Estudo fitoquímico de piperaceas do norte e nordeste brasileiro: Piper lateripilosum Yuncker, Piper montealegreanum Yuncker, Piper mollicomum Kunth

Detalhes bibliográficos
Autor(a) principal: Pinto, Danielle Serafim
Data de Publicação: 2012
Tipo de documento: Tese
Idioma: por
Título da fonte: Biblioteca Digital de Teses e Dissertações da UFPB
Texto Completo: https://repositorio.ufpb.br/jspui/handle/tede/6727
Resumo: The genus Piper is the largest in the family Piperaceae, with at least 1,000 species distributed particularly in the Neotropical region, where about two thirds of the described species can be found. It is a genus commercially important and with many medical applications. The phytochemical investigation of species of this genus which is so rich in metabolites and has widespread use in folk medicine, besides its various biological activities reported in the literature, can open exciting perspectives for the chemistry, pharmacology and chemotaxonomy. This work reports the phytochemical study of three species of Piper, aiming at the isolation and identification of their chemical constituents as well as the pharmacological evaluation of extracts, fractions and isolated compounds. Through usual chromatographic methods and spectroscopic techniques such as IR and one- and two-dimensional 1H and 13C NMR techniques and comparison with literature data it was possible to isolate and identify five amides and two steroids from the aerial parts of Piper lateripilosum collected in Amapá, all of them isolated for the first time in this species. From Piper mollicomum collected in Paraíba were isolated a new amide and a coumarin of the hexane and chloroform phases of the crude ethanol extract of the leaves, respectively, and a benzoic acid derivative and a aristolactam of the chloroform phase obtained from the crude ethanol extract of the stem of this species. The amide is first reported in the literature, the coumarin for the first time in the genus and the benzoic acid derivative and the aristolactam for the first time in this species. From Piper montealegreanum collected in Belém-PA it was possible to isolate a new chalcone, 3 -methoxy,3,4 ,6 -trihydroxy, 2 ,5 -dimethylchalcone, and reisolate the flavonoids 8-formyl-3 ',5-dihydroxy-7-methoxy-6-methylflavanone; 3 '-formyl-3, 4', 6'-trihydroxy-2- methoxy-5-methylchalcone and (2'-methoxy-3'-formyl-4', 6'-dihydroxy-5'-methyl phenyl) - [3''-(dimethylbut-6''-enyl)- 7- phenyl-(3-hydroxy) -cyclohex-2''-enyl]-methyl-9-one. The extracts, some phases and substances isolated from the species studied were submitted to investigation of antimicrobial and hemolytic activities, and modulator of resistance to antibacterial drugs.
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spelling Estudo fitoquímico de piperaceas do norte e nordeste brasileiro: Piper lateripilosum Yuncker, Piper montealegreanum Yuncker, Piper mollicomum KunthPiperaceaeP. lateripilosumP. mollicomumP. montealegreanumPiperaceaeP. lateripilosumP. mollicomumP. montealegreanumCNPQ::CIENCIAS BIOLOGICAS::FARMACOLOGIAThe genus Piper is the largest in the family Piperaceae, with at least 1,000 species distributed particularly in the Neotropical region, where about two thirds of the described species can be found. It is a genus commercially important and with many medical applications. The phytochemical investigation of species of this genus which is so rich in metabolites and has widespread use in folk medicine, besides its various biological activities reported in the literature, can open exciting perspectives for the chemistry, pharmacology and chemotaxonomy. This work reports the phytochemical study of three species of Piper, aiming at the isolation and identification of their chemical constituents as well as the pharmacological evaluation of extracts, fractions and isolated compounds. Through usual chromatographic methods and spectroscopic techniques such as IR and one- and two-dimensional 1H and 13C NMR techniques and comparison with literature data it was possible to isolate and identify five amides and two steroids from the aerial parts of Piper lateripilosum collected in Amapá, all of them isolated for the first time in this species. From Piper mollicomum collected in Paraíba were isolated a new amide and a coumarin of the hexane and chloroform phases of the crude ethanol extract of the leaves, respectively, and a benzoic acid derivative and a aristolactam of the chloroform phase obtained from the crude ethanol extract of the stem of this species. The amide is first reported in the literature, the coumarin for the first time in the genus and the benzoic acid derivative and the aristolactam for the first time in this species. From Piper montealegreanum collected in Belém-PA it was possible to isolate a new chalcone, 3 -methoxy,3,4 ,6 -trihydroxy, 2 ,5 -dimethylchalcone, and reisolate the flavonoids 8-formyl-3 ',5-dihydroxy-7-methoxy-6-methylflavanone; 3 '-formyl-3, 4', 6'-trihydroxy-2- methoxy-5-methylchalcone and (2'-methoxy-3'-formyl-4', 6'-dihydroxy-5'-methyl phenyl) - [3''-(dimethylbut-6''-enyl)- 7- phenyl-(3-hydroxy) -cyclohex-2''-enyl]-methyl-9-one. The extracts, some phases and substances isolated from the species studied were submitted to investigation of antimicrobial and hemolytic activities, and modulator of resistance to antibacterial drugs.Coordenação de Aperfeiçoamento de Pessoal de Nível SuperiorO gênero Piper é o maior da família Piperaceae, com pelo menos 1000 espécies distribuídas especialmente na região Neotropical, onde cerca de dois terços das espécies descritas são encontradas. É um gênero com boa representatividade comercial e muitas aplicações medicinais. A investigação fitoquímica de espécies deste gênero, de tão grande riqueza metabólica e de vasta utilização pela medicina popular, além de suas várias atividades biológicas citadas na literatura, pode abrir perspectivas para a química, farmacologia e quimiotaxonomia. Este trabalho relata o estudo fitoquímico de três espécies de Piper, visando o isolamento e identificação de seus constituintes químicos, bem como a disponibilização de seus extratos, frações e substâncias isoladas, para realização de estudos farmacológicos. Utilizando-se métodos cromatográficos convencionais e técnicas espectroscópicas de IV e RMN de 1H e 13C uni e bidimensionais e a comparação dos dados com a literatura foi possível isolar e identificar das partes aéreas de Piper lateripilosum, coletada no Amapá, cinco amidas e dois esteróides todos isolados pela primeira vez nesta espécie. Da espécie Piper mollicomum, da Paraíba, foram isoladas uma nova amida e uma cumarina, das respectivas fases hexânica e clorofórmica do extrato etanólico bruto das folhas, além de um derivado do ácido benzóico e de uma aristolactama obtidos da fase clorofórmica do caule desta espécie. A amida está sendo relatada pela primeira vez na literatura, a cumarina pela primeira vez no gênero e o derivado do ácido benzóico e a aristolactama pela primeira vez nesta espécie. Das partes aéreas de Piper montealegreanum, coletada em Belém PA, foi possível isolar uma nova chalcona, a 3 -metoxi,3,4 ,6 -triidroxi, 2 ,5 -dimetilchalcona, bem como reisolar os flavonóides 8-formil-3 ,5-diidroxi-7-metoxi-6-metilflavanona; 3 -formil-3,4 ,6 -triidroxi-2 - metoxi-5 -metilchalcona e (2 -metoxi-3 -formil-4 ,6 -dihidroxi-5 -metilfenil)-[3 - (dimetilbut-6 -enil)-7-fenil-(3-hidroxi)-ciclohex-2 -enil]-metil-9-ona. Os extratos e algumas fases e substâncias isoladas foram disponibilizadas para a investigação da atividade antimicrobiana, hemolítica e moduladora da resistência à drogas antibacterianas.Universidade Federal da Paraí­baBRFarmacologiaPrograma de Pós Graduação em Produtos Naturais e Sintéticos BioativosUFPBChaves, Maria Célia de Oliveirahttp://lattes.cnpq.br/4969784888019638Pinto, Danielle Serafim2015-05-14T12:59:33Z2018-07-21T00:24:41Z2012-05-172018-07-21T00:24:41Z2012-02-06info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/doctoralThesisapplication/pdfPINTO, Danielle Serafim. Estudo fitoquímico de piperaceas do norte e nordeste brasileiro: Piper lateripilosum Yuncker, Piper montealegreanum Yuncker, Piper mollicomum Kunth. 2012. 298 f. Tese (Doutorado em Farmacologia) - Universidade Federal da Paraí­ba, João Pessoa, 2012.https://repositorio.ufpb.br/jspui/handle/tede/6727porinfo:eu-repo/semantics/openAccessreponame:Biblioteca Digital de Teses e Dissertações da UFPBinstname:Universidade Federal da Paraíba (UFPB)instacron:UFPB2018-09-06T01:33:59Zoai:repositorio.ufpb.br:tede/6727Biblioteca Digital de Teses e Dissertaçõeshttps://repositorio.ufpb.br/PUBhttp://tede.biblioteca.ufpb.br:8080/oai/requestdiretoria@ufpb.br|| diretoria@ufpb.bropendoar:2018-09-06T01:33:59Biblioteca Digital de Teses e Dissertações da UFPB - Universidade Federal da Paraíba (UFPB)false
dc.title.none.fl_str_mv Estudo fitoquímico de piperaceas do norte e nordeste brasileiro: Piper lateripilosum Yuncker, Piper montealegreanum Yuncker, Piper mollicomum Kunth
title Estudo fitoquímico de piperaceas do norte e nordeste brasileiro: Piper lateripilosum Yuncker, Piper montealegreanum Yuncker, Piper mollicomum Kunth
spellingShingle Estudo fitoquímico de piperaceas do norte e nordeste brasileiro: Piper lateripilosum Yuncker, Piper montealegreanum Yuncker, Piper mollicomum Kunth
Pinto, Danielle Serafim
Piperaceae
P. lateripilosum
P. mollicomum
P. montealegreanum
Piperaceae
P. lateripilosum
P. mollicomum
P. montealegreanum
CNPQ::CIENCIAS BIOLOGICAS::FARMACOLOGIA
title_short Estudo fitoquímico de piperaceas do norte e nordeste brasileiro: Piper lateripilosum Yuncker, Piper montealegreanum Yuncker, Piper mollicomum Kunth
title_full Estudo fitoquímico de piperaceas do norte e nordeste brasileiro: Piper lateripilosum Yuncker, Piper montealegreanum Yuncker, Piper mollicomum Kunth
title_fullStr Estudo fitoquímico de piperaceas do norte e nordeste brasileiro: Piper lateripilosum Yuncker, Piper montealegreanum Yuncker, Piper mollicomum Kunth
title_full_unstemmed Estudo fitoquímico de piperaceas do norte e nordeste brasileiro: Piper lateripilosum Yuncker, Piper montealegreanum Yuncker, Piper mollicomum Kunth
title_sort Estudo fitoquímico de piperaceas do norte e nordeste brasileiro: Piper lateripilosum Yuncker, Piper montealegreanum Yuncker, Piper mollicomum Kunth
author Pinto, Danielle Serafim
author_facet Pinto, Danielle Serafim
author_role author
dc.contributor.none.fl_str_mv Chaves, Maria Célia de Oliveira
http://lattes.cnpq.br/4969784888019638
dc.contributor.author.fl_str_mv Pinto, Danielle Serafim
dc.subject.por.fl_str_mv Piperaceae
P. lateripilosum
P. mollicomum
P. montealegreanum
Piperaceae
P. lateripilosum
P. mollicomum
P. montealegreanum
CNPQ::CIENCIAS BIOLOGICAS::FARMACOLOGIA
topic Piperaceae
P. lateripilosum
P. mollicomum
P. montealegreanum
Piperaceae
P. lateripilosum
P. mollicomum
P. montealegreanum
CNPQ::CIENCIAS BIOLOGICAS::FARMACOLOGIA
description The genus Piper is the largest in the family Piperaceae, with at least 1,000 species distributed particularly in the Neotropical region, where about two thirds of the described species can be found. It is a genus commercially important and with many medical applications. The phytochemical investigation of species of this genus which is so rich in metabolites and has widespread use in folk medicine, besides its various biological activities reported in the literature, can open exciting perspectives for the chemistry, pharmacology and chemotaxonomy. This work reports the phytochemical study of three species of Piper, aiming at the isolation and identification of their chemical constituents as well as the pharmacological evaluation of extracts, fractions and isolated compounds. Through usual chromatographic methods and spectroscopic techniques such as IR and one- and two-dimensional 1H and 13C NMR techniques and comparison with literature data it was possible to isolate and identify five amides and two steroids from the aerial parts of Piper lateripilosum collected in Amapá, all of them isolated for the first time in this species. From Piper mollicomum collected in Paraíba were isolated a new amide and a coumarin of the hexane and chloroform phases of the crude ethanol extract of the leaves, respectively, and a benzoic acid derivative and a aristolactam of the chloroform phase obtained from the crude ethanol extract of the stem of this species. The amide is first reported in the literature, the coumarin for the first time in the genus and the benzoic acid derivative and the aristolactam for the first time in this species. From Piper montealegreanum collected in Belém-PA it was possible to isolate a new chalcone, 3 -methoxy,3,4 ,6 -trihydroxy, 2 ,5 -dimethylchalcone, and reisolate the flavonoids 8-formyl-3 ',5-dihydroxy-7-methoxy-6-methylflavanone; 3 '-formyl-3, 4', 6'-trihydroxy-2- methoxy-5-methylchalcone and (2'-methoxy-3'-formyl-4', 6'-dihydroxy-5'-methyl phenyl) - [3''-(dimethylbut-6''-enyl)- 7- phenyl-(3-hydroxy) -cyclohex-2''-enyl]-methyl-9-one. The extracts, some phases and substances isolated from the species studied were submitted to investigation of antimicrobial and hemolytic activities, and modulator of resistance to antibacterial drugs.
publishDate 2012
dc.date.none.fl_str_mv 2012-05-17
2012-02-06
2015-05-14T12:59:33Z
2018-07-21T00:24:41Z
2018-07-21T00:24:41Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/doctoralThesis
format doctoralThesis
status_str publishedVersion
dc.identifier.uri.fl_str_mv PINTO, Danielle Serafim. Estudo fitoquímico de piperaceas do norte e nordeste brasileiro: Piper lateripilosum Yuncker, Piper montealegreanum Yuncker, Piper mollicomum Kunth. 2012. 298 f. Tese (Doutorado em Farmacologia) - Universidade Federal da Paraí­ba, João Pessoa, 2012.
https://repositorio.ufpb.br/jspui/handle/tede/6727
identifier_str_mv PINTO, Danielle Serafim. Estudo fitoquímico de piperaceas do norte e nordeste brasileiro: Piper lateripilosum Yuncker, Piper montealegreanum Yuncker, Piper mollicomum Kunth. 2012. 298 f. Tese (Doutorado em Farmacologia) - Universidade Federal da Paraí­ba, João Pessoa, 2012.
url https://repositorio.ufpb.br/jspui/handle/tede/6727
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language por
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Universidade Federal da Paraí­ba
BR
Farmacologia
Programa de Pós Graduação em Produtos Naturais e Sintéticos Bioativos
UFPB
publisher.none.fl_str_mv Universidade Federal da Paraí­ba
BR
Farmacologia
Programa de Pós Graduação em Produtos Naturais e Sintéticos Bioativos
UFPB
dc.source.none.fl_str_mv reponame:Biblioteca Digital de Teses e Dissertações da UFPB
instname:Universidade Federal da Paraíba (UFPB)
instacron:UFPB
instname_str Universidade Federal da Paraíba (UFPB)
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institution UFPB
reponame_str Biblioteca Digital de Teses e Dissertações da UFPB
collection Biblioteca Digital de Teses e Dissertações da UFPB
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