Extração verde de compostos bioativos da folha da gravioleira: aplicação de solventes eutéticos profundos

Detalhes bibliográficos
Ano de defesa: 2025
Autor(a) principal: Oton, Lais Ferreira
Orientador(a): Aguiar, Rilvia Saraiva de Santiago
Banca de defesa: Não Informado pela instituição
Tipo de documento: Tese
Tipo de acesso: Acesso aberto
Idioma: por
Instituição de defesa: Não Informado pela instituição
Programa de Pós-Graduação: Não Informado pela instituição
Departamento: Não Informado pela instituição
País: Não Informado pela instituição
Área do conhecimento CNPq:
Link de acesso: http://repositorio.ufc.br/handle/riufc/82921
Resumo: The leaves of the Annona muricata Lin. plant, popularly known as soursop, are rich in bioactive compounds such as polyphenols and other antioxidants, with potential applications in the pharmaceutical and food industries. These compounds can be efficiently extracted using designer solvents known as Deep Eutectic Solvents (DES), an innovative and sustainable class of solvents with diverse applications, including the extraction of compounds from various biomass sources. In this study, different DES formulations based on choline chloride and menthol were used as hydrogen bond acceptors (HBA), combined with lactic acid, oxalic acid, and 1,2-propanediol as hydrogen bond donors (HBD). Extractions were carried out using two different systems: heated stirring and ultrasonic bath, with variations in time and temperature. The samples were analyzed using spectrophotometric methods to determine the total extractive content, total phenolic content, and antioxidant activity (ABTS, DPPH, and FRAP assays). The performance of the DES was further evaluated through physicochemical and thermal characterizations, including density, viscosity, pH, and thermogravimetric analysis. DES containing oxalic acid and lactic acid showed the best extraction performances, with optimal conditions observed at 50 °C for 120 minutes under agitation and 30 °C for 30 minutes in the ultrasonic bath. Extracts obtained using the oxalic acid- based DES (CCAO) exhibited the highest antioxidant activity (ABTS = 244 µmol trolox·g⁻¹; TPC = 130 mg GAE·g⁻¹), outperforming aqueous and ethanolic extracts under the same conditions. After recovery with dichloromethane (DCM) and hexane (HEX), promising bioactivity was observed. The CCAO-DCM fraction showed cytotoxic activity against breast cancer (MDA-MB-231, IC₅₀ = 227 µg·mL⁻¹), prostate cancer (PC-3, IC₅₀ = 265.1 µg·mL⁻¹), and colon cancer cells (RKO, IC₅₀ = 259.6 µg·mL⁻¹), while maintaining selectivity toward healthy fibroblasts (BJ-5TA, IC₅₀ = 604.6 µg·mL⁻¹). The CCAO-HEX fraction was not cytotoxic but exhibited antimicrobial activity against S. aureus and P. aeruginosa (MIC = 6.25 mg·mL⁻¹) and E. coli (MIC = 12.5 mg·mL⁻¹). These results demonstrate that DES-based extraction is an effective and sustainable strategy for obtaining compounds with antioxidant, anticancer, and antimicrobial properties, with potential applications in bioactive formulations.
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spelling Oton, Lais FerreiraBrito, Edy Sousa deAguiar, Rilvia Saraiva de Santiago2025-10-07T13:44:39Z2025-10-07T13:44:39Z2025OTON, Lais Ferreira. Extração verde de compostos bioativos da folha da gravioleira: aplicação de solventes eutéticos profundos. 2025. Tese (Doutorado em Engenharia Química) – Programa de Pós-Graduação em Engenharia Química, Universidade Federal do Ceará, Fortaleza, 2025.http://repositorio.ufc.br/handle/riufc/82921The leaves of the Annona muricata Lin. plant, popularly known as soursop, are rich in bioactive compounds such as polyphenols and other antioxidants, with potential applications in the pharmaceutical and food industries. These compounds can be efficiently extracted using designer solvents known as Deep Eutectic Solvents (DES), an innovative and sustainable class of solvents with diverse applications, including the extraction of compounds from various biomass sources. In this study, different DES formulations based on choline chloride and menthol were used as hydrogen bond acceptors (HBA), combined with lactic acid, oxalic acid, and 1,2-propanediol as hydrogen bond donors (HBD). Extractions were carried out using two different systems: heated stirring and ultrasonic bath, with variations in time and temperature. The samples were analyzed using spectrophotometric methods to determine the total extractive content, total phenolic content, and antioxidant activity (ABTS, DPPH, and FRAP assays). The performance of the DES was further evaluated through physicochemical and thermal characterizations, including density, viscosity, pH, and thermogravimetric analysis. DES containing oxalic acid and lactic acid showed the best extraction performances, with optimal conditions observed at 50 °C for 120 minutes under agitation and 30 °C for 30 minutes in the ultrasonic bath. Extracts obtained using the oxalic acid- based DES (CCAO) exhibited the highest antioxidant activity (ABTS = 244 µmol trolox·g⁻¹; TPC = 130 mg GAE·g⁻¹), outperforming aqueous and ethanolic extracts under the same conditions. After recovery with dichloromethane (DCM) and hexane (HEX), promising bioactivity was observed. The CCAO-DCM fraction showed cytotoxic activity against breast cancer (MDA-MB-231, IC₅₀ = 227 µg·mL⁻¹), prostate cancer (PC-3, IC₅₀ = 265.1 µg·mL⁻¹), and colon cancer cells (RKO, IC₅₀ = 259.6 µg·mL⁻¹), while maintaining selectivity toward healthy fibroblasts (BJ-5TA, IC₅₀ = 604.6 µg·mL⁻¹). The CCAO-HEX fraction was not cytotoxic but exhibited antimicrobial activity against S. aureus and P. aeruginosa (MIC = 6.25 mg·mL⁻¹) and E. coli (MIC = 12.5 mg·mL⁻¹). These results demonstrate that DES-based extraction is an effective and sustainable strategy for obtaining compounds with antioxidant, anticancer, and antimicrobial properties, with potential applications in bioactive formulations.As folhas da planta Annona muricata Lin., popularmente conhecidas como gravioleira, são ricas em compostos bioativos, como polifenóis e outros antioxidantes, com potencial aplicação nas indústrias farmacêutica e alimentícia. Esses compostos podem ser extraídos de forma eficaz utilizando solventes projetáveis denominados Solventes Eutéticos Profundos (Deep Eutetic Solvents- DES), uma classe de solventes inovadores e sustentáveis, com diferentes aplicações incluindo a extração de compostos de diversas biomassas. Neste estudo, foram utilizadas diferentes formulações de DES baseadas em Cloreto de Colina e Mentol como receptores de ligação de hidrogênio (Hydrogen Bond Acceptors – HBA), combinados com Ácido Láctico, Ácido Oxálico e 1,2-Propanodiol como doadores de ligação de hidrogênio (Hydrogen Bond Donors – HBD). As extrações foram conduzidas por dois sistemas distintos: agitação com aquecimento e banho de ultrassónico, variando-se tempo e temperatura. As amostras foram analisadas por métodos espectrofotométricos para determinação do conteúdo total de extrativos, teor de compostos fenólicos totais e atividade antioxidante (ABTS, DPPH e FRAP). O desempenho dos DESs foi investigado através de caracterizações físico-químicas e térmicas, incluindo densidade, viscosidade, pH e Termogravimetria. Os DESs contendo Ácido Oxálico (CCAO) e Ácido Láctico (CCAL) apresentaram os melhores desempenhos nas extrações, com condições ideais observadas na agitação a 50 °C por 120 minutos e no banho ultrassônico a 30 °C por 30 minutos. Os extratos obtidos com CCAO apresentaram os mais elevados índices de atividade antioxidante (ABTS = 244 µmol trolox.g⁻¹; TPC = 130 mg GAE.g⁻¹), superando os extratos aquosos e etanólicos nas mesmas condições. Após recuperação com diclorometano (DCM) e hexano (HEX), observou-se bioatividade promissora. A fração CCAO-DCM apresentou atividade citotóxica contra células de câncer de mama (MDA-MB-231, IC₅₀ = 227 µg.mL⁻¹), próstata (PC-3, IC₅₀ = 265,1  µg.mL⁻¹) e cólon (RKO, IC₅₀ =259,6  µg.mL⁻¹), mas apresentou seletividade aos fibroblastos saudáveis (BJ-5TA, IC₅₀ =604,6  µg.mL⁻¹). Já a fração CCAO-HEX não foi citotóxica, mas apresentou atividade antimicrobiana, contra S. aureus e P. aeruginosa (MIC = 6,25 mg.mL⁻¹) e E. coli (MIC = 12,5 mg.mL⁻¹). Esses resultados demonstram que a extração com DES é uma estratégia eficaz e sustentável para obtenção de compostos com propriedades antioxidantes, anticancerígenas e antimicrobianas, com potencial de aplicação em formulações bioativas.Este documento está disponível online com base na Portaria no 348, de 08 de dezembro de 2022, disponível em: https://biblioteca.ufc.br/wp-content/uploads/2022/12/portaria348-2022.pdf, que autoriza a digitalização e a disponibilização no Repositório Institucional (RI) da coleção retrospectiva de TCC, dissertações e teses da UFC, sem o termo de anuência prévia dos autores. Em caso de trabalhos com pedidos de patente e/ou de embargo, cabe, exclusivamente, ao autor(a) solicitar a restrição de acesso ou retirada de seu trabalho do RI, mediante apresentação de documento comprobatório à Direção do Sistema de Bibliotecas.Extração verde de compostos bioativos da folha da gravioleira: aplicação de solventes eutéticos profundosinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/doctoralThesisGraviolaSolventes eutéticos profundosGravioleiraFolhasExtração por solventesCitotoxicidadeCompostos bioativosSoursopDeep eutectic solventsSoursop treeLeavesSolvent extractionCytotoxicityBioactive compoundsCNPQ::ENGENHARIAS::ENGENHARIA QUIMICAinfo:eu-repo/semantics/openAccessporreponame:Repositório Institucional da Universidade Federal do Ceará (UFC)instname:Universidade Federal do Ceará (UFC)instacron:UFChttps://orcid.org/0009-0008-4943-9109https://lattes.cnpq.br/5476635981893910https://orcid.org/0000-0003-2513-6898http://lattes.cnpq.br/8912166751688514https://orcid.org/0000-0003-4084-8076http://lattes.cnpq.br/51688067768160092025-10-07ORIGINAL2025_tese_ lfoton.pdf2025_tese_ lfoton.pdfapplication/pdf2826714http://repositorio.ufc.br/bitstream/riufc/82921/3/2025_tese_%20lfoton.pdf039276f45938658823bad308a536dc3dMD53LICENSElicense.txtlicense.txttext/plain; charset=utf-81748http://repositorio.ufc.br/bitstream/riufc/82921/4/license.txt8a4605be74aa9ea9d79846c1fba20a33MD54riufc/829212025-10-07 10:44:43.272oai:repositorio.ufc.br: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Repositório InstitucionalPUBhttp://www.repositorio.ufc.br/ri-oai/requestbu@ufc.br || repositorio@ufc.bropendoar:2025-10-07T13:44:43Repositório Institucional da Universidade Federal do Ceará (UFC) - Universidade Federal do Ceará (UFC)false
dc.title.pt_BR.fl_str_mv Extração verde de compostos bioativos da folha da gravioleira: aplicação de solventes eutéticos profundos
title Extração verde de compostos bioativos da folha da gravioleira: aplicação de solventes eutéticos profundos
spellingShingle Extração verde de compostos bioativos da folha da gravioleira: aplicação de solventes eutéticos profundos
Oton, Lais Ferreira
CNPQ::ENGENHARIAS::ENGENHARIA QUIMICA
Graviola
Solventes eutéticos profundos
Gravioleira
Folhas
Extração por solventes
Citotoxicidade
Compostos bioativos
Soursop
Deep eutectic solvents
Soursop tree
Leaves
Solvent extraction
Cytotoxicity
Bioactive compounds
title_short Extração verde de compostos bioativos da folha da gravioleira: aplicação de solventes eutéticos profundos
title_full Extração verde de compostos bioativos da folha da gravioleira: aplicação de solventes eutéticos profundos
title_fullStr Extração verde de compostos bioativos da folha da gravioleira: aplicação de solventes eutéticos profundos
title_full_unstemmed Extração verde de compostos bioativos da folha da gravioleira: aplicação de solventes eutéticos profundos
title_sort Extração verde de compostos bioativos da folha da gravioleira: aplicação de solventes eutéticos profundos
author Oton, Lais Ferreira
author_facet Oton, Lais Ferreira
author_role author
dc.contributor.co-advisor.none.fl_str_mv Brito, Edy Sousa de
dc.contributor.author.fl_str_mv Oton, Lais Ferreira
dc.contributor.advisor1.fl_str_mv Aguiar, Rilvia Saraiva de Santiago
contributor_str_mv Aguiar, Rilvia Saraiva de Santiago
dc.subject.cnpq.fl_str_mv CNPQ::ENGENHARIAS::ENGENHARIA QUIMICA
topic CNPQ::ENGENHARIAS::ENGENHARIA QUIMICA
Graviola
Solventes eutéticos profundos
Gravioleira
Folhas
Extração por solventes
Citotoxicidade
Compostos bioativos
Soursop
Deep eutectic solvents
Soursop tree
Leaves
Solvent extraction
Cytotoxicity
Bioactive compounds
dc.subject.ptbr.pt_BR.fl_str_mv Graviola
Solventes eutéticos profundos
Gravioleira
Folhas
Extração por solventes
Citotoxicidade
Compostos bioativos
dc.subject.en.pt_BR.fl_str_mv Soursop
Deep eutectic solvents
Soursop tree
Leaves
Solvent extraction
Cytotoxicity
Bioactive compounds
description The leaves of the Annona muricata Lin. plant, popularly known as soursop, are rich in bioactive compounds such as polyphenols and other antioxidants, with potential applications in the pharmaceutical and food industries. These compounds can be efficiently extracted using designer solvents known as Deep Eutectic Solvents (DES), an innovative and sustainable class of solvents with diverse applications, including the extraction of compounds from various biomass sources. In this study, different DES formulations based on choline chloride and menthol were used as hydrogen bond acceptors (HBA), combined with lactic acid, oxalic acid, and 1,2-propanediol as hydrogen bond donors (HBD). Extractions were carried out using two different systems: heated stirring and ultrasonic bath, with variations in time and temperature. The samples were analyzed using spectrophotometric methods to determine the total extractive content, total phenolic content, and antioxidant activity (ABTS, DPPH, and FRAP assays). The performance of the DES was further evaluated through physicochemical and thermal characterizations, including density, viscosity, pH, and thermogravimetric analysis. DES containing oxalic acid and lactic acid showed the best extraction performances, with optimal conditions observed at 50 °C for 120 minutes under agitation and 30 °C for 30 minutes in the ultrasonic bath. Extracts obtained using the oxalic acid- based DES (CCAO) exhibited the highest antioxidant activity (ABTS = 244 µmol trolox·g⁻¹; TPC = 130 mg GAE·g⁻¹), outperforming aqueous and ethanolic extracts under the same conditions. After recovery with dichloromethane (DCM) and hexane (HEX), promising bioactivity was observed. The CCAO-DCM fraction showed cytotoxic activity against breast cancer (MDA-MB-231, IC₅₀ = 227 µg·mL⁻¹), prostate cancer (PC-3, IC₅₀ = 265.1 µg·mL⁻¹), and colon cancer cells (RKO, IC₅₀ = 259.6 µg·mL⁻¹), while maintaining selectivity toward healthy fibroblasts (BJ-5TA, IC₅₀ = 604.6 µg·mL⁻¹). The CCAO-HEX fraction was not cytotoxic but exhibited antimicrobial activity against S. aureus and P. aeruginosa (MIC = 6.25 mg·mL⁻¹) and E. coli (MIC = 12.5 mg·mL⁻¹). These results demonstrate that DES-based extraction is an effective and sustainable strategy for obtaining compounds with antioxidant, anticancer, and antimicrobial properties, with potential applications in bioactive formulations.
publishDate 2025
dc.date.accessioned.fl_str_mv 2025-10-07T13:44:39Z
dc.date.available.fl_str_mv 2025-10-07T13:44:39Z
dc.date.issued.fl_str_mv 2025
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.citation.fl_str_mv OTON, Lais Ferreira. Extração verde de compostos bioativos da folha da gravioleira: aplicação de solventes eutéticos profundos. 2025. Tese (Doutorado em Engenharia Química) – Programa de Pós-Graduação em Engenharia Química, Universidade Federal do Ceará, Fortaleza, 2025.
dc.identifier.uri.fl_str_mv http://repositorio.ufc.br/handle/riufc/82921
identifier_str_mv OTON, Lais Ferreira. Extração verde de compostos bioativos da folha da gravioleira: aplicação de solventes eutéticos profundos. 2025. Tese (Doutorado em Engenharia Química) – Programa de Pós-Graduação em Engenharia Química, Universidade Federal do Ceará, Fortaleza, 2025.
url http://repositorio.ufc.br/handle/riufc/82921
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