Prospection and identification of bioactive compounds in the products of the soybean oil ethanolic extraction

Detalhes bibliográficos
Ano de defesa: 2019
Autor(a) principal: Borges, Larissa Braga Bueno
Orientador(a): Não Informado pela instituição
Banca de defesa: Não Informado pela instituição
Tipo de documento: Tese
Tipo de acesso: Acesso aberto
Idioma: eng
Instituição de defesa: Biblioteca Digitais de Teses e Dissertações da USP
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: http://www.teses.usp.br/teses/disponiveis/11/11141/tde-16082019-164037/
Resumo: Soybean oil is commercially obtained through an extraction process using hot commercial hexane. This toxic solvent, derived from petroleum, must be subsequently evaporated before the oil can be submitted to refining steps prior to storage and transportation or directly moving to biodiesel synthesis. Extraction of soybean oil with ethanol, a renewable, low-toxicity solvent, results in the production of an oil-rich miscella that can be directly esterified to produce ethyl esters (biodiesel) without the need for oil-refining steps and evaporation of the solvent. This extraction also generates an oil-poor miscella that has been successfully reinserted in further extractions as the solvent. The theoretical bases of the ethanolic extraction of soybean oil have been established by the works of many authors, focusing on the insurance of high oil yields. However, the effects of the ethanolic extraction of vegetable oils on the antioxidant profile and oxidative stability of the extraction products have not yet been addressed. This study aimed to increase the knowledge on the antioxidant composition of the rich and poor miscella derived from the extraction of soybean oil using ethanol as solvent. Results showed that although the rich miscella presents lower amounts of tocopherols in comparison to oils extracted with hexane, it contains antioxidant compounds of polar character with high affinity to ethanol, which would not be found in soybean oils extracted with hexane. Among these compounds isoflavones have been identified and quantified. The reuse of the poor miscella in subsequent extractions promotes an increase in the oxidative stability of the rich miscella, possibly, by adding antioxidant compounds with high affinity to ethanol. This effect was also observed in the use of the oil-poor miscella in liquid-liquid washings with waste cooking oil, resulting increase of the induction period. However, consecutive extractions of soybean oil have shown that the increase in the induction period of the oil-rich miscella reaches a limit. This phenomenon may be an indication of pro-oxidant effects, resulting from the increase in the content of the compounds present in the rich-miscella. For this reason, the study of the interactions between different classes of antioxidant compounds present in the soybean ethanolic extraction products may be an excellent way to understand the mechanisms involved in the oxidative stability of complex lipid systems.
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spelling Prospection and identification of bioactive compounds in the products of the soybean oil ethanolic extractionProspecção e identificação de compostos de atividade antioxidante em miscelas etanólicas de óleo de sojaAntioxidantesAntioxidantsBiodieselBiodieselEstabilidade oxidativaEthanol extractionExtração com etanolIsoflavonasIsoflavoneOil refiningOxidative stabilityRefino de óleoSojaSoybeanSoybean oil is commercially obtained through an extraction process using hot commercial hexane. This toxic solvent, derived from petroleum, must be subsequently evaporated before the oil can be submitted to refining steps prior to storage and transportation or directly moving to biodiesel synthesis. Extraction of soybean oil with ethanol, a renewable, low-toxicity solvent, results in the production of an oil-rich miscella that can be directly esterified to produce ethyl esters (biodiesel) without the need for oil-refining steps and evaporation of the solvent. This extraction also generates an oil-poor miscella that has been successfully reinserted in further extractions as the solvent. The theoretical bases of the ethanolic extraction of soybean oil have been established by the works of many authors, focusing on the insurance of high oil yields. However, the effects of the ethanolic extraction of vegetable oils on the antioxidant profile and oxidative stability of the extraction products have not yet been addressed. This study aimed to increase the knowledge on the antioxidant composition of the rich and poor miscella derived from the extraction of soybean oil using ethanol as solvent. Results showed that although the rich miscella presents lower amounts of tocopherols in comparison to oils extracted with hexane, it contains antioxidant compounds of polar character with high affinity to ethanol, which would not be found in soybean oils extracted with hexane. Among these compounds isoflavones have been identified and quantified. The reuse of the poor miscella in subsequent extractions promotes an increase in the oxidative stability of the rich miscella, possibly, by adding antioxidant compounds with high affinity to ethanol. This effect was also observed in the use of the oil-poor miscella in liquid-liquid washings with waste cooking oil, resulting increase of the induction period. However, consecutive extractions of soybean oil have shown that the increase in the induction period of the oil-rich miscella reaches a limit. This phenomenon may be an indication of pro-oxidant effects, resulting from the increase in the content of the compounds present in the rich-miscella. For this reason, the study of the interactions between different classes of antioxidant compounds present in the soybean ethanolic extraction products may be an excellent way to understand the mechanisms involved in the oxidative stability of complex lipid systems.O óleo de soja é obtido comercialmente através de um processo de extração a quente utilizando a hexana, também conhecida como hexano comercial. Esse solvente tóxico, derivado de petróleo, deve ser posteriormente evaporado para que o óleo passe por etapas de refino antes de seguir para o armazenamento e transporte ou diretamente para a síntese de biodiesel. A extração de óleo de soja com o etanol, um solvente renovável e de baixa toxicidade, resulta na produção de uma miscela rica em óleo que pode ser diretamente esterificada para produzir ésteres etílicos (biodiesel), sem a necessidade de etapas de refino de óleo e evaporação do solvente. Essa extração gera também uma miscela pobre em óleo que pode ser reutilizada em extrações posteriores como solvente. As bases teóricas da extração etanólica de óleo de soja foram estabelecidas pelos trabalhos de muitos autores, visando maiores rendimentos de extração. No entanto, o perfil antioxidante e a estabilidade oxidativa dos produtos da extração etanólica de óleos vegetais não foram abordados até o momento. Este estudo visou ampliar os conhecimentos sobre a composição antioxidante das miscelas ricas e pobres, oriundas da extração de óleo de soja, utilizando o etanol como solvente. Os resultados evidenciaram que embora a miscela rica apresente quantidades inferiores de tocoferóis em relação a óleos extraídos com hexano, a mesma é acrescida de compostos antioxidantes de natureza polar, devido a afinidade com etanol. Entre esses compostos foram identificadas isoflavonas, que normalmente não são encontradas nos óleos de soja obtidos pela extração com hexano. A reutilização da miscela pobre promove o aumento da estabilidade oxidativa das miscelas ricas, através da adição de compostos antioxidantes de maior afinidade pelo etanol. Esse efeito foi também observado no uso da miscela pobre em lavagens do óleo de fritura, resultando em aumento no período de indução. No entanto, a reutilização de miscelas pobres em extrações consecutivas demonstrou atingir um limite no aumento do período de indução das miscelas ricas. Esse fenômeno pode ser um indício de efeito pró-oxidante decorrente do aumento das concentrações de compostos presentes na miscela rica. Por essa razão, o estudo das interações entre diferentes classes de compostos antioxidantes nas miscelas oriundas da extração de óleo de soja pode ser uma excelente via para a compreensão dos mecanismos envolvidos na estabilidade oxidativa de sistemas lipídicos complexos.Biblioteca Digitais de Teses e Dissertações da USPAlencar, Severino Matias deBaptista, Marisa Aparecida Bismara Rigitano D'Arce deBorges, Larissa Braga Bueno2019-04-12info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/doctoralThesisapplication/pdfhttp://www.teses.usp.br/teses/disponiveis/11/11141/tde-16082019-164037/reponame:Biblioteca Digital de Teses e Dissertações da USPinstname:Universidade de São Paulo (USP)instacron:USPLiberar o conteúdo para acesso público.info:eu-repo/semantics/openAccesseng2019-08-20T23:22:47Zoai:teses.usp.br:tde-16082019-164037Biblioteca Digital de Teses e Dissertaçõeshttp://www.teses.usp.br/PUBhttp://www.teses.usp.br/cgi-bin/mtd2br.plvirginia@if.usp.br|| atendimento@aguia.usp.br||virginia@if.usp.bropendoar:27212019-08-20T23:22:47Biblioteca Digital de Teses e Dissertações da USP - Universidade de São Paulo (USP)false
dc.title.none.fl_str_mv Prospection and identification of bioactive compounds in the products of the soybean oil ethanolic extraction
Prospecção e identificação de compostos de atividade antioxidante em miscelas etanólicas de óleo de soja
title Prospection and identification of bioactive compounds in the products of the soybean oil ethanolic extraction
spellingShingle Prospection and identification of bioactive compounds in the products of the soybean oil ethanolic extraction
Borges, Larissa Braga Bueno
Antioxidantes
Antioxidants
Biodiesel
Biodiesel
Estabilidade oxidativa
Ethanol extraction
Extração com etanol
Isoflavonas
Isoflavone
Oil refining
Oxidative stability
Refino de óleo
Soja
Soybean
title_short Prospection and identification of bioactive compounds in the products of the soybean oil ethanolic extraction
title_full Prospection and identification of bioactive compounds in the products of the soybean oil ethanolic extraction
title_fullStr Prospection and identification of bioactive compounds in the products of the soybean oil ethanolic extraction
title_full_unstemmed Prospection and identification of bioactive compounds in the products of the soybean oil ethanolic extraction
title_sort Prospection and identification of bioactive compounds in the products of the soybean oil ethanolic extraction
author Borges, Larissa Braga Bueno
author_facet Borges, Larissa Braga Bueno
author_role author
dc.contributor.none.fl_str_mv Alencar, Severino Matias de
Baptista, Marisa Aparecida Bismara Rigitano D'Arce de
dc.contributor.author.fl_str_mv Borges, Larissa Braga Bueno
dc.subject.por.fl_str_mv Antioxidantes
Antioxidants
Biodiesel
Biodiesel
Estabilidade oxidativa
Ethanol extraction
Extração com etanol
Isoflavonas
Isoflavone
Oil refining
Oxidative stability
Refino de óleo
Soja
Soybean
topic Antioxidantes
Antioxidants
Biodiesel
Biodiesel
Estabilidade oxidativa
Ethanol extraction
Extração com etanol
Isoflavonas
Isoflavone
Oil refining
Oxidative stability
Refino de óleo
Soja
Soybean
description Soybean oil is commercially obtained through an extraction process using hot commercial hexane. This toxic solvent, derived from petroleum, must be subsequently evaporated before the oil can be submitted to refining steps prior to storage and transportation or directly moving to biodiesel synthesis. Extraction of soybean oil with ethanol, a renewable, low-toxicity solvent, results in the production of an oil-rich miscella that can be directly esterified to produce ethyl esters (biodiesel) without the need for oil-refining steps and evaporation of the solvent. This extraction also generates an oil-poor miscella that has been successfully reinserted in further extractions as the solvent. The theoretical bases of the ethanolic extraction of soybean oil have been established by the works of many authors, focusing on the insurance of high oil yields. However, the effects of the ethanolic extraction of vegetable oils on the antioxidant profile and oxidative stability of the extraction products have not yet been addressed. This study aimed to increase the knowledge on the antioxidant composition of the rich and poor miscella derived from the extraction of soybean oil using ethanol as solvent. Results showed that although the rich miscella presents lower amounts of tocopherols in comparison to oils extracted with hexane, it contains antioxidant compounds of polar character with high affinity to ethanol, which would not be found in soybean oils extracted with hexane. Among these compounds isoflavones have been identified and quantified. The reuse of the poor miscella in subsequent extractions promotes an increase in the oxidative stability of the rich miscella, possibly, by adding antioxidant compounds with high affinity to ethanol. This effect was also observed in the use of the oil-poor miscella in liquid-liquid washings with waste cooking oil, resulting increase of the induction period. However, consecutive extractions of soybean oil have shown that the increase in the induction period of the oil-rich miscella reaches a limit. This phenomenon may be an indication of pro-oxidant effects, resulting from the increase in the content of the compounds present in the rich-miscella. For this reason, the study of the interactions between different classes of antioxidant compounds present in the soybean ethanolic extraction products may be an excellent way to understand the mechanisms involved in the oxidative stability of complex lipid systems.
publishDate 2019
dc.date.none.fl_str_mv 2019-04-12
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language eng
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dc.rights.driver.fl_str_mv Liberar o conteúdo para acesso público.
info:eu-repo/semantics/openAccess
rights_invalid_str_mv Liberar o conteúdo para acesso público.
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dc.publisher.none.fl_str_mv Biblioteca Digitais de Teses e Dissertações da USP
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reponame:Biblioteca Digital de Teses e Dissertações da USP
instname:Universidade de São Paulo (USP)
instacron:USP
instname_str Universidade de São Paulo (USP)
instacron_str USP
institution USP
reponame_str Biblioteca Digital de Teses e Dissertações da USP
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repository.name.fl_str_mv Biblioteca Digital de Teses e Dissertações da USP - Universidade de São Paulo (USP)
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