Estudo fitoquímico e farmacológico de Solanum subumbellatum Vell. (Solanaceae)

Detalhes bibliográficos
Ano de defesa: 2023
Autor(a) principal: Quaresma, Daiane Maria Oliveira
Orientador(a): Não Informado pela instituição
Banca de defesa: Não Informado pela instituição
Tipo de documento: Tese
Tipo de acesso: Acesso aberto
Idioma: por
Instituição de defesa: Universidade Federal de Uberlândia
Brasil
Programa de Pós-graduação em Química
Programa de Pós-Graduação: Não Informado pela instituição
Departamento: Não Informado pela instituição
País: Não Informado pela instituição
Palavras-chave em Português:
Link de acesso: https://repositorio.ufu.br/handle/123456789/37363
http://doi.org/10.14393/ufu.te.2023.8000
Resumo: The species Solanum subumbellatum (Solanaceae), also known as “jurubeba-de-cupim”, is native from Cerrado and is used in folk medicine against the flu, cold, bronchitis, asthma and as a diuretic. The plants of the genus Solanum are described in the literature as having antifungal and antioxidant activities. Thus, the objectives of this study were to unveil the biological activities of hexane (HE) and ethanolic (EE) extracts of root bark (RB), root core (RC), twigs (T), leaves (L) and fractions of S. subumbellatum by carrying out the chemical study of the most active extracts and fractions. In the antioxidant activity test by DPPH method (2,2-diphenyl-1-picrylhydrazyl) it was observed that the ethyl acetate fraction of the root bark (EAF-RB) showed the highest antioxidant activity (EC50 = 32.5 µg mL-1) compared to the ascorbic acid positive control (EC50 = 4.1 µg mL-1). By the ORAC method (oxygen radical absorption capacity), the values of FAE-CR (3862.5 µmol trolox eq g-1) and the dichloromethane fraction of root bark (DF-RB) (3920.3 µmol trolox eq g-1) have shown better results than the ascorbic acid positive control (2576.0 µmol trolox eq g-1). The EE-RB, EE-L and HE-L showed higher levels of total phenols, flavonoids and proanthocyanidins, respectively. Among the fractions, the FAE-CR followed by the FD-CR showed the highest levels of total phenols (137.6 mg EAG g-1 and 103.4 mg EAG g-1, respectively) and the FD-CR presented highest concentration of flavonoids (5.6 mg EQ g-1). The antifungal activity was performed by the broth microdilution method and the FD-CR was the most active against Candida albicans (MIC = 19.5 μg mL-1) and the hydromethanolic fraction of root bark (HMF-RB) was the most active against Cryptococcus neoformans (MIC = 78.0 μg mL-1), when compared to the positive control amphotericin (MIC = 0.5 μg mL-1). The most active fractions, DF-RB, EAF-RB and HMF-RB, were then subjected to high performance liquid chromatography coupled with mass spectrometry (HPLC-MS) in negative and positive mode, and the following chlorogenic acids were recorded: caffeic acid, ferulic acid, 5-O-caffeoylquinic acid, 4-O-feruloylquinic acid, in addition to ethyl caffeate, and steroidal alkaloids: 3-amino-hydroxy-dehydro-furostan-22-ol-O-(26)-β-D-Gly, fatimagraine, bhattacharyyaine, isojuripidine and jurubidine. These compounds have already been described in the literature and are related to biological activities. Ethyl caffeine was isolated from DF-RB and elucidated by MS and nuclear magnetic resonance (NMR). This compound has many biological activities already reported, such as antioxidant. Furthermore, ethyl caffeate showed strong bioactivity against C. krusei, C. albicans, C. guilliermondii, C. orthopsilosis and Cryptococcus neoformans (MIC's 4.7–18.7 µg mL−1). This is the first study to describe in the literature the chemical composition of S. subumbellatum, that let us conclude that this plant can be considered a good source of compounds with antioxidant and antifungal properties.
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spelling Estudo fitoquímico e farmacológico de Solanum subumbellatum Vell. (Solanaceae)Phytochemical and pharmacological study of Solanum subumbellatum Vell. (Solanaceae)Jurubeba-de-cupimJurubeba de cupimCerradoBrazilian savannahAlcaloidesAlkaloidsAntioxidanteAntioxidantAntifúngicoAntifungalCNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICAQuímicaPlantas dos cerradosPlantas medicinaisFitoquímicosThe species Solanum subumbellatum (Solanaceae), also known as “jurubeba-de-cupim”, is native from Cerrado and is used in folk medicine against the flu, cold, bronchitis, asthma and as a diuretic. The plants of the genus Solanum are described in the literature as having antifungal and antioxidant activities. Thus, the objectives of this study were to unveil the biological activities of hexane (HE) and ethanolic (EE) extracts of root bark (RB), root core (RC), twigs (T), leaves (L) and fractions of S. subumbellatum by carrying out the chemical study of the most active extracts and fractions. In the antioxidant activity test by DPPH method (2,2-diphenyl-1-picrylhydrazyl) it was observed that the ethyl acetate fraction of the root bark (EAF-RB) showed the highest antioxidant activity (EC50 = 32.5 µg mL-1) compared to the ascorbic acid positive control (EC50 = 4.1 µg mL-1). By the ORAC method (oxygen radical absorption capacity), the values of FAE-CR (3862.5 µmol trolox eq g-1) and the dichloromethane fraction of root bark (DF-RB) (3920.3 µmol trolox eq g-1) have shown better results than the ascorbic acid positive control (2576.0 µmol trolox eq g-1). The EE-RB, EE-L and HE-L showed higher levels of total phenols, flavonoids and proanthocyanidins, respectively. Among the fractions, the FAE-CR followed by the FD-CR showed the highest levels of total phenols (137.6 mg EAG g-1 and 103.4 mg EAG g-1, respectively) and the FD-CR presented highest concentration of flavonoids (5.6 mg EQ g-1). The antifungal activity was performed by the broth microdilution method and the FD-CR was the most active against Candida albicans (MIC = 19.5 μg mL-1) and the hydromethanolic fraction of root bark (HMF-RB) was the most active against Cryptococcus neoformans (MIC = 78.0 μg mL-1), when compared to the positive control amphotericin (MIC = 0.5 μg mL-1). The most active fractions, DF-RB, EAF-RB and HMF-RB, were then subjected to high performance liquid chromatography coupled with mass spectrometry (HPLC-MS) in negative and positive mode, and the following chlorogenic acids were recorded: caffeic acid, ferulic acid, 5-O-caffeoylquinic acid, 4-O-feruloylquinic acid, in addition to ethyl caffeate, and steroidal alkaloids: 3-amino-hydroxy-dehydro-furostan-22-ol-O-(26)-β-D-Gly, fatimagraine, bhattacharyyaine, isojuripidine and jurubidine. These compounds have already been described in the literature and are related to biological activities. Ethyl caffeine was isolated from DF-RB and elucidated by MS and nuclear magnetic resonance (NMR). This compound has many biological activities already reported, such as antioxidant. Furthermore, ethyl caffeate showed strong bioactivity against C. krusei, C. albicans, C. guilliermondii, C. orthopsilosis and Cryptococcus neoformans (MIC's 4.7–18.7 µg mL−1). This is the first study to describe in the literature the chemical composition of S. subumbellatum, that let us conclude that this plant can be considered a good source of compounds with antioxidant and antifungal properties.Tese (Doutorado)A espécie Solanum subumbellatum (Solanaceae), conhecida como jurubeba-de-cupim, é nativa do Cerrado e é empregada na medicina popular contra gripe, resfriado, bronquite, asma e diurético. As plantas do gênero Solanum são descritas na literatura por apresentarem atividades antifúngica e antioxidante. Assim, os objetivos deste estudo foram realizar as atividades biológicas dos extratos hexânicos (EH) e etanólicos (EE) das cascas das raízes (CR), miolo das raízes (MR), galhos (G) e folhas (F) e frações da S. subumbellatum e realizar o estudo químico dos extratos e frações mais ativas. No ensaio de atividade antioxidante pelo método do DPPH (2,2-difenil-1-picrilidrazila) foi observado que a fração acetato de etila das cascas das raízes (FAE-CR) apresentou a maior atividade antioxidante (CE50 = 32,5 µg mL-1) em relação ao controle positivo ácido ascórbico (CE50 = 4,1 µg mL-1). Pelo método ORAC (capacidade de absorção do radical de oxigênio) a FAE-CR (3862,5 µmol trolox eq g-1) e a fração diclorometano das cascas das raízes (FD-CR) (3920,3 µmol trolox eq g-1) apresentaram resultados superiores ao controle positivo ácido ascórbico (2576,0 µmol trolox eq g-1). O EE-CR, o EE-F e o EH-F apresentaram maiores teores de fenóis totais, flavonoides e de proantocianidinas, respectivamente. Entre as frações, a FAE-CR seguido da FD-CR foram as que apresentaram maiores teores de fenóis totais (137,6 mg EAG g-1; 103,4 mg EAG g-1 respectivamente) e a FD-CR apresentou maior concentração de flavonoides (5,6 mg EQ g-1). A atividade antifúngica foi realizada pelo método da microdiluição em caldo e a FD-CR foi a mais ativa contra Candida albicans (CIM = 19,5 μg mL-1) e a fração hidrometanólica das cascas das raízes (FHM-CR) foi a mais ativa contra a Cryptococcus neoformans (CIM = 78,0 μg mL-1), quando comparada com o controle positivo anfotericina (CIM = 0,5 μg mL-1). As frações mais ativas, a FD-CR, FAE-CR e a FHM-CR, foram submetidas à cromatografia líquida de alta eficiência acoplada à espectrometria de massas (CLAE-EM) no modo negativo e positivo, sendo anotados os seguintes ácidos clorogênicos: ácido cafeico, ácido ferúlico, ácido 5-O-cafeoilquínico, ácido 4-O-feruloilquínico, além do cafeato de etila, e de alcaloides esteroidais: 3-amino-hidroxi-desidro-furostan-22-ol-O-(26)-β-D-Gli, fatimagraino, batachariaino, isojuripidina e a jurubidina. Estes compostos já foram descritos na literatura e estão relacionados a atividades biológicas. O cafeato de etila foi isolado a partir da FD-CR e elucidado pôr EM e ressonância magnética nuclear (RMN). Este composto apresenta muitas atividades biológicas já relatadas, como a antioxidante. Além disso, o cafeato de etila apresentou bioatividade forte contra C. krusei, C. albicans, C. guilliermondii, C. orthopsilosis e Cryptococcus neoformans (CIM’s 4,7–18,7 µg mL −1). Dessa forma, esse primeiro estudo descrito na literatura sobre S. subumbellatum permite concluir que essa planta pode ser considerada uma fonte promissora de compostos com potencial antioxidante e antifúngico.Universidade Federal de UberlândiaBrasilPrograma de Pós-graduação em QuímicaPivatto, Marcoshttp://lattes.cnpq.br/7781239794922114Oliveira, Alberto dehttp://lattes.cnpq.br/4527028926494710Torquato, Bruno Henrique Sacomanhttp://lattes.cnpq.br/5162474598418037Silva, Adalberto Manoel dahttp://lattes.cnpq.br/0272802578414983Pivatto, Amanda Danuellohttp://lattes.cnpq.br/0700488873965276DE Moura, Francyelle Borges Rosa dehttp://lattes.cnpq.br/6919559914438580Quaresma, Daiane Maria Oliveira2023-02-28T19:23:53Z2023-02-28T19:23:53Z2023-01-18info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/doctoralThesisapplication/pdfQUARESMA, Daiane Maria Oliveira. Estudo fitoquímico e farmacológico de Solanum subumbellatum Vell. (Solanaceae). 2023. 168 f. Tese (Doutorado em Química) - Universidade Federal de Uberlândia, Uberlândia, 2023. DOI http://doi.org/10.14393/ufu.te.2023.8000.https://repositorio.ufu.br/handle/123456789/37363http://doi.org/10.14393/ufu.te.2023.8000porhttp://creativecommons.org/licenses/by/3.0/us/info:eu-repo/semantics/openAccessreponame:Repositório Institucional da UFUinstname:Universidade Federal de Uberlândia (UFU)instacron:UFU2023-03-01T06:18:30Zoai:repositorio.ufu.br:123456789/37363Repositório InstitucionalONGhttp://repositorio.ufu.br/oai/requestdiinf@dirbi.ufu.bropendoar:2023-03-01T06:18:30Repositório Institucional da UFU - Universidade Federal de Uberlândia (UFU)false
dc.title.none.fl_str_mv Estudo fitoquímico e farmacológico de Solanum subumbellatum Vell. (Solanaceae)
Phytochemical and pharmacological study of Solanum subumbellatum Vell. (Solanaceae)
title Estudo fitoquímico e farmacológico de Solanum subumbellatum Vell. (Solanaceae)
spellingShingle Estudo fitoquímico e farmacológico de Solanum subumbellatum Vell. (Solanaceae)
Quaresma, Daiane Maria Oliveira
Jurubeba-de-cupim
Jurubeba de cupim
Cerrado
Brazilian savannah
Alcaloides
Alkaloids
Antioxidante
Antioxidant
Antifúngico
Antifungal
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA
Química
Plantas dos cerrados
Plantas medicinais
Fitoquímicos
title_short Estudo fitoquímico e farmacológico de Solanum subumbellatum Vell. (Solanaceae)
title_full Estudo fitoquímico e farmacológico de Solanum subumbellatum Vell. (Solanaceae)
title_fullStr Estudo fitoquímico e farmacológico de Solanum subumbellatum Vell. (Solanaceae)
title_full_unstemmed Estudo fitoquímico e farmacológico de Solanum subumbellatum Vell. (Solanaceae)
title_sort Estudo fitoquímico e farmacológico de Solanum subumbellatum Vell. (Solanaceae)
author Quaresma, Daiane Maria Oliveira
author_facet Quaresma, Daiane Maria Oliveira
author_role author
dc.contributor.none.fl_str_mv Pivatto, Marcos
http://lattes.cnpq.br/7781239794922114
Oliveira, Alberto de
http://lattes.cnpq.br/4527028926494710
Torquato, Bruno Henrique Sacoman
http://lattes.cnpq.br/5162474598418037
Silva, Adalberto Manoel da
http://lattes.cnpq.br/0272802578414983
Pivatto, Amanda Danuello
http://lattes.cnpq.br/0700488873965276
DE Moura, Francyelle Borges Rosa de
http://lattes.cnpq.br/6919559914438580
dc.contributor.author.fl_str_mv Quaresma, Daiane Maria Oliveira
dc.subject.por.fl_str_mv Jurubeba-de-cupim
Jurubeba de cupim
Cerrado
Brazilian savannah
Alcaloides
Alkaloids
Antioxidante
Antioxidant
Antifúngico
Antifungal
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA
Química
Plantas dos cerrados
Plantas medicinais
Fitoquímicos
topic Jurubeba-de-cupim
Jurubeba de cupim
Cerrado
Brazilian savannah
Alcaloides
Alkaloids
Antioxidante
Antioxidant
Antifúngico
Antifungal
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA
Química
Plantas dos cerrados
Plantas medicinais
Fitoquímicos
description The species Solanum subumbellatum (Solanaceae), also known as “jurubeba-de-cupim”, is native from Cerrado and is used in folk medicine against the flu, cold, bronchitis, asthma and as a diuretic. The plants of the genus Solanum are described in the literature as having antifungal and antioxidant activities. Thus, the objectives of this study were to unveil the biological activities of hexane (HE) and ethanolic (EE) extracts of root bark (RB), root core (RC), twigs (T), leaves (L) and fractions of S. subumbellatum by carrying out the chemical study of the most active extracts and fractions. In the antioxidant activity test by DPPH method (2,2-diphenyl-1-picrylhydrazyl) it was observed that the ethyl acetate fraction of the root bark (EAF-RB) showed the highest antioxidant activity (EC50 = 32.5 µg mL-1) compared to the ascorbic acid positive control (EC50 = 4.1 µg mL-1). By the ORAC method (oxygen radical absorption capacity), the values of FAE-CR (3862.5 µmol trolox eq g-1) and the dichloromethane fraction of root bark (DF-RB) (3920.3 µmol trolox eq g-1) have shown better results than the ascorbic acid positive control (2576.0 µmol trolox eq g-1). The EE-RB, EE-L and HE-L showed higher levels of total phenols, flavonoids and proanthocyanidins, respectively. Among the fractions, the FAE-CR followed by the FD-CR showed the highest levels of total phenols (137.6 mg EAG g-1 and 103.4 mg EAG g-1, respectively) and the FD-CR presented highest concentration of flavonoids (5.6 mg EQ g-1). The antifungal activity was performed by the broth microdilution method and the FD-CR was the most active against Candida albicans (MIC = 19.5 μg mL-1) and the hydromethanolic fraction of root bark (HMF-RB) was the most active against Cryptococcus neoformans (MIC = 78.0 μg mL-1), when compared to the positive control amphotericin (MIC = 0.5 μg mL-1). The most active fractions, DF-RB, EAF-RB and HMF-RB, were then subjected to high performance liquid chromatography coupled with mass spectrometry (HPLC-MS) in negative and positive mode, and the following chlorogenic acids were recorded: caffeic acid, ferulic acid, 5-O-caffeoylquinic acid, 4-O-feruloylquinic acid, in addition to ethyl caffeate, and steroidal alkaloids: 3-amino-hydroxy-dehydro-furostan-22-ol-O-(26)-β-D-Gly, fatimagraine, bhattacharyyaine, isojuripidine and jurubidine. These compounds have already been described in the literature and are related to biological activities. Ethyl caffeine was isolated from DF-RB and elucidated by MS and nuclear magnetic resonance (NMR). This compound has many biological activities already reported, such as antioxidant. Furthermore, ethyl caffeate showed strong bioactivity against C. krusei, C. albicans, C. guilliermondii, C. orthopsilosis and Cryptococcus neoformans (MIC's 4.7–18.7 µg mL−1). This is the first study to describe in the literature the chemical composition of S. subumbellatum, that let us conclude that this plant can be considered a good source of compounds with antioxidant and antifungal properties.
publishDate 2023
dc.date.none.fl_str_mv 2023-02-28T19:23:53Z
2023-02-28T19:23:53Z
2023-01-18
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 QUARESMA, Daiane Maria Oliveira. Estudo fitoquímico e farmacológico de Solanum subumbellatum Vell. (Solanaceae). 2023. 168 f. Tese (Doutorado em Química) - Universidade Federal de Uberlândia, Uberlândia, 2023. DOI http://doi.org/10.14393/ufu.te.2023.8000.
https://repositorio.ufu.br/handle/123456789/37363
http://doi.org/10.14393/ufu.te.2023.8000
identifier_str_mv QUARESMA, Daiane Maria Oliveira. Estudo fitoquímico e farmacológico de Solanum subumbellatum Vell. (Solanaceae). 2023. 168 f. Tese (Doutorado em Química) - Universidade Federal de Uberlândia, Uberlândia, 2023. DOI http://doi.org/10.14393/ufu.te.2023.8000.
url https://repositorio.ufu.br/handle/123456789/37363
http://doi.org/10.14393/ufu.te.2023.8000
dc.language.iso.fl_str_mv por
language por
dc.rights.driver.fl_str_mv http://creativecommons.org/licenses/by/3.0/us/
info:eu-repo/semantics/openAccess
rights_invalid_str_mv http://creativecommons.org/licenses/by/3.0/us/
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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)
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instname_str Universidade Federal de Uberlândia (UFU)
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institution UFU
reponame_str Repositório Institucional da UFU
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repository.name.fl_str_mv Repositório Institucional da UFU - Universidade Federal de Uberlândia (UFU)
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