Natural Deep Eutectic Solvents for the Extraction of Triterpene Saponins from <i>Aralia elata</i> var. <i>mandshurica</i> (Rupr. & Maxim.) J. Wen

The roots of the medicinal plant <i>Aralia elata</i> are rich in biologically active natural products, with triterpene saponins constituting one of their major groups. These metabolites can be efficiently extracted by methanol and ethanol. Due to their low toxicity, natural deep eutectic...

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Main Authors: Alyona A. Petrochenko, Anastasia Orlova, Nadezhda Frolova, Evgeny B. Serebryakov, Alena Soboleva, Elena V. Flisyuk, Andrej Frolov, Alexander N. Shikov
Format: Article
Language:English
Published: MDPI AG 2023-04-01
Series:Molecules
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Online Access:https://www.mdpi.com/1420-3049/28/8/3614
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author Alyona A. Petrochenko
Anastasia Orlova
Nadezhda Frolova
Evgeny B. Serebryakov
Alena Soboleva
Elena V. Flisyuk
Andrej Frolov
Alexander N. Shikov
author_facet Alyona A. Petrochenko
Anastasia Orlova
Nadezhda Frolova
Evgeny B. Serebryakov
Alena Soboleva
Elena V. Flisyuk
Andrej Frolov
Alexander N. Shikov
author_sort Alyona A. Petrochenko
collection DOAJ
description The roots of the medicinal plant <i>Aralia elata</i> are rich in biologically active natural products, with triterpene saponins constituting one of their major groups. These metabolites can be efficiently extracted by methanol and ethanol. Due to their low toxicity, natural deep eutectic solvents (NADES) were recently proposed as promising alternative extractants for the isolation of natural products from medicinal plants. However, although NADES-based extraction protocols are becoming common in routine phytochemical work, their application in the isolation of triterpene saponins has not yet been addressed. Therefore, here, we address the potential of NADES in the extraction of triterpene saponins from the roots of <i>A. elata</i>. For this purpose, the previously reported recoveries of <i>Araliacea</i> triterpene saponins in extraction experiments with seven different acid-based NADES were addressed by a targeted LC-MS-based quantitative approach for, to the best of our knowledge, the first time. Thereby, 20 triterpene saponins were annotated by their exact mass and characteristic fragmentation patterns in the total root material, root bark and root core of <i>A. elata</i> by RP-UHPLC-ESI-QqTOF-MS, with 9 of them being identified in the roots of this plant for the first time. Triterpene saponins were successfully extracted from all tested NADES, with the highest efficiency (both in terms of the numbers and recoveries of individual analytes) achieved using a 1:1 mixture of choline chloride and malic acid, as well as a 1:3 mixture of choline chloride and lactic acid. Thereby, for 13 metabolites, NADES were more efficient extractants in comparison with water and ethanol. Our results indicate that new, efficient NADES-based extraction protocols, giving access to high recoveries of triterpene saponins, might be efficiently employed in laboratory practice. Thus, our data open the prospect of replacing alcohols with NADES in the extraction of <i>A. elata</i> roots.
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spelling doaj.art-0ca059ba396742f8afbc87a779c51f632023-11-17T20:41:32ZengMDPI AGMolecules1420-30492023-04-01288361410.3390/molecules28083614Natural Deep Eutectic Solvents for the Extraction of Triterpene Saponins from <i>Aralia elata</i> var. <i>mandshurica</i> (Rupr. & Maxim.) J. WenAlyona A. Petrochenko0Anastasia Orlova1Nadezhda Frolova2Evgeny B. Serebryakov3Alena Soboleva4Elena V. Flisyuk5Andrej Frolov6Alexander N. Shikov7Department of Technology of Pharmaceutical Formulations, St. Petersburg State Chemical Pharmaceutical University, 197376 Saint-Petersburg, RussiaLaboratory of Analytical Biochemistry and Biotechnology, K.A. Timiryazev Institute of Plant Physiology RAS, 127276 Moscow, RussiaDepartment of Plant Physiology and Biochemistry, St. Petersburg State University, 199034 Saint-Petersburg, RussiaChemical Analysis and Materials Research Centre, St. Petersburg State University, 198504 Saint-Petersburg, RussiaLaboratory of Analytical Biochemistry and Biotechnology, K.A. Timiryazev Institute of Plant Physiology RAS, 127276 Moscow, RussiaDepartment of Technology of Pharmaceutical Formulations, St. Petersburg State Chemical Pharmaceutical University, 197376 Saint-Petersburg, RussiaLaboratory of Analytical Biochemistry and Biotechnology, K.A. Timiryazev Institute of Plant Physiology RAS, 127276 Moscow, RussiaDepartment of Technology of Pharmaceutical Formulations, St. Petersburg State Chemical Pharmaceutical University, 197376 Saint-Petersburg, RussiaThe roots of the medicinal plant <i>Aralia elata</i> are rich in biologically active natural products, with triterpene saponins constituting one of their major groups. These metabolites can be efficiently extracted by methanol and ethanol. Due to their low toxicity, natural deep eutectic solvents (NADES) were recently proposed as promising alternative extractants for the isolation of natural products from medicinal plants. However, although NADES-based extraction protocols are becoming common in routine phytochemical work, their application in the isolation of triterpene saponins has not yet been addressed. Therefore, here, we address the potential of NADES in the extraction of triterpene saponins from the roots of <i>A. elata</i>. For this purpose, the previously reported recoveries of <i>Araliacea</i> triterpene saponins in extraction experiments with seven different acid-based NADES were addressed by a targeted LC-MS-based quantitative approach for, to the best of our knowledge, the first time. Thereby, 20 triterpene saponins were annotated by their exact mass and characteristic fragmentation patterns in the total root material, root bark and root core of <i>A. elata</i> by RP-UHPLC-ESI-QqTOF-MS, with 9 of them being identified in the roots of this plant for the first time. Triterpene saponins were successfully extracted from all tested NADES, with the highest efficiency (both in terms of the numbers and recoveries of individual analytes) achieved using a 1:1 mixture of choline chloride and malic acid, as well as a 1:3 mixture of choline chloride and lactic acid. Thereby, for 13 metabolites, NADES were more efficient extractants in comparison with water and ethanol. Our results indicate that new, efficient NADES-based extraction protocols, giving access to high recoveries of triterpene saponins, might be efficiently employed in laboratory practice. Thus, our data open the prospect of replacing alcohols with NADES in the extraction of <i>A. elata</i> roots.https://www.mdpi.com/1420-3049/28/8/3614<i>Aralia elata</i>acid-based natural deep eutectic solvents (NADES)RP-UHPLC-MStandem mass spectrometry (MS/MS)targeted quantificationtriterpene saponins
spellingShingle Alyona A. Petrochenko
Anastasia Orlova
Nadezhda Frolova
Evgeny B. Serebryakov
Alena Soboleva
Elena V. Flisyuk
Andrej Frolov
Alexander N. Shikov
Natural Deep Eutectic Solvents for the Extraction of Triterpene Saponins from <i>Aralia elata</i> var. <i>mandshurica</i> (Rupr. & Maxim.) J. Wen
Molecules
<i>Aralia elata</i>
acid-based natural deep eutectic solvents (NADES)
RP-UHPLC-MS
tandem mass spectrometry (MS/MS)
targeted quantification
triterpene saponins
title Natural Deep Eutectic Solvents for the Extraction of Triterpene Saponins from <i>Aralia elata</i> var. <i>mandshurica</i> (Rupr. & Maxim.) J. Wen
title_full Natural Deep Eutectic Solvents for the Extraction of Triterpene Saponins from <i>Aralia elata</i> var. <i>mandshurica</i> (Rupr. & Maxim.) J. Wen
title_fullStr Natural Deep Eutectic Solvents for the Extraction of Triterpene Saponins from <i>Aralia elata</i> var. <i>mandshurica</i> (Rupr. & Maxim.) J. Wen
title_full_unstemmed Natural Deep Eutectic Solvents for the Extraction of Triterpene Saponins from <i>Aralia elata</i> var. <i>mandshurica</i> (Rupr. & Maxim.) J. Wen
title_short Natural Deep Eutectic Solvents for the Extraction of Triterpene Saponins from <i>Aralia elata</i> var. <i>mandshurica</i> (Rupr. & Maxim.) J. Wen
title_sort natural deep eutectic solvents for the extraction of triterpene saponins from i aralia elata i var i mandshurica i rupr maxim j wen
topic <i>Aralia elata</i>
acid-based natural deep eutectic solvents (NADES)
RP-UHPLC-MS
tandem mass spectrometry (MS/MS)
targeted quantification
triterpene saponins
url https://www.mdpi.com/1420-3049/28/8/3614
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