Discrimination of Regioisomeric and Stereoisomeric Saponins from <i>Aesculus hippocastanum</i> Seeds by Ion Mobility Mass Spectrometry

Colson, Emmanuel; Decroo, Corentin; Cooper-Shepherd, Dale A.; Caulier, Guillaume; Henoumont, Céline; Laurent, Sophie; Winter, Julien De; Flammang, Patrick; Palmer, Martin; Claereboudt, Jan; Gerbaux, Pascal

doi:10.1007/s13361-019-02310-7

Cited by 27 publications

(19 citation statements)

References 32 publications

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“…We shown that isomeric saponins presenting different connectivities between the glycone and the aglycone moieties can be distinguished using IMS [24]. More recently, taking advantage of the high ion mobility resolution achieved on the newly-introduced cyclic ion mobility experimental setup [25], we succeeded in distinguishing regioisomeric and steroisomeric saponins from Aesculus hippocastanum [20,25].…”

Section: Introductionmentioning

confidence: 98%

Enhancing the Membranolytic Activity of Chenopodium quinoa Saponins by Fast Microwave Hydrolysis

et al. 2020

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Saponins are plant secondary metabolites. There are associated with defensive roles due to their cytotoxicity and are active against microorganisms. Saponins are frequently targeted to develop efficient drugs. Plant biomass containing saponins deserves sustained interest to develop high-added value applications. A key issue when considering the use of saponins for human healthcare is their toxicity that must be modulated before envisaging any biomedical application. This can only go through understanding the saponin-membrane interactions. Quinoa is abundantly consumed worldwide, but the quinoa husk is discarded due to its astringent taste associated with its saponin content. Here, we focus on the saponins of the quinoa husk extract (QE). We qualitatively and quantitively characterized the QE saponins using mass spectrometry. They are bidesmosidic molecules, with two oligosaccharidic chains appended on the aglycone with two different linkages; a glycosidic bond and an ester function. The latter can be hydrolyzed to prepare monodesmosidic molecules. The microwave-assisted hydrolysis reaction was optimized to produce monodesmosidic saponins. The membranolytic activity of the saponins was assayed based on their hemolytic activity that was shown to be drastically increased upon hydrolysis. In silico investigations confirmed that the monodesmosidic saponins interact preferentially with a model phospholipid bilayer, explaining the measured increased hemolytic activity.

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Section: Introductionmentioning

confidence: 98%

Enhancing the Membranolytic Activity of Chenopodium quinoa Saponins by Fast Microwave Hydrolysis

et al. 2020

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“…A Aesculus hippocastanum L. (família Sapindaceae) corresponde a uma árvore robusta popularmente conhecida como castanheiro-da-índia (Colson et al, 2019). Os extratos de suas sementes que são chamadas de castanha-da-índia, são utilizados há muitos séculos com fim terapêutico, sendo especialmente empregadas no tratamento de insuficiência venosa crônica, ulcerações, queimaduras e tratamento de inflamações na pele (Bonomo et al, 2020).…”

Section: De Acordo Comunclassified

Avaliação físico-química e microbiológica de fitoterápicos utilizados em uma farmácia municipal de manipulação

Meotti

Silva

Gumy

et al. 2021

RSD

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O medicamento fitoterápico possui como insumo, plantas medicinais ou seus derivados. Apesar de inúmeros benefícios, o uso indiscriminado e falhas durante a produção podem expor o consumidor final a efeitos nocivos à sua saúde. Nesse sentido, o estudo avaliou a qualidade físico-química e microbiológica de insumos vegetais utilizados em uma farmácia de manipulação municipal na região sudoeste do Paraná. Foram analisadas amostras de extratos secos de: Cymbopogon citratus, Baccharis trimera., Aesculus hippocastanum, Equisetum arvense, Echinodorus grandiflorus, Curcuma longa, Ginkgo biloba, Piper methysticum, Melissa officinalis e Passiflora incarnata. Para a avaliação físico-química, foram realizados os testes, segundo a Farmacopeia Brasileira (2019): características organolépticas, umidade, granulometria, pH, densidade, solubilidade e constituintes secundários, dentre os quais flavonoides, saponinas e taninos. Para a análise microbiológica, determinou-se a presença de microrganismos totais, bolores, leveduras, Salmonella sp e Shiguella sp, segundo Barbosa (2014). A avaliação organoléptica revelou que todas as amostras se apresentaram com aspecto de pó fino e homogêneo, com odor e cor característicos de cada espécie. Os extratos secos apresentaram resultados de teor de umidade, granulométricos, pH e densidade dentro dos valores de referência farmacopéicos. Com relação a solubilidade, a amostra de E. arvense se revelou praticamente insolúvel ao solvente utilizado. Todas as amostras testaram positivo para a presença de flavonoides. As amostras de G. biloba, P. methysticum e P. incarnata não apresentaram saponinas. Nenhuma amostra apresentou contaminação por bactérias totais, Salmonella sp e Shiguella sp. Portanto, os resultados obtidos nesta pesquisa atendem aos parâmetros da legislação vigente, comprovando a qualidade dos extratos estudados.

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“…While there are reports on the utility of ion mobility to discriminate between stereoisomers, it is still to be tested whether such resolution is practically achievable. [56][57][58] Published collisional cross sections of vidarabine (156.4 Å² for [M+H] + ) and adenosine (156.9 Å² for [M+H] + ) measured on the same instrument are available, revealing a difference of only 0.5 Å² or 0.3%, which is too close to distinguish currently within the typical resolving power of ion mobility spectrometers. 59,60 M-H2O (18.0104) This study documents suspect screening efforts thus far for pharmaceuticals and their known TPs as a starting point for further understanding pharmaceutical levels in Luxembourgish surface waters.…”

Section: Spatio-temporal Distribution Of Pharmaceuticals Inmentioning

confidence: 99%

Occurrence and Distribution of Pharmaceuticals and their Transformation Products in Luxembourgish Surface Waters

Singh

Lai²,

Krier³

et al. 2021

Preprint

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Discrimination of Regioisomeric and Stereoisomeric Saponins from Aesculus hippocastanum Seeds by Ion Mobility Mass Spectrometry

Cited by 27 publications

References 32 publications

Enhancing the Membranolytic Activity of Chenopodium quinoa Saponins by Fast Microwave Hydrolysis

Enhancing the Membranolytic Activity of Chenopodium quinoa Saponins by Fast Microwave Hydrolysis

Avaliação físico-química e microbiológica de fitoterápicos utilizados em uma farmácia municipal de manipulação

Occurrence and Distribution of Pharmaceuticals and their Transformation Products in Luxembourgish Surface Waters

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