschung.Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)UNESP - São Paulo State University Instituto de Química de Araraquara, C. Postal 355, 14801-970, Araraquara, SPUNESP - São Paulo State University Faculdade de Ciências Farmacêuticas, C. Postal 502, 14801-902, Araraquara, SPUNICAMP - Campinas State University Instituto de Química, 13083-970, Campinas, SPUNESP - São Paulo State University Departamento de Farmacologia Instituto de Biociências, 18618-000, Botucatu, SPUNESP - São Paulo State University Instituto de Química de Araraquara, C. Postal 355, 14801-970, Araraquara, SPUNESP - São Paulo State University Faculdade de Ciências Farmacêuticas, C. Postal 502, 14801-902, Araraquara, SPUNESP - São Paulo State University Departamento de Farmacologia Instituto de Biociências, 18618-000, Botucatu, SPFAPESP: 02/05503-6Universidade Estadual Paulista (Unesp)Universidade Estadual de Campinas (UNICAMP)Nasser, Ana L. M. [UNESP]Carli, Camila B. A. [UNESP]Rodrigues, Clenilson M. [UNESP]Maia, Danielle C. G. [UNESP]Carlos, Iracilda Zeppone [UNESP]Eberlin, Marcos N.Hiruma-Lima, Clélia A. [UNESP]Vilegas, Wagner [UNESP]2014-05-27T11:23:49Z2014-05-27T11:23:49Z2008-12-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article794-800application/pdfhttp://www.znaturforsch.com/s63c/s63c0789.pdfZeitschrift fur Naturforschung - Section C Journal of Biosciences, v. 63, n. 11-12, p. 794-800, 2008.0939-5075http://hdl.handle.net/11449/70831WOS:0002626770000032-s2.0-588490962872-s2.0-58849096287.pdf38145049013868440000-0002-8645-37770000-0003-3032-2556Scopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengZeitschrift fur Naturforschung - Section C Journal of Biosciences0.8820,288info:eu-repo/semantics/openAccess2023-12-21T06:21:41Zoai:repositorio.unesp.br:11449/70831Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-08-05T20:55:02.584981Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false |
dc.title.none.fl_str_mv |
Identification of ellagic acid derivatives in methanolic extracts from Qualea species |
title |
Identification of ellagic acid derivatives in methanolic extracts from Qualea species |
spellingShingle |
Identification of ellagic acid derivatives in methanolic extracts from Qualea species Nasser, Ana L. M. [UNESP] Ellagic acid derivatives Liquid chromatography Qualea ellagic acid lipopolysaccharide methanol nitric oxide plant extract thioglycolic acid derivative tumor necrosis factor alpha angiosperm animal cell survival chemistry cytology drug effect high performance liquid chromatography isolation and purification macrophage metabolism mouse nuclear magnetic resonance spectroscopy physiology Angiosperms Animals Cell Survival Chromatography, High Pressure Liquid Ellagic Acid Lipopolysaccharides Macrophages Magnetic Resonance Spectroscopy Methanol Mice Nitric Oxide Plant Extracts Thioglycolates Tumor Necrosis Factor-alpha Murinae Qualea grandiflora Qualea multiflora Vochysiaceae |
title_short |
Identification of ellagic acid derivatives in methanolic extracts from Qualea species |
title_full |
Identification of ellagic acid derivatives in methanolic extracts from Qualea species |
title_fullStr |
Identification of ellagic acid derivatives in methanolic extracts from Qualea species |
title_full_unstemmed |
Identification of ellagic acid derivatives in methanolic extracts from Qualea species |
title_sort |
Identification of ellagic acid derivatives in methanolic extracts from Qualea species |
author |
Nasser, Ana L. M. [UNESP] |
author_facet |
Nasser, Ana L. M. [UNESP] Carli, Camila B. A. [UNESP] Rodrigues, Clenilson M. [UNESP] Maia, Danielle C. G. [UNESP] Carlos, Iracilda Zeppone [UNESP] Eberlin, Marcos N. Hiruma-Lima, Clélia A. [UNESP] Vilegas, Wagner [UNESP] |
author_role |
author |
author2 |
Carli, Camila B. A. [UNESP] Rodrigues, Clenilson M. [UNESP] Maia, Danielle C. G. [UNESP] Carlos, Iracilda Zeppone [UNESP] Eberlin, Marcos N. Hiruma-Lima, Clélia A. [UNESP] Vilegas, Wagner [UNESP] |
author2_role |
author author author author author author author |
dc.contributor.none.fl_str_mv |
Universidade Estadual Paulista (Unesp) Universidade Estadual de Campinas (UNICAMP) |
dc.contributor.author.fl_str_mv |
Nasser, Ana L. M. [UNESP] Carli, Camila B. A. [UNESP] Rodrigues, Clenilson M. [UNESP] Maia, Danielle C. G. [UNESP] Carlos, Iracilda Zeppone [UNESP] Eberlin, Marcos N. Hiruma-Lima, Clélia A. [UNESP] Vilegas, Wagner [UNESP] |
dc.subject.por.fl_str_mv |
Ellagic acid derivatives Liquid chromatography Qualea ellagic acid lipopolysaccharide methanol nitric oxide plant extract thioglycolic acid derivative tumor necrosis factor alpha angiosperm animal cell survival chemistry cytology drug effect high performance liquid chromatography isolation and purification macrophage metabolism mouse nuclear magnetic resonance spectroscopy physiology Angiosperms Animals Cell Survival Chromatography, High Pressure Liquid Ellagic Acid Lipopolysaccharides Macrophages Magnetic Resonance Spectroscopy Methanol Mice Nitric Oxide Plant Extracts Thioglycolates Tumor Necrosis Factor-alpha Murinae Qualea grandiflora Qualea multiflora Vochysiaceae |
topic |
Ellagic acid derivatives Liquid chromatography Qualea ellagic acid lipopolysaccharide methanol nitric oxide plant extract thioglycolic acid derivative tumor necrosis factor alpha angiosperm animal cell survival chemistry cytology drug effect high performance liquid chromatography isolation and purification macrophage metabolism mouse nuclear magnetic resonance spectroscopy physiology Angiosperms Animals Cell Survival Chromatography, High Pressure Liquid Ellagic Acid Lipopolysaccharides Macrophages Magnetic Resonance Spectroscopy Methanol Mice Nitric Oxide Plant Extracts Thioglycolates Tumor Necrosis Factor-alpha Murinae Qualea grandiflora Qualea multiflora Vochysiaceae |
description |
The methanolic extract from the barks of the medicinal plant Qualea parviflora (Vochysiaceae) was fractionated by column chromatography over silica gel followed by gel permeation over Sephadex LH-20 to give 3,3′-di-O- methylellagic acid-4-O-β-D-glucopyranoside (1), 3-O-methylellagic acid-4′-O-α-L-rhamnopyranoside (2), 3,3′,4-tri-O-methylellagic acid-4′-O-β-D-glucopyranoside (3), and 3,3′-di-O-methylellagic acid (4), together with triterpenes and saponins. We also performed comparative analyses among this species and Q. grandiflora and Q. multiflora using high-pressure liquid chromatography. The biological assays showed that, when compared to the standard ellagic acid, compounds 1-4 are less cytotoxic but have a lower capacity of stimulating murine peritoneal macrophages to release nitric oxide and tumoural-α necrose factor. © 2008 Verlag der Zeitschrift für Naturforschung. |
publishDate |
2008 |
dc.date.none.fl_str_mv |
2008-12-01 2014-05-27T11:23:49Z 2014-05-27T11:23:49Z |
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://www.znaturforsch.com/s63c/s63c0789.pdf Zeitschrift fur Naturforschung - Section C Journal of Biosciences, v. 63, n. 11-12, p. 794-800, 2008. 0939-5075 http://hdl.handle.net/11449/70831 WOS:000262677000003 2-s2.0-58849096287 2-s2.0-58849096287.pdf 3814504901386844 0000-0002-8645-3777 0000-0003-3032-2556 |
url |
http://www.znaturforsch.com/s63c/s63c0789.pdf http://hdl.handle.net/11449/70831 |
identifier_str_mv |
Zeitschrift fur Naturforschung - Section C Journal of Biosciences, v. 63, n. 11-12, p. 794-800, 2008. 0939-5075 WOS:000262677000003 2-s2.0-58849096287 2-s2.0-58849096287.pdf 3814504901386844 0000-0002-8645-3777 0000-0003-3032-2556 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
Zeitschrift fur Naturforschung - Section C Journal of Biosciences 0.882 0,288 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
794-800 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 |
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1808129262735065088 |