Estudo fitoquímico de três espécies pertencentes à família Rhamnaceae: Discaria americana, Colletia paradoxa e Gouania ulmifolia
Ano de defesa: | 2005 |
---|---|
Autor(a) principal: | |
Orientador(a): | |
Banca de defesa: | , |
Tipo de documento: | Tese |
Tipo de acesso: | Acesso aberto |
Idioma: | por |
Instituição de defesa: |
Universidade Federal de Santa Maria
|
Programa de Pós-Graduação: |
Programa de Pós-Graduação em Química
|
Departamento: |
Química
|
País: |
BR
|
Palavras-chave em Português: | |
Área do conhecimento CNPq: | |
Link de acesso: | http://repositorio.ufsm.br/handle/1/4144 |
Resumo: | The present work describes the phytochemistry study and antimicrobial activity of the aerial parts and bark root of three species from Rhamnaceae family: Discaria americana Gilles & Hook, Colletia paradoxa Sprengel and Gouania ulmifolia Hook & Arnott. Four new cyclopeptide natural, discarene C (154), discarene D (155), discarine M (156), discarine N (157) and nine cyclopeptide alkaloids, adoutine Y (92), adoutine Y' (47), franganine (66), frangulanine (67), discarine A (59), discarine B (58), discarine C (100), discarine D (101) and myrianthine A (105), a pentacyclic triterpenoid, acid betulinic (192) and three sterols, β-Sitosterol (195), β-sitosterol-3-O-6-β-D-glucopyranoside (196) and β-sitosterol-3-O-6-stearoyl-β-D-glucopyranoside (197), were isolated of the bark root of D. americana, along with three compounds already described 192, 195, 196, two pentacyclic triterpenoids, ursolic acid (194) and ceanotic acid (193) and an ester derived from ferulic acid (198) of the aerial parts. From the aerial parts of C. paradoxa it was isolated a new compound, called seco-3,4-germanicone (205), along with the known compounds ursolic acid (194), lupeol (199), betulinic acid (192), ceanothic acid (193), taraxerol (200), taraxerone (201), seco-3,4-taraxerone (202), germanicol (203), germanicone (204), β-sitosterol (195) and β-sitosterol-3-O-6-β-D-glucopyranoside (196). From the bark root it was isolated zizyberenalic acid (206), along with compounds 192, 193, 194, 195 and 196. The extracts of the aerial parts of Gouania ulmifolia, two new pentacyclic triterpenoids were isolated, 2-hydroxy-2-nor-20(29)-lupen-27,28-dioic acid (208)and 24-hydroxy-A(1)-nor-2,20(29)-lupadien-27,28-dioic acid (209), along with the known compounds lupeol (199), betulinic acid (192), alphitolic acid (207), β-sitosterol (195) and β-sitosterol-3-O-6-β-D-glucopyranoside (196). All compounds are being described for the first time in the species. Additionally, antimicrobial activity of extracts, fractions and isolated compounds of Discaria americana, Colletia paradoxa and Gouania ulmifolia was analyzed, through the bioautography technique, measuring the inhibitory activity of the growth on different microorganisms, three Gram positive bacteria (Staphylococcus aureus, Bacillus subtilis, Staphylococcus epidermidis) and four Gram negative bacteria (Klebsiella pneumonia, Salmonella setubal, Escherichia coli and Pseudomona aeruginosa) and the fungus (Saccharomyces cerevisiae and Candida albicans). |
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2017-05-252017-05-252005-08-26GIACOMELLI, Sandro Rogério. "Phytochemistry study of three species from Rhamnaceae family: Discaria americana, Colletia paradoxa and Gouania ulmifolia". 2005. 333 f. Tese (Doutorado em Química) - Universidade Federal de Santa Maria, Santa Maria, 2005.http://repositorio.ufsm.br/handle/1/4144The present work describes the phytochemistry study and antimicrobial activity of the aerial parts and bark root of three species from Rhamnaceae family: Discaria americana Gilles & Hook, Colletia paradoxa Sprengel and Gouania ulmifolia Hook & Arnott. Four new cyclopeptide natural, discarene C (154), discarene D (155), discarine M (156), discarine N (157) and nine cyclopeptide alkaloids, adoutine Y (92), adoutine Y' (47), franganine (66), frangulanine (67), discarine A (59), discarine B (58), discarine C (100), discarine D (101) and myrianthine A (105), a pentacyclic triterpenoid, acid betulinic (192) and three sterols, β-Sitosterol (195), β-sitosterol-3-O-6-β-D-glucopyranoside (196) and β-sitosterol-3-O-6-stearoyl-β-D-glucopyranoside (197), were isolated of the bark root of D. americana, along with three compounds already described 192, 195, 196, two pentacyclic triterpenoids, ursolic acid (194) and ceanotic acid (193) and an ester derived from ferulic acid (198) of the aerial parts. From the aerial parts of C. paradoxa it was isolated a new compound, called seco-3,4-germanicone (205), along with the known compounds ursolic acid (194), lupeol (199), betulinic acid (192), ceanothic acid (193), taraxerol (200), taraxerone (201), seco-3,4-taraxerone (202), germanicol (203), germanicone (204), β-sitosterol (195) and β-sitosterol-3-O-6-β-D-glucopyranoside (196). From the bark root it was isolated zizyberenalic acid (206), along with compounds 192, 193, 194, 195 and 196. The extracts of the aerial parts of Gouania ulmifolia, two new pentacyclic triterpenoids were isolated, 2-hydroxy-2-nor-20(29)-lupen-27,28-dioic acid (208)and 24-hydroxy-A(1)-nor-2,20(29)-lupadien-27,28-dioic acid (209), along with the known compounds lupeol (199), betulinic acid (192), alphitolic acid (207), β-sitosterol (195) and β-sitosterol-3-O-6-β-D-glucopyranoside (196). All compounds are being described for the first time in the species. Additionally, antimicrobial activity of extracts, fractions and isolated compounds of Discaria americana, Colletia paradoxa and Gouania ulmifolia was analyzed, through the bioautography technique, measuring the inhibitory activity of the growth on different microorganisms, three Gram positive bacteria (Staphylococcus aureus, Bacillus subtilis, Staphylococcus epidermidis) and four Gram negative bacteria (Klebsiella pneumonia, Salmonella setubal, Escherichia coli and Pseudomona aeruginosa) and the fungus (Saccharomyces cerevisiae and Candida albicans).O presente trabalho descreve o estudo fitoquímico e antimicrobiano das partes aéreas e casca da raiz de três espécies pertencentes à família Rhamnaceae: Discaria americana Gilles & Hook, Colletia paradoxa Sprengel e Gouania ulmifolia Hook & Arnott. Quatro novos ciclopeptídeos naturais, discareno C (154), discareno D (155), discarina M (156), discarina N (157) e nove alcalóides ciclopeptídicos, adoutina Y (92), adoutina Y (47), franganina (66), frangulanina (67), discarina A (59), discarina B (58), discarina C (100), discarina D (101) e miriantina A (105), um triterpeno pentacíclico, ácido betulínico (192) e três esteróides, β-sitosterol (195), β-sitosterol glicosilado (196) e β-sitosterol 6'-O-acil glicosilado (197), foram isolados da casca da raiz de D. americana, juntamente com três compostos já descritos 192, 195, 196, dois triterpenos pentacíclicos, ácido ursólico (194) e ácido ceanótico (193) e um éster derivado ácido ferúlico (198) das partes aéreas. Das partes aéreas de C. paradoxa isolou-se um novo metabólito, denominado seco-3,4-germanicona (205), juntamente com os compostos conhecidos, ácido ursólico (194), lupeol (199), ácido betulínico (192), ácido ceanótico (193), taraxerol (200), taraxerona (201), seco-3,4-taraxerona (202), germanicol (203), germanicona (204), β-sitosterol (195) e β-sitosterol glicosilado (196). Da casca da raiz foi isolado ácido ziziberenálico (206), juntamente com os compostos 192, 193, 194, 195 e 196. Dos extratos das partes aéreas de Gouania ulmifolia foram isolados dois novos triterpenos pentacíclicos, ácido 2-hidroxi-2-nor-20(29)-lupen-27,28-dióico (208) e ácido 24-hidroxi-A(1)-nor-2,20(29)-lupadien-27,28-dióico (209), juntamente com os compostos conhecidos lupeol (199), ácido betulínico (192), ácido alfitólico (207), β-sitosterol (195) e β-sitosterol glicosilado (196). Todos compostos estão sendo descritos pela primeira vez na espécie. Adicionalmente, foram analisadas as atividades antimicrobianas dos extratos, frações e metabólitos isolados de Discaria americana, Colletia paradoxa e Gouania ulmifolia, através da técnica de bioautografia, medindo-se as atividades inibitórias do crescimento sobre diferentes microorganismos, três bactérias Gram positivas (Staphylococcus aureus, Bacillus subtilis, Staphylococcus epidermidis) e quatro bactérias Gram negativas (Klebsiella pneumonia, Salmonella setubal, Escherichia coli e Pseudomona aeruginosa) e os fungos (Saccharomyces cerevisiae e Candida albicans).Conselho Nacional de Desenvolvimento Científico e Tecnológicoapplication/pdfporUniversidade Federal de Santa MariaPrograma de Pós-Graduação em QuímicaUFSMBRQuímicaQuímicaQuímica orgânicaFitoquímicaDiscaria americanaColletia paradoxaGouania ulmifoliaAntomicrobianosCNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA Estudo fitoquímico de três espécies pertencentes à família Rhamnaceae: Discaria americana, Colletia paradoxa e Gouania ulmifolia "Phytochemistry study of three species from Rhamnaceae family: Discaria americana, Colletia paradoxa and Gouania ulmifolia"info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/doctoralThesisMorel, Ademir Fariashttp://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4783930A8Dalcol, Ionara Irionhttp://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4797864E9Mostardeiro, Marco Aureliohttp://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4785681E6http://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4792512E1Giacomelli, Sandro Rogério1006000000004003003003003008c99befa-f1b3-4afb-98b8-7fab46c3d493f7dc53ec-16bb-4e9d-8368-55cfad621fde2cbacb00-be94-498b-9c77-1d47963baf69e428c287-1542-4baf-bacc-c71aa65fc73ainfo:eu-repo/semantics/openAccessreponame:Biblioteca Digital de Teses e Dissertações do UFSMinstname:Universidade Federal de Santa Maria (UFSM)instacron:UFSMORIGINALSANDROGIACOMELLI.pdfapplication/pdf12864881http://repositorio.ufsm.br/bitstream/1/4144/1/SANDROGIACOMELLI.pdfd060951d694f70681a61b9da8f562d54MD51TEXTSANDROGIACOMELLI.pdf.txtSANDROGIACOMELLI.pdf.txtExtracted texttext/plain429568http://repositorio.ufsm.br/bitstream/1/4144/2/SANDROGIACOMELLI.pdf.txtb4ab6f014915f88ff45bf84aae6dcdbeMD52THUMBNAILSANDROGIACOMELLI.pdf.jpgSANDROGIACOMELLI.pdf.jpgIM Thumbnailimage/jpeg5009http://repositorio.ufsm.br/bitstream/1/4144/3/SANDROGIACOMELLI.pdf.jpge77e77c03c39976dbeb0365f571736acMD531/41442017-07-25 11:05:08.863oai:repositorio.ufsm.br:1/4144Biblioteca Digital de Teses e Dissertaçõeshttps://repositorio.ufsm.br/ONGhttps://repositorio.ufsm.br/oai/requestatendimento.sib@ufsm.br||tedebc@gmail.comopendoar:2017-07-25T14:05:08Biblioteca Digital de Teses e Dissertações do UFSM - Universidade Federal de Santa Maria (UFSM)false |
dc.title.por.fl_str_mv |
Estudo fitoquímico de três espécies pertencentes à família Rhamnaceae: Discaria americana, Colletia paradoxa e Gouania ulmifolia |
dc.title.alternative.eng.fl_str_mv |
"Phytochemistry study of three species from Rhamnaceae family: Discaria americana, Colletia paradoxa and Gouania ulmifolia" |
title |
Estudo fitoquímico de três espécies pertencentes à família Rhamnaceae: Discaria americana, Colletia paradoxa e Gouania ulmifolia |
spellingShingle |
Estudo fitoquímico de três espécies pertencentes à família Rhamnaceae: Discaria americana, Colletia paradoxa e Gouania ulmifolia Giacomelli, Sandro Rogério Química Química orgânica Fitoquímica Discaria americana Colletia paradoxa Gouania ulmifolia Antomicrobianos CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA |
title_short |
Estudo fitoquímico de três espécies pertencentes à família Rhamnaceae: Discaria americana, Colletia paradoxa e Gouania ulmifolia |
title_full |
Estudo fitoquímico de três espécies pertencentes à família Rhamnaceae: Discaria americana, Colletia paradoxa e Gouania ulmifolia |
title_fullStr |
Estudo fitoquímico de três espécies pertencentes à família Rhamnaceae: Discaria americana, Colletia paradoxa e Gouania ulmifolia |
title_full_unstemmed |
Estudo fitoquímico de três espécies pertencentes à família Rhamnaceae: Discaria americana, Colletia paradoxa e Gouania ulmifolia |
title_sort |
Estudo fitoquímico de três espécies pertencentes à família Rhamnaceae: Discaria americana, Colletia paradoxa e Gouania ulmifolia |
author |
Giacomelli, Sandro Rogério |
author_facet |
Giacomelli, Sandro Rogério |
author_role |
author |
dc.contributor.advisor1.fl_str_mv |
Morel, Ademir Farias |
dc.contributor.advisor1Lattes.fl_str_mv |
http://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4783930A8 |
dc.contributor.referee1.fl_str_mv |
Dalcol, Ionara Irion |
dc.contributor.referee1Lattes.fl_str_mv |
http://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4797864E9 |
dc.contributor.referee2.fl_str_mv |
Mostardeiro, Marco Aurelio |
dc.contributor.referee2Lattes.fl_str_mv |
http://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4785681E6 |
dc.contributor.authorLattes.fl_str_mv |
http://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4792512E1 |
dc.contributor.author.fl_str_mv |
Giacomelli, Sandro Rogério |
contributor_str_mv |
Morel, Ademir Farias Dalcol, Ionara Irion Mostardeiro, Marco Aurelio |
dc.subject.por.fl_str_mv |
Química Química orgânica Fitoquímica Discaria americana Colletia paradoxa Gouania ulmifolia Antomicrobianos |
topic |
Química Química orgânica Fitoquímica Discaria americana Colletia paradoxa Gouania ulmifolia Antomicrobianos CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA |
dc.subject.cnpq.fl_str_mv |
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA |
description |
The present work describes the phytochemistry study and antimicrobial activity of the aerial parts and bark root of three species from Rhamnaceae family: Discaria americana Gilles & Hook, Colletia paradoxa Sprengel and Gouania ulmifolia Hook & Arnott. Four new cyclopeptide natural, discarene C (154), discarene D (155), discarine M (156), discarine N (157) and nine cyclopeptide alkaloids, adoutine Y (92), adoutine Y' (47), franganine (66), frangulanine (67), discarine A (59), discarine B (58), discarine C (100), discarine D (101) and myrianthine A (105), a pentacyclic triterpenoid, acid betulinic (192) and three sterols, β-Sitosterol (195), β-sitosterol-3-O-6-β-D-glucopyranoside (196) and β-sitosterol-3-O-6-stearoyl-β-D-glucopyranoside (197), were isolated of the bark root of D. americana, along with three compounds already described 192, 195, 196, two pentacyclic triterpenoids, ursolic acid (194) and ceanotic acid (193) and an ester derived from ferulic acid (198) of the aerial parts. From the aerial parts of C. paradoxa it was isolated a new compound, called seco-3,4-germanicone (205), along with the known compounds ursolic acid (194), lupeol (199), betulinic acid (192), ceanothic acid (193), taraxerol (200), taraxerone (201), seco-3,4-taraxerone (202), germanicol (203), germanicone (204), β-sitosterol (195) and β-sitosterol-3-O-6-β-D-glucopyranoside (196). From the bark root it was isolated zizyberenalic acid (206), along with compounds 192, 193, 194, 195 and 196. The extracts of the aerial parts of Gouania ulmifolia, two new pentacyclic triterpenoids were isolated, 2-hydroxy-2-nor-20(29)-lupen-27,28-dioic acid (208)and 24-hydroxy-A(1)-nor-2,20(29)-lupadien-27,28-dioic acid (209), along with the known compounds lupeol (199), betulinic acid (192), alphitolic acid (207), β-sitosterol (195) and β-sitosterol-3-O-6-β-D-glucopyranoside (196). All compounds are being described for the first time in the species. Additionally, antimicrobial activity of extracts, fractions and isolated compounds of Discaria americana, Colletia paradoxa and Gouania ulmifolia was analyzed, through the bioautography technique, measuring the inhibitory activity of the growth on different microorganisms, three Gram positive bacteria (Staphylococcus aureus, Bacillus subtilis, Staphylococcus epidermidis) and four Gram negative bacteria (Klebsiella pneumonia, Salmonella setubal, Escherichia coli and Pseudomona aeruginosa) and the fungus (Saccharomyces cerevisiae and Candida albicans). |
publishDate |
2005 |
dc.date.issued.fl_str_mv |
2005-08-26 |
dc.date.accessioned.fl_str_mv |
2017-05-25 |
dc.date.available.fl_str_mv |
2017-05-25 |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
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info:eu-repo/semantics/doctoralThesis |
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doctoralThesis |
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publishedVersion |
dc.identifier.citation.fl_str_mv |
GIACOMELLI, Sandro Rogério. "Phytochemistry study of three species from Rhamnaceae family: Discaria americana, Colletia paradoxa and Gouania ulmifolia". 2005. 333 f. Tese (Doutorado em Química) - Universidade Federal de Santa Maria, Santa Maria, 2005. |
dc.identifier.uri.fl_str_mv |
http://repositorio.ufsm.br/handle/1/4144 |
identifier_str_mv |
GIACOMELLI, Sandro Rogério. "Phytochemistry study of three species from Rhamnaceae family: Discaria americana, Colletia paradoxa and Gouania ulmifolia". 2005. 333 f. Tese (Doutorado em Química) - Universidade Federal de Santa Maria, Santa Maria, 2005. |
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http://repositorio.ufsm.br/handle/1/4144 |
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Universidade Federal de Santa Maria |
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