Estudo fitoquímico e avaliação do potencial biológico de Senega pulchella e Senega trichosperma

Detalhes bibliográficos
Ano de defesa: 2025
Autor(a) principal: Silva, Syntia Meneses lattes
Orientador(a): Alves, Clayton Queiroz lattes
Banca de defesa: Lima, Luciano da Silva, Moreira, Bruno Oliveira, Santos Junior, Manoelito Coelho dos, Lucchese, Angélica Maria, Alves, Clayton Queiroz
Tipo de documento: Tese
Tipo de acesso: Acesso aberto
Idioma: por
Instituição de defesa: Universidade Estadual de Feira de Santana
Programa de Pós-Graduação: Doutorado Acadêmico em Recursos Genéticos Vegetais
Departamento: DEPARTAMENTO DE CIÊNCIAS BIOLÓGICAS
País: Brasil
Palavras-chave em Português:
Palavras-chave em Inglês:
Área do conhecimento CNPq:
Link de acesso: http://tede2.uefs.br:8080/handle/tede/1982
Resumo: The use of plants for therapeutic purposes is one of the oldest medicinal practices known to humanity, and vegetal resources remain strategic sources of bioactive molecules with pharmacological potential. This study aimed to investigate the phytochemical profile and evaluate the biological potential of Senega trichosperma and Senega pulchella (Polygalaceae), collected on the campuses of the Universidade Estadual de Feira de Santana (UEFS) and the Universidade Federal de Santa Catarina (UFSC), respectively. After drying, the aerial parts and roots were subjected to different extraction methods: methanolic maceration (MM), ethanolic maceration (ME), Soxhlet extraction (SOX), and ultrasound-assisted extraction (ULT). The methanolic maceration extracts were further partitioned using a liquid–liquid fractionation system with solvents of increasing polarity: hexane, chloroform, and ethyl acetate. HPLC-DAD analyses revealed similar chromatographic profiles among the extraction methods, highlighting the consistent presence of two compounds (salicylic acid and 1,5-dihydroxy-2,3- dimethoxyxanthone) across all samples. Extraction yields ranged from 10.8% to 27%, with the highest values observed for Soxhlet methanolic extraction. The fractions obtained from partitioning were submitted to successive chromatographic processes (CC and MPLC), which enabled the isolation of metabolites belonging to the xanthone and coumarin classes. Among the isolated xanthones, 1,5-dihydroxy-6’,6’-dimethylpyrano [2’,3’:3,2] -xanthone (6- desoxijacareubin) and 1,5-dihydroxy-2,3-dimethoxyxanthone were identified. Within the coumarins, 2,2-dimethylpyranocoumarin (Seselin) and 8-(3-methyl-2-butenyl) benzopyran-2- one (Osthol) were isolated. Structural characterization was confirmed by ¹H and ¹³C NMR (including DEPT, HMQC, and HMBC), IR, and MS analyses. In the biological assays, crude extracts and fractions exhibited relevant levels of phenolics (up to 106.8 ± 4.56 mg GAE·g⁻¹) and flavonoids (up to 58.6 ± 0.63 mg QE·g⁻¹), associated with antioxidant activity (IC₅₀ of 1.42 ± 0.119 mg·mL⁻¹ for DPPH; IC₅₀ of 0.200 ± 0.0 mg·mL⁻¹ for ABTS; and IC₅₀ of 0.267 ± 0.04 mg·mL⁻¹ for the β-carotene assay). Antimicrobial evaluation demonstrated activity against Gram-positive bacteria and yeast-like fungi, with MIC values of 1024 μg/mL for SPMM and 512 μg/mL for 6-desoxijacareubin and Osthol. Anticholinesterase activity was prominent, with 56.78% AChE inhibition for SPSOX and 48.65% BuChE inhibition for SPULT. Additionally, 6-desoxijacareubin yielded IC₅₀ values of 69.5 µM for AChE and 47.3 µM for BuChE, while Osthol exhibited IC₅₀ values of 45.0 µM and 298.5 µM for AChE and BuChE, respectively, results corroborated by in silico molecular docking analyses that revealed stable interactions with the catalytic sites of the enzymes. In cytotoxicity assays, SPSOX, SPMM, and SPULT showed higher activity against the K562 cell line (IC₅₀ = 240.8, 271.4, and 251.4 µg/mL, respectively), with selectivity indices greater than 2 compared to McCoy fibroblasts. Regarding anti-leishmanial activity, the isolated compounds inhibited the LbSODB2 enzyme from Leishmania braziliensis, and the thermal shift responses observed for Osthol and 6- desoxijacareubin suggested potential destabilization of the protein structure. Overall, the results highlight S. trichosperma and S. pulchella as promising sources of bioactive metabolites with multiple pharmacological properties and chemotaxonomic relevance, contributing to the rational and sustainable use of Brazilian biodiversity.
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spelling Alves, Clayton Queirozhttps://orcid.org/0000-0002-3242-3230http://lattes.cnpq.br/9188574132632625Aguiar, Rosane Mourahttps://orcid.org/0000-0002-9803-8183http://lattes.cnpq.br/9786102954711387Brandão, Hugo Neveshttps://orcid.org/0000-0001-5198-5039http://lattes.cnpq.br/8057581458002753Lima, Luciano da SilvaMoreira, Bruno OliveiraSantos Junior, Manoelito Coelho dosLucchese, Angélica MariaAlves, Clayton Queirozhttps://orcid.org/0000-0003-2555-9209http://lattes.cnpq.br/1144459658440117Silva, Syntia Meneses2025-12-15T16:52:48Z2025-09-30SILVA, Syntia Meneses. Estudo fitoquímico e avaliação do potencial biológico de Senega pulchella e Senega trichosperma, 2025, 134f., Tese (doutorado) - Programa de Pós-Graduação em Recursos Genéticos Vegetais, Universidade Estadual de Feira de Santana, Feira de Santana.http://tede2.uefs.br:8080/handle/tede/1982The use of plants for therapeutic purposes is one of the oldest medicinal practices known to humanity, and vegetal resources remain strategic sources of bioactive molecules with pharmacological potential. This study aimed to investigate the phytochemical profile and evaluate the biological potential of Senega trichosperma and Senega pulchella (Polygalaceae), collected on the campuses of the Universidade Estadual de Feira de Santana (UEFS) and the Universidade Federal de Santa Catarina (UFSC), respectively. After drying, the aerial parts and roots were subjected to different extraction methods: methanolic maceration (MM), ethanolic maceration (ME), Soxhlet extraction (SOX), and ultrasound-assisted extraction (ULT). The methanolic maceration extracts were further partitioned using a liquid–liquid fractionation system with solvents of increasing polarity: hexane, chloroform, and ethyl acetate. HPLC-DAD analyses revealed similar chromatographic profiles among the extraction methods, highlighting the consistent presence of two compounds (salicylic acid and 1,5-dihydroxy-2,3- dimethoxyxanthone) across all samples. Extraction yields ranged from 10.8% to 27%, with the highest values observed for Soxhlet methanolic extraction. The fractions obtained from partitioning were submitted to successive chromatographic processes (CC and MPLC), which enabled the isolation of metabolites belonging to the xanthone and coumarin classes. Among the isolated xanthones, 1,5-dihydroxy-6’,6’-dimethylpyrano [2’,3’:3,2] -xanthone (6- desoxijacareubin) and 1,5-dihydroxy-2,3-dimethoxyxanthone were identified. Within the coumarins, 2,2-dimethylpyranocoumarin (Seselin) and 8-(3-methyl-2-butenyl) benzopyran-2- one (Osthol) were isolated. Structural characterization was confirmed by ¹H and ¹³C NMR (including DEPT, HMQC, and HMBC), IR, and MS analyses. In the biological assays, crude extracts and fractions exhibited relevant levels of phenolics (up to 106.8 ± 4.56 mg GAE·g⁻¹) and flavonoids (up to 58.6 ± 0.63 mg QE·g⁻¹), associated with antioxidant activity (IC₅₀ of 1.42 ± 0.119 mg·mL⁻¹ for DPPH; IC₅₀ of 0.200 ± 0.0 mg·mL⁻¹ for ABTS; and IC₅₀ of 0.267 ± 0.04 mg·mL⁻¹ for the β-carotene assay). Antimicrobial evaluation demonstrated activity against Gram-positive bacteria and yeast-like fungi, with MIC values of 1024 μg/mL for SPMM and 512 μg/mL for 6-desoxijacareubin and Osthol. Anticholinesterase activity was prominent, with 56.78% AChE inhibition for SPSOX and 48.65% BuChE inhibition for SPULT. Additionally, 6-desoxijacareubin yielded IC₅₀ values of 69.5 µM for AChE and 47.3 µM for BuChE, while Osthol exhibited IC₅₀ values of 45.0 µM and 298.5 µM for AChE and BuChE, respectively, results corroborated by in silico molecular docking analyses that revealed stable interactions with the catalytic sites of the enzymes. In cytotoxicity assays, SPSOX, SPMM, and SPULT showed higher activity against the K562 cell line (IC₅₀ = 240.8, 271.4, and 251.4 µg/mL, respectively), with selectivity indices greater than 2 compared to McCoy fibroblasts. Regarding anti-leishmanial activity, the isolated compounds inhibited the LbSODB2 enzyme from Leishmania braziliensis, and the thermal shift responses observed for Osthol and 6- desoxijacareubin suggested potential destabilization of the protein structure. Overall, the results highlight S. trichosperma and S. pulchella as promising sources of bioactive metabolites with multiple pharmacological properties and chemotaxonomic relevance, contributing to the rational and sustainable use of Brazilian biodiversity.A utilização de plantas para fins terapêuticos constitui uma das práticas medicinais mais antigas da humanidade, e os recursos vegetais permanecem como fontes estratégicas de moléculas bioativas com potencial farmacológico. Este estudo teve como objetivo investigar o perfil fitoquímico e avaliar o potencial biológico de Senega trichosperma e Senega pulchella (Polygalaceae), coletadas respectivamente no campus da Universidade Estadual de Feira de Santana (UEFS) e da Universidade Federal de Santa Catarina (UFSC), respectivamente. Após a secagem, as partes aéreas e raízes passaram por diferentes métodos de extração: Maceração em metanol (MM) e etanol (ME), Soxhlet (SOX) e Ultrassom (ULT). Os extratos resultantes da maceração em metanol foram subsequentemente submetidos a partição líquido-líquido, utilizando solventes em ordem crescente de polaridade: hexano, clorofórmio e acetato de etila. As análises por CLAE-DAD revelaram perfis cromatográficos semelhantes entre os métodos, destacando a presença consistente de duas substâncias (ácido salicílico e 1,5-di-hidroxi-2,3-dimetoxixantona) em todas as amostras. Os rendimentos variaram de 10,8 a 27 %, sendo os maiores valores observados para a extração com metanol por Soxhlet. As frações obtidas a partir da partição foram submetidas a sucessivos processos cromatográficos (CC e MPLC), o que possibilitou o isolamento de metabólitos pertencentes às classes das xantonas e das cumarinas. Dentre as xantonas isoladas destacam-se a 1,5-di-hidroxi-6’,6’-dimetilpirano [2’,3’:3,2] -xantona (6-desoxijacareubina) e a 1,5-di-hidroxi-2,3-dimetoxixantona. No grupo das cumarinas, foram identificadas a 2,2- dimetilpiranocumarina (Seselin) e a 8-(3-metil-2-butenil) benzopiran-2-ona (Osthol). A identificação estrutural foi confirmada por RMN de ¹H e de ¹³C (incluindo DEPT, HMQC e HMBC), IV e EM. Nos ensaios biológicos, os extratos brutos e frações exibiram conteúdos relevantes de fenólicos (até 106,8±4,56 mg GAE·g⁻¹) e flavonoides (até 58,6±0,63 mg QE·g⁻¹), associados a atividade antioxidante (CE₅₀ de 1,42±0,119 mg·mL⁻¹ para DPPH; CE₅₀ de 0,200±0,0 mg·mL⁻¹ para ABTS e CI₅₀ de 0,267±0,04 mg·mL⁻¹ para β-Caroteno). A avaliação antimicrobiana revelou ação frente a bactérias Gram-positivas e fungos leveduriformes, com CIM de 1024 μg/mL para SPMM, e CIM de 512 µg/mL para as substâncias 6-desoxijacareubina e osthol. A atividade anticolinesterásica foi expressiva, com inibição de 56,78% de AChE para SPSOX e 48,65% para SPULT BuChE. Além disso, a 6-desoxijacareubina apresentou valores de CI₅₀ de 69,5 µM para AChE e 47,3 µM para BuChE, enquanto o osthol exibiu CI₅₀ de 45,0 µM e 298,5 µM para AChE e BuChE, respectivamente, resultados corroborados por análises de docking molecular in silico que evidenciaram interações estáveis com os sítios catalíticos das enzimas. Nos ensaios citotóxicos, SPSOX, SPMM e SPULT apresentaram maior citotoxicidade frente à linhagem K562 (CI₅₀ = 240,8, 271,4 e 251,4 µg/mL, respectivamente), acompanhada de índices de seletividade superiores a 2 frente à linhagem de fibroblastos McCoy. Na atividade antileishmania, por sua vez, os compostos apresentaram inibição da enzima LbSODB2 de Leishmania braziliensis, e os deslocamentos observados em osthol e 6-desoxijacareubina indicam uma possível desestabilização da estrutura da proteína Os resultados obtidos reforçam o potencial de S. trichosperma e S. pulchella como fontes de metabólitos bioativos promissores, com múltiplas propriedades farmacológicas e relevância para estudos de quimiotaxonomia, contribuindo para o aproveitamento racional e sustentável da biodiversidade brasileira.Submitted by Daniela Costa (dmscosta@uefs.br) on 2025-12-15T16:52:48Z No. of bitstreams: 1 SYNTIA MENESES SILVA - Tese.pdf: 3605824 bytes, checksum: 35364c5224c43fb74b6fbc1890a1f7b6 (MD5)Made available in DSpace on 2025-12-15T16:52:48Z (GMT). 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dc.title.por.fl_str_mv Estudo fitoquímico e avaliação do potencial biológico de Senega pulchella e Senega trichosperma
title Estudo fitoquímico e avaliação do potencial biológico de Senega pulchella e Senega trichosperma
spellingShingle Estudo fitoquímico e avaliação do potencial biológico de Senega pulchella e Senega trichosperma
Silva, Syntia Meneses
Senega
Fitoquímica
CLAE-DAD
Espectrometria
Ensaios in vitro e in silico
Senega
Phytochemistry
HPLC-DAD
Spectrometry
In vitro and in silico assays
FITOTECNIA::FISIOLOGIA DE PLANTAS CULTIVADAS
title_short Estudo fitoquímico e avaliação do potencial biológico de Senega pulchella e Senega trichosperma
title_full Estudo fitoquímico e avaliação do potencial biológico de Senega pulchella e Senega trichosperma
title_fullStr Estudo fitoquímico e avaliação do potencial biológico de Senega pulchella e Senega trichosperma
title_full_unstemmed Estudo fitoquímico e avaliação do potencial biológico de Senega pulchella e Senega trichosperma
title_sort Estudo fitoquímico e avaliação do potencial biológico de Senega pulchella e Senega trichosperma
author Silva, Syntia Meneses
author_facet Silva, Syntia Meneses
author_role author
dc.contributor.advisor1.fl_str_mv Alves, Clayton Queiroz
dc.contributor.advisor1ID.fl_str_mv https://orcid.org/0000-0002-3242-3230
dc.contributor.advisor1Lattes.fl_str_mv http://lattes.cnpq.br/9188574132632625
dc.contributor.advisor-co1.fl_str_mv Aguiar, Rosane Moura
dc.contributor.advisor-co1ID.fl_str_mv https://orcid.org/0000-0002-9803-8183
dc.contributor.advisor-co1Lattes.fl_str_mv http://lattes.cnpq.br/9786102954711387
dc.contributor.advisor-co2.fl_str_mv Brandão, Hugo Neves
dc.contributor.advisor-co2ID.fl_str_mv https://orcid.org/0000-0001-5198-5039
dc.contributor.advisor-co2Lattes.fl_str_mv http://lattes.cnpq.br/8057581458002753
dc.contributor.referee1.fl_str_mv Lima, Luciano da Silva
dc.contributor.referee2.fl_str_mv Moreira, Bruno Oliveira
dc.contributor.referee3.fl_str_mv Santos Junior, Manoelito Coelho dos
dc.contributor.referee4.fl_str_mv Lucchese, Angélica Maria
dc.contributor.referee5.fl_str_mv Alves, Clayton Queiroz
dc.contributor.authorID.fl_str_mv https://orcid.org/0000-0003-2555-9209
dc.contributor.authorLattes.fl_str_mv http://lattes.cnpq.br/1144459658440117
dc.contributor.author.fl_str_mv Silva, Syntia Meneses
contributor_str_mv Alves, Clayton Queiroz
Aguiar, Rosane Moura
Brandão, Hugo Neves
Lima, Luciano da Silva
Moreira, Bruno Oliveira
Santos Junior, Manoelito Coelho dos
Lucchese, Angélica Maria
Alves, Clayton Queiroz
dc.subject.por.fl_str_mv Senega
Fitoquímica
CLAE-DAD
Espectrometria
Ensaios in vitro e in silico
topic Senega
Fitoquímica
CLAE-DAD
Espectrometria
Ensaios in vitro e in silico
Senega
Phytochemistry
HPLC-DAD
Spectrometry
In vitro and in silico assays
FITOTECNIA::FISIOLOGIA DE PLANTAS CULTIVADAS
dc.subject.eng.fl_str_mv Senega
Phytochemistry
HPLC-DAD
Spectrometry
In vitro and in silico assays
dc.subject.cnpq.fl_str_mv FITOTECNIA::FISIOLOGIA DE PLANTAS CULTIVADAS
description The use of plants for therapeutic purposes is one of the oldest medicinal practices known to humanity, and vegetal resources remain strategic sources of bioactive molecules with pharmacological potential. This study aimed to investigate the phytochemical profile and evaluate the biological potential of Senega trichosperma and Senega pulchella (Polygalaceae), collected on the campuses of the Universidade Estadual de Feira de Santana (UEFS) and the Universidade Federal de Santa Catarina (UFSC), respectively. After drying, the aerial parts and roots were subjected to different extraction methods: methanolic maceration (MM), ethanolic maceration (ME), Soxhlet extraction (SOX), and ultrasound-assisted extraction (ULT). The methanolic maceration extracts were further partitioned using a liquid–liquid fractionation system with solvents of increasing polarity: hexane, chloroform, and ethyl acetate. HPLC-DAD analyses revealed similar chromatographic profiles among the extraction methods, highlighting the consistent presence of two compounds (salicylic acid and 1,5-dihydroxy-2,3- dimethoxyxanthone) across all samples. Extraction yields ranged from 10.8% to 27%, with the highest values observed for Soxhlet methanolic extraction. The fractions obtained from partitioning were submitted to successive chromatographic processes (CC and MPLC), which enabled the isolation of metabolites belonging to the xanthone and coumarin classes. Among the isolated xanthones, 1,5-dihydroxy-6’,6’-dimethylpyrano [2’,3’:3,2] -xanthone (6- desoxijacareubin) and 1,5-dihydroxy-2,3-dimethoxyxanthone were identified. Within the coumarins, 2,2-dimethylpyranocoumarin (Seselin) and 8-(3-methyl-2-butenyl) benzopyran-2- one (Osthol) were isolated. Structural characterization was confirmed by ¹H and ¹³C NMR (including DEPT, HMQC, and HMBC), IR, and MS analyses. In the biological assays, crude extracts and fractions exhibited relevant levels of phenolics (up to 106.8 ± 4.56 mg GAE·g⁻¹) and flavonoids (up to 58.6 ± 0.63 mg QE·g⁻¹), associated with antioxidant activity (IC₅₀ of 1.42 ± 0.119 mg·mL⁻¹ for DPPH; IC₅₀ of 0.200 ± 0.0 mg·mL⁻¹ for ABTS; and IC₅₀ of 0.267 ± 0.04 mg·mL⁻¹ for the β-carotene assay). Antimicrobial evaluation demonstrated activity against Gram-positive bacteria and yeast-like fungi, with MIC values of 1024 μg/mL for SPMM and 512 μg/mL for 6-desoxijacareubin and Osthol. Anticholinesterase activity was prominent, with 56.78% AChE inhibition for SPSOX and 48.65% BuChE inhibition for SPULT. Additionally, 6-desoxijacareubin yielded IC₅₀ values of 69.5 µM for AChE and 47.3 µM for BuChE, while Osthol exhibited IC₅₀ values of 45.0 µM and 298.5 µM for AChE and BuChE, respectively, results corroborated by in silico molecular docking analyses that revealed stable interactions with the catalytic sites of the enzymes. In cytotoxicity assays, SPSOX, SPMM, and SPULT showed higher activity against the K562 cell line (IC₅₀ = 240.8, 271.4, and 251.4 µg/mL, respectively), with selectivity indices greater than 2 compared to McCoy fibroblasts. Regarding anti-leishmanial activity, the isolated compounds inhibited the LbSODB2 enzyme from Leishmania braziliensis, and the thermal shift responses observed for Osthol and 6- desoxijacareubin suggested potential destabilization of the protein structure. Overall, the results highlight S. trichosperma and S. pulchella as promising sources of bioactive metabolites with multiple pharmacological properties and chemotaxonomic relevance, contributing to the rational and sustainable use of Brazilian biodiversity.
publishDate 2025
dc.date.accessioned.fl_str_mv 2025-12-15T16:52:48Z
dc.date.issued.fl_str_mv 2025-09-30
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dc.identifier.citation.fl_str_mv SILVA, Syntia Meneses. Estudo fitoquímico e avaliação do potencial biológico de Senega pulchella e Senega trichosperma, 2025, 134f., Tese (doutorado) - Programa de Pós-Graduação em Recursos Genéticos Vegetais, Universidade Estadual de Feira de Santana, Feira de Santana.
dc.identifier.uri.fl_str_mv http://tede2.uefs.br:8080/handle/tede/1982
identifier_str_mv SILVA, Syntia Meneses. Estudo fitoquímico e avaliação do potencial biológico de Senega pulchella e Senega trichosperma, 2025, 134f., Tese (doutorado) - Programa de Pós-Graduação em Recursos Genéticos Vegetais, Universidade Estadual de Feira de Santana, Feira de Santana.
url http://tede2.uefs.br:8080/handle/tede/1982
dc.language.iso.fl_str_mv por
language por
dc.relation.program.fl_str_mv 2074743607827725103
dc.relation.confidence.fl_str_mv 600
600
600
500
dc.relation.department.fl_str_mv -6971480722008537872
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dc.relation.sponsorship.fl_str_mv 2075167498588264571
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
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dc.publisher.none.fl_str_mv Universidade Estadual de Feira de Santana
dc.publisher.program.fl_str_mv Doutorado Acadêmico em Recursos Genéticos Vegetais
dc.publisher.initials.fl_str_mv UEFS
dc.publisher.country.fl_str_mv Brasil
dc.publisher.department.fl_str_mv DEPARTAMENTO DE CIÊNCIAS BIOLÓGICAS
publisher.none.fl_str_mv Universidade Estadual de Feira de Santana
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