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Phytochemical study and biological activity of Hinterhubera imbricata Cuatrec. & Aristeg.
Estudio fitoquímico y actividad biológica de Hinterhubera imbricata Cuatrec. & Aristeg
Estudo fitoquímico e atividade biológica de Hinterhubera imbricata Cuatrec. & Aristeg.
Palavras-chave:
Asteraceae, Hinterhuberinae, Hinterhubera imbricata, triterpenes, coumarins (en)Asteraceae, Hinterhuberinae, Hinterhubera imbricata, triterpenos, cumarinas (es)
Asteraceae, Hinterhuberinae, Hinterhubera imbricata, triterpenos, cumarinas (pt)
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Objective: The phytochemical study of the extract of hexane, dichlorometane, and methanol from the aerial parts of Hinterhubera imbricate collected in the State of Mérida, Venezuela was performed in this research. Methods: The purification of the extracts and isolation of the secondary metabolites was done through column chromatography. Compounds were identified and characterized by gas chromatography coupled to mass spectrometry, infrared spectroscopy and nuclear magnetic resonance analysis. Antibacterial activity was evaluated in vitro using the disk agar diffusion method against international reference strains of Staphylococcus aureus, Escherichia coli, Enterococcus faecalis, Klebsiella pneumoniae and Pseudomonas aeruginosa. Antioxidant activity was determined in vitro through the 2,2-diphenyl- 1-picrylhidrazyl free radical method. Results: Phytochemical screening reports the presence in hexane and dichloromethane extracts of leaves-stems of triterpenes and sterols, and in methanol extracts of leaves, stems and flowers; sterols, phenolic compounds, flavonoids and coumarins. Four compounds were isolated and identified as 7-hydroxy-6-methoxycoumarin, friedelone, friedelan-3-ol and ursolic acid. All extracts showed activity against S. aureus and K. pneumoniae at a concentration of 1000 μg/mL, being the most active the methanol extracts (leaves-stems and flowers) with a minimum inhibitory concentration of 250 and 125 μg/mL, respectively. The antioxidant activity was moderate, being the median effective concentration of 12.9 and 8.3 μg/mL, for the methanol extract of leaves-stems and flowers. Conclusion: The aerial parts of Hinterhubera imbricate contain secondary metabolites with antibacterial and antioxidant activity, being this species a source of biologically active substances.
Objetivo: En la presente investigación se realizó el estudio fitoquímico de los extractos de hexano, diclorometano y metanol de las partes aéreas de Hinterhubera imbricata recolectada en el estado Mérida-Venezuela. Métodos: La purificación de los extractos y aislamiento de los metabolitos secundarios se hizo a través de cromatografía de columna. La identificación y caracterización de los compuestos fue mediante análisis de cromatografía de gases acoplada a espectrometría de masas, espectroscopía infrarrojo y de resonancia magnética nuclear. La actividad antibacteriana se evaluó in vitro empleando el método de difusión en agar con discos frente a cepas de referencia internacional de Staphylococcus aureus, Escherichia coli, Enterococcus faecalis, Klebsiella pneumoniae y Pseudomonas aeruginosa. La actividad antioxidante se determinó in vitro por el método del radical libre 2,2-difenil-1-picrilhidrazilo. Resultados: El tamizaje fitoquímico reporta la presencia en los extractos de hexano y diclorometano de las hojas-tallos de triterpenos y esteroles, y en los extractos de metanol de las hojas, tallos y flores; esteroles, compuestos fenólicos, flavonoides y cumarinas. Se aislaron cuatro compuestos que fueron identificados como 7-hidroxi- 6-metoxicumarina, friedelona, friedelan-3-ol y ácido ursólico. Todos los extractos presentaron actividad frente a S. aureus y K. pneumoniae en una concentración de 1000 μg/mL, siendo los más activos los extractos de metanol (hojas-tallos y flores) con una concentración inhibitoria mínima de 250 y 125 μg/mL, respectivamente. La actividad antioxidante fue moderada, siendo la concentración efectiva media de 12,9 y 8,3 μg/mL, para el extracto de metanol de hojas-tallos y flores. Conclusión: Las partes aéreas de Hinterhubera imbricata contienen metabolitos secundarios con actividad antibacteriana y antioxidante, siendo esta especie una fuente de sustancias biológicamente activas.
Objetivo: Na presente investigação foi realizado o estudo fitoquímico dos extratos de hexano, diclorometano e metanol das partes aéreas de Hinterhubera imbricata recolhidas no estado de Mérida-Venezuela. Métodos: A purificação dos extratos e o isolamento dos metabolitos secundários foram efetuados por cromatografia em coluna. A identificação e caraterização dos compostos foi efetuada por cromatografia gasosa acoplada a espectrometria de massa, espetroscopia de infravermelhos e análise de ressonância magnética nuclear. A atividade antibacteriana foi avaliada in vitro utilizando o método de difusão em disco de ágar contra estirpes de referência internacional de Staphylococcus aureus, Escherichia coli, Enterococcus faecalis, Klebsiella pneumoniae e Pseudomonas aeruginosa. A atividade antioxidante foi determinada in vitro pelo método do radical livre 2,2-difenil-1-picrilhidrazil. Resultados: O rastreio fitoquímico indica a presença de triterpenos e esteróis nos extractos de hexano e diclorometano das folhas e caules, e de esteróis, compostos fenólicos, flavonóides e cumarinas nos extratos de metanol das folhas, caules e flores. Quatro compostos foram isolados e identificados como 7-hidroxi-6-metoxicumarina, friedelona, friedelan- 3-ol e ácido ursólico. Todos os extratos mostraram atividade contra S. aureus e K. pneumoniae a uma concentração de 1000 μg/mL, sendo os mais ativos os extratos de metanol (folhas-caules e flores) com uma concentração inibitória mínima de 250 e 125 μg/mL, respetivamente. A atividade antioxidante foi moderada, com concentrações médias eficazes de 12,9 e 8,3 μg/mL para o extrato metanólico das folhas-caules e flores. Conclusão: As partes aéreas de Hinterhubera imbricata contêm metabolitos secundários com atividade antibacteriana e antioxidante, sendo esta espécie uma fonte de substâncias biologicamente ativas.
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