Estudo químico e avaliação biológica da Banisteriopsis malifolia (Ness & Mart) B. Gates (Malpighiaceae)

Detalhes bibliográficos
Autor(a) principal: Martins, Vanessa Ellen Xavier
Data de Publicação: 2019
Tipo de documento: Dissertação
Idioma: por
Título da fonte: Repositório Institucional da UFU
Texto Completo: https://repositorio.ufu.br/handle/123456789/25200
http://dx.doi.org/10.14393/ufu.di.2019.366
Resumo: Banisteriopsis malifolia (Ness & Mart.) B. Gates known as “flor–do-dia” or “rama-de-moço” belongs to the family Malpighiaceae and to the genus Banisteriopsis. This genus is rich in biologically active metabolites and presents important pharmacological activities. The objective of this work was study the seasonal chemical composition of the leaves essential oil, extracts and partitions of B. malifolia as well as the biological evaluation. The seasonal chemical composition of the essential oil obtained by hydrodistillation was determined by gas chromatography coupled to mass spectrometry (GC-MS). The major compounds identified in the essential oil of the dry period (PS) were: Fitol (15.80%), (Z) -hex-3-enol (17.99%), Hexahydrofarnesyl-acetone (9.39%), palmitic acid (10.62%) and Hexatriacontane (18.43%). For the rainy season (PC), Fitol (52.70%) and (Z)-hex-3-enol (26.22%) were identified. The PC oil showed moderate activity against all bacterial bacteria tested, with minimum inhibitory concentration (MIC) of 100 and 400 μg mL-1. And the PS oil showed moderate to weak activity only for the aerobic bacteria S. mitis and A. actinomycetemcomitans and for the anaerobic bacterium A. naeslundii (MIC = 400 μg mL-1). The oils did not present significant activity against Candida type yeasts at the concentrations tested. The results of enzymatic inhibition were not satisfactory. The seasonal study of the oils, extracts and partitons contributed to the knowledge to the genus and reveled changes in chemical composition, quantity and biological evaluation. The extracts and partitions presented moderate antibacterial activity for the aerobic and anaerobic bacteria tested. The ethyl acetate partition showed the lowest inhibitory concentration (IC50) with 195.5 ± 0.12 μg mL-1 for the activity antileishmania and high cytotoxicity for the Vero Cell cytotoxic concentration (CC50 84.15 ± 0.03 μg mL-1). It was observed that the more polar samples had better antifungal activities, especially the ethyl acetate partition (MICs between 93.75 and 11.72 μg mL-1). The ethanolic extract and ethyl acetate and residual aqueous partitions showed high antioxidant activity with efficient concentration (EC50 5.82 ± 0.18, 2.91 ± 0.02, 3.64 ± 0.10 μg mL-1, respectively) in the DPPH radical sacavenging. The aqueous residual partition was the one that showed more active and was submitted to analysis of high efficiency liquid chromatography coupled to electron spray ionization mass spectrometer (HPLC-MS-ESI), in which the phenolic compounds quinic acid; (epi)-catechin; 3-O-β-galactopyranosylquercetin; routine; luteolin-4'-O-rhamnosyl (1→2) glycoside; isorhamnetin-3-O-rutinoside and dimer (epi)-catechin-(epi)-catechin justifying good antioxidant activity. All of these compounds were identified for the first time in the specie. Nevertheless, the compounds luteolin-4'-O-rhamnosyl (1→2) glycoside and isorhamnetin-3-O-rutinoside were found only in this species within the genus Banisteriopsis. In this way, this study contributed to the chemical and biological knowledge of B. malifolia.
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spelling Estudo químico e avaliação biológica da Banisteriopsis malifolia (Ness & Mart) B. Gates (Malpighiaceae)Estudo químico e avaliação biológica da Banisteriopsis malifolia (Ness & Mart) B. Gates (Malpighiaceae)Óleo essencialExtratos e partiçõesAtividade biológicaBanisteriopsis malifoliaQuímicaBanisteriopsisEssências e óleos essenciaisEssential oilExtracts and partitionsBiological activitiesCNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA ORGANICA::QUIMICA DOS PRODUTOS NATURAISBanisteriopsis malifolia (Ness & Mart.) B. Gates known as “flor–do-dia” or “rama-de-moço” belongs to the family Malpighiaceae and to the genus Banisteriopsis. This genus is rich in biologically active metabolites and presents important pharmacological activities. The objective of this work was study the seasonal chemical composition of the leaves essential oil, extracts and partitions of B. malifolia as well as the biological evaluation. The seasonal chemical composition of the essential oil obtained by hydrodistillation was determined by gas chromatography coupled to mass spectrometry (GC-MS). The major compounds identified in the essential oil of the dry period (PS) were: Fitol (15.80%), (Z) -hex-3-enol (17.99%), Hexahydrofarnesyl-acetone (9.39%), palmitic acid (10.62%) and Hexatriacontane (18.43%). For the rainy season (PC), Fitol (52.70%) and (Z)-hex-3-enol (26.22%) were identified. The PC oil showed moderate activity against all bacterial bacteria tested, with minimum inhibitory concentration (MIC) of 100 and 400 μg mL-1. And the PS oil showed moderate to weak activity only for the aerobic bacteria S. mitis and A. actinomycetemcomitans and for the anaerobic bacterium A. naeslundii (MIC = 400 μg mL-1). The oils did not present significant activity against Candida type yeasts at the concentrations tested. The results of enzymatic inhibition were not satisfactory. The seasonal study of the oils, extracts and partitons contributed to the knowledge to the genus and reveled changes in chemical composition, quantity and biological evaluation. The extracts and partitions presented moderate antibacterial activity for the aerobic and anaerobic bacteria tested. The ethyl acetate partition showed the lowest inhibitory concentration (IC50) with 195.5 ± 0.12 μg mL-1 for the activity antileishmania and high cytotoxicity for the Vero Cell cytotoxic concentration (CC50 84.15 ± 0.03 μg mL-1). It was observed that the more polar samples had better antifungal activities, especially the ethyl acetate partition (MICs between 93.75 and 11.72 μg mL-1). The ethanolic extract and ethyl acetate and residual aqueous partitions showed high antioxidant activity with efficient concentration (EC50 5.82 ± 0.18, 2.91 ± 0.02, 3.64 ± 0.10 μg mL-1, respectively) in the DPPH radical sacavenging. The aqueous residual partition was the one that showed more active and was submitted to analysis of high efficiency liquid chromatography coupled to electron spray ionization mass spectrometer (HPLC-MS-ESI), in which the phenolic compounds quinic acid; (epi)-catechin; 3-O-β-galactopyranosylquercetin; routine; luteolin-4'-O-rhamnosyl (1→2) glycoside; isorhamnetin-3-O-rutinoside and dimer (epi)-catechin-(epi)-catechin justifying good antioxidant activity. All of these compounds were identified for the first time in the specie. Nevertheless, the compounds luteolin-4'-O-rhamnosyl (1→2) glycoside and isorhamnetin-3-O-rutinoside were found only in this species within the genus Banisteriopsis. In this way, this study contributed to the chemical and biological knowledge of B. malifolia.FAPEMIG - Fundação de Amparo a Pesquisa do Estado de Minas GeraisDissertação (Mestrado)A Banisteriopsis malifolia (Ness & Mart.) B. Gates, conhecida como flor-do-dia ou rama-de-moço, pertence à família Malpighiaceae e ao gênero Banisteriopsis. Este genêro é rico em metabólitos biologicamente ativos e apresenta importantes atividades farmacológicas. O objetivo deste trabalho foi estudar a composição química sazonal do óleo essencial, extratos e partições de folhas da B. malifolia, bem como a avaliação biológica. A composição química sazonal do óleo essencial obtido por hidrodestilação foi determinada por cromatografia gasosa acoplada à espectrometria de massas (CG-EM). Os principais compostos identificados no óleo essencial do período seco (PS) foram: fitol (15,80%), (Z)-hex-3-enol (17,99%), hexaidrofarnesil-acetona (9,39%), ácido palmítico (10,62%) e o hexatriacontano (18,43%). Já para o período chuvoso (PC) foram identificados: fitol (52,70%) e o (Z)-hex-3-enol (26,22%). Este é o primeiro relato da composição química do óleo essencial das folhas da B. malifolia. O óleo do PC apresentou atividade moderada contra todas as bactérias bucais testadas, com concentração inibitória mínima (CIM) de 100 e 400 μg mL-1. O óleo do PS mostrou atividade moderada somente para as bactérias aeróbias S. mitis e A. actinomycetemcomitans e para a bactéria anaeróbia A. naeslundii (CIM = 400 μg mL-1). Os óleos não apresentaram atividade significativa contra as leveduras do tipo Candida nas concentrações testadas. Os resultados de inibição enzimática da α-amilase e α-glicosidase não foram satisfatórios para o óleo do PS e PC. O estudo sazonal dos óleos, extratos e partições contribuiu para o conhecimento do gênero e revelou mudanças na composição química, na quantidade e na avaliação biológica. Os extratos e partições apresentaram atividade antibacteriana moderada para as bactérias aeróbias e anaeróbias testadas. Os resultados de inibição enzimática da α-amilase e α-glicosidase não foram satisfatórios para os extratos e partições. Pode-se observar que as amostras mais polares apresentaram melhores atividades antifúngicas, com destaque para a partição acetato de etila (CIM’s entre 93,75 e 11,72 μg mL−1). A partição acetato de etila (PA) apresentou a menor concentração inibitória (CI50) com 195,5±0,12 μg mL-1 para atividade antileishmania e alta citotoxicidade para a Célula Vero com concentração citotóxica de (CC50 84,15±0,03 μg mL-1). O extrato etanólico (EE) e as partições acetato de etila (PA) e residual aquosa (PR) apresentaram elevada atividade antioxidante com concentração eficiente de (CE50 5,82 ± 0,18; 2,91 ± 0,02; 3,64 ± 0,10 μg mL-1, respectivamente) no sequestro do radical DPPH. A partição residual aquosa (PR) foi a que mostrou ser mais ativa e foi submetida a análise de cromatografia líquida de alta eficiência acoplada ao espectrômetro de massas com ionização por eletron spray (CLAE-EM-IES), em que foram identificados compostos fenólicos, como ácido quínico; (epi)-catequina; 3-O-β-galactopiranosilquercetina; rutina; luteolina-4'-O-ramnosil (1→2) glicosídeo; isorhamnetin-3-O-rutinosideo e o dímero (epi)-catequina-(epi)-catequina, justificando assim a boa atividade antioxidante. Todos estes compostos foram encontrados pela primeira vez na espécie. Entretanto, os compostos luteolina-4'-O-ramnosil (1→2) glicosídeo e isorhamnetin-3-O-rutinosideo foram encontrados somente nesta espécie dentro do gênero Banisteriopsis. Desta forma, este estudo contribuiu para o conhecimento químico e biológico da B. malifolia.Universidade Federal de UberlândiaBrasilPrograma de Pós-graduação em QuímicaAquino, Francisco José Tôrres dehttp://lattes.cnpq.br/7823381835168021Oliveira, Carlos Alberto deMartins, Carla de MouraMartins, Vanessa Ellen Xavier2019-05-22T13:58:25Z2019-05-22T13:58:25Z2019-02-28info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesisapplication/pdfMARTINS, Vanessa Ellen Xavier. Estudo químico e avaliação biológica da Banisteriopsis malifolia (Ness & Mart.) B. Gates (Malpighiaceae). 2019. 134 f. Dissertação (Mestrado em química) - Universidade Federal de Uberlândia, Uberlândia, 2019. DOI http://dx.doi.org/10.14393/ufu.di.2019.366.https://repositorio.ufu.br/handle/123456789/25200http://dx.doi.org/10.14393/ufu.di.2019.366porinfo:eu-repo/semantics/openAccessreponame:Repositório Institucional da UFUinstname:Universidade Federal de Uberlândia (UFU)instacron:UFU2021-11-30T18:40:40Zoai:repositorio.ufu.br:123456789/25200Repositório InstitucionalONGhttp://repositorio.ufu.br/oai/requestdiinf@dirbi.ufu.bropendoar:2021-11-30T18:40:40Repositório Institucional da UFU - Universidade Federal de Uberlândia (UFU)false
dc.title.none.fl_str_mv Estudo químico e avaliação biológica da Banisteriopsis malifolia (Ness & Mart) B. Gates (Malpighiaceae)
Estudo químico e avaliação biológica da Banisteriopsis malifolia (Ness & Mart) B. Gates (Malpighiaceae)
title Estudo químico e avaliação biológica da Banisteriopsis malifolia (Ness & Mart) B. Gates (Malpighiaceae)
spellingShingle Estudo químico e avaliação biológica da Banisteriopsis malifolia (Ness & Mart) B. Gates (Malpighiaceae)
Martins, Vanessa Ellen Xavier
Óleo essencial
Extratos e partições
Atividade biológica
Banisteriopsis malifolia
Química
Banisteriopsis
Essências e óleos essenciais
Essential oil
Extracts and partitions
Biological activities
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA ORGANICA::QUIMICA DOS PRODUTOS NATURAIS
title_short Estudo químico e avaliação biológica da Banisteriopsis malifolia (Ness & Mart) B. Gates (Malpighiaceae)
title_full Estudo químico e avaliação biológica da Banisteriopsis malifolia (Ness & Mart) B. Gates (Malpighiaceae)
title_fullStr Estudo químico e avaliação biológica da Banisteriopsis malifolia (Ness & Mart) B. Gates (Malpighiaceae)
title_full_unstemmed Estudo químico e avaliação biológica da Banisteriopsis malifolia (Ness & Mart) B. Gates (Malpighiaceae)
title_sort Estudo químico e avaliação biológica da Banisteriopsis malifolia (Ness & Mart) B. Gates (Malpighiaceae)
author Martins, Vanessa Ellen Xavier
author_facet Martins, Vanessa Ellen Xavier
author_role author
dc.contributor.none.fl_str_mv Aquino, Francisco José Tôrres de
http://lattes.cnpq.br/7823381835168021
Oliveira, Carlos Alberto de
Martins, Carla de Moura
dc.contributor.author.fl_str_mv Martins, Vanessa Ellen Xavier
dc.subject.por.fl_str_mv Óleo essencial
Extratos e partições
Atividade biológica
Banisteriopsis malifolia
Química
Banisteriopsis
Essências e óleos essenciais
Essential oil
Extracts and partitions
Biological activities
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA ORGANICA::QUIMICA DOS PRODUTOS NATURAIS
topic Óleo essencial
Extratos e partições
Atividade biológica
Banisteriopsis malifolia
Química
Banisteriopsis
Essências e óleos essenciais
Essential oil
Extracts and partitions
Biological activities
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA ORGANICA::QUIMICA DOS PRODUTOS NATURAIS
description Banisteriopsis malifolia (Ness & Mart.) B. Gates known as “flor–do-dia” or “rama-de-moço” belongs to the family Malpighiaceae and to the genus Banisteriopsis. This genus is rich in biologically active metabolites and presents important pharmacological activities. The objective of this work was study the seasonal chemical composition of the leaves essential oil, extracts and partitions of B. malifolia as well as the biological evaluation. The seasonal chemical composition of the essential oil obtained by hydrodistillation was determined by gas chromatography coupled to mass spectrometry (GC-MS). The major compounds identified in the essential oil of the dry period (PS) were: Fitol (15.80%), (Z) -hex-3-enol (17.99%), Hexahydrofarnesyl-acetone (9.39%), palmitic acid (10.62%) and Hexatriacontane (18.43%). For the rainy season (PC), Fitol (52.70%) and (Z)-hex-3-enol (26.22%) were identified. The PC oil showed moderate activity against all bacterial bacteria tested, with minimum inhibitory concentration (MIC) of 100 and 400 μg mL-1. And the PS oil showed moderate to weak activity only for the aerobic bacteria S. mitis and A. actinomycetemcomitans and for the anaerobic bacterium A. naeslundii (MIC = 400 μg mL-1). The oils did not present significant activity against Candida type yeasts at the concentrations tested. The results of enzymatic inhibition were not satisfactory. The seasonal study of the oils, extracts and partitons contributed to the knowledge to the genus and reveled changes in chemical composition, quantity and biological evaluation. The extracts and partitions presented moderate antibacterial activity for the aerobic and anaerobic bacteria tested. The ethyl acetate partition showed the lowest inhibitory concentration (IC50) with 195.5 ± 0.12 μg mL-1 for the activity antileishmania and high cytotoxicity for the Vero Cell cytotoxic concentration (CC50 84.15 ± 0.03 μg mL-1). It was observed that the more polar samples had better antifungal activities, especially the ethyl acetate partition (MICs between 93.75 and 11.72 μg mL-1). The ethanolic extract and ethyl acetate and residual aqueous partitions showed high antioxidant activity with efficient concentration (EC50 5.82 ± 0.18, 2.91 ± 0.02, 3.64 ± 0.10 μg mL-1, respectively) in the DPPH radical sacavenging. The aqueous residual partition was the one that showed more active and was submitted to analysis of high efficiency liquid chromatography coupled to electron spray ionization mass spectrometer (HPLC-MS-ESI), in which the phenolic compounds quinic acid; (epi)-catechin; 3-O-β-galactopyranosylquercetin; routine; luteolin-4'-O-rhamnosyl (1→2) glycoside; isorhamnetin-3-O-rutinoside and dimer (epi)-catechin-(epi)-catechin justifying good antioxidant activity. All of these compounds were identified for the first time in the specie. Nevertheless, the compounds luteolin-4'-O-rhamnosyl (1→2) glycoside and isorhamnetin-3-O-rutinoside were found only in this species within the genus Banisteriopsis. In this way, this study contributed to the chemical and biological knowledge of B. malifolia.
publishDate 2019
dc.date.none.fl_str_mv 2019-05-22T13:58:25Z
2019-05-22T13:58:25Z
2019-02-28
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/masterThesis
format masterThesis
status_str publishedVersion
dc.identifier.uri.fl_str_mv MARTINS, Vanessa Ellen Xavier. Estudo químico e avaliação biológica da Banisteriopsis malifolia (Ness & Mart.) B. Gates (Malpighiaceae). 2019. 134 f. Dissertação (Mestrado em química) - Universidade Federal de Uberlândia, Uberlândia, 2019. DOI http://dx.doi.org/10.14393/ufu.di.2019.366.
https://repositorio.ufu.br/handle/123456789/25200
http://dx.doi.org/10.14393/ufu.di.2019.366
identifier_str_mv MARTINS, Vanessa Ellen Xavier. Estudo químico e avaliação biológica da Banisteriopsis malifolia (Ness & Mart.) B. Gates (Malpighiaceae). 2019. 134 f. Dissertação (Mestrado em química) - Universidade Federal de Uberlândia, Uberlândia, 2019. DOI http://dx.doi.org/10.14393/ufu.di.2019.366.
url https://repositorio.ufu.br/handle/123456789/25200
http://dx.doi.org/10.14393/ufu.di.2019.366
dc.language.iso.fl_str_mv por
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 de Uberlândia
Brasil
Programa de Pós-graduação em Química
publisher.none.fl_str_mv Universidade Federal de Uberlândia
Brasil
Programa de Pós-graduação em Química
dc.source.none.fl_str_mv reponame:Repositório Institucional da UFU
instname:Universidade Federal de Uberlândia (UFU)
instacron:UFU
instname_str Universidade Federal de Uberlândia (UFU)
instacron_str UFU
institution UFU
reponame_str Repositório Institucional da UFU
collection Repositório Institucional da UFU
repository.name.fl_str_mv Repositório Institucional da UFU - Universidade Federal de Uberlândia (UFU)
repository.mail.fl_str_mv diinf@dirbi.ufu.br
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