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Acid hydrolysis of saponins extracted in tincture
BACKGROUND: Saponins are secondary metabolites from plants added to shampoos and beverages to make them foam, and the sapogenins released from them upon acid hydrolysis are commonly used as starting materials for steroidal drugs. However, current methods embed the saponin in a thick “gum” material c...
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Public Library of Science
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7774937/ https://www.ncbi.nlm.nih.gov/pubmed/33382809 http://dx.doi.org/10.1371/journal.pone.0244654 |
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author | Love, Jamie Simons, Casey R. |
author_facet | Love, Jamie Simons, Casey R. |
author_sort | Love, Jamie |
collection | PubMed |
description | BACKGROUND: Saponins are secondary metabolites from plants added to shampoos and beverages to make them foam, and the sapogenins released from them upon acid hydrolysis are commonly used as starting materials for steroidal drugs. However, current methods embed the saponin in a thick “gum” material consisting of multiple impurities. This gum limits access to the saponin, reducing the efficiency of hydrolysis and requiring large amounts of heat, organic solvents and effort to recover the sapogenin. For centuries, herbalists have been making tinctures by soaking plant materials at room temperature, in mixtures of alcohol and water. Many herbal tinctures contain saponins floating freely in solution, gum free. The saponin from sarsaparilla (Smilax spp), sarsasaponin, yields the sapogenin, sarsasapogenin, upon acid hydrolysis. The retail price of sarsasapogenin is very high but would be lower if the “gum problem” could be avoided. MATERIALS AND METHODS: We incubated sarsaparilla tincture under different conditions of temperature, acidity and duration then used quantitative nuclear magnetic resonance (qNMR) to measure the amount of sarsasapogenin produced by hydrolysis as well as the amount of its epimer, smilagenin. RESULTS AND DISCUSSION: Most, if not all the sarsasaponin in sarsaparilla root powder is extracted into a solution of 45% ethanol (55% water) at room temperature and stays suspended without formation of any particles (gum). Acid hydrolysis of the saponin in this solution is very efficient, approaching 100%. The sarsasapogenin released by hydrolysis and the smilagenin produced by its epimerisation, migrate into the chloroform phase. CONCLUSION: Sarsaparilla saponin diffuses into and disperses in a solution of alcohol:water (45:55) at room temperature. Hydrolysis of saponins in tincture provides a simple, inexpensive and environmentally friendly alternative. |
format | Online Article Text |
id | pubmed-7774937 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | Public Library of Science |
record_format | MEDLINE/PubMed |
spelling | pubmed-77749372021-01-11 Acid hydrolysis of saponins extracted in tincture Love, Jamie Simons, Casey R. PLoS One Research Article BACKGROUND: Saponins are secondary metabolites from plants added to shampoos and beverages to make them foam, and the sapogenins released from them upon acid hydrolysis are commonly used as starting materials for steroidal drugs. However, current methods embed the saponin in a thick “gum” material consisting of multiple impurities. This gum limits access to the saponin, reducing the efficiency of hydrolysis and requiring large amounts of heat, organic solvents and effort to recover the sapogenin. For centuries, herbalists have been making tinctures by soaking plant materials at room temperature, in mixtures of alcohol and water. Many herbal tinctures contain saponins floating freely in solution, gum free. The saponin from sarsaparilla (Smilax spp), sarsasaponin, yields the sapogenin, sarsasapogenin, upon acid hydrolysis. The retail price of sarsasapogenin is very high but would be lower if the “gum problem” could be avoided. MATERIALS AND METHODS: We incubated sarsaparilla tincture under different conditions of temperature, acidity and duration then used quantitative nuclear magnetic resonance (qNMR) to measure the amount of sarsasapogenin produced by hydrolysis as well as the amount of its epimer, smilagenin. RESULTS AND DISCUSSION: Most, if not all the sarsasaponin in sarsaparilla root powder is extracted into a solution of 45% ethanol (55% water) at room temperature and stays suspended without formation of any particles (gum). Acid hydrolysis of the saponin in this solution is very efficient, approaching 100%. The sarsasapogenin released by hydrolysis and the smilagenin produced by its epimerisation, migrate into the chloroform phase. CONCLUSION: Sarsaparilla saponin diffuses into and disperses in a solution of alcohol:water (45:55) at room temperature. Hydrolysis of saponins in tincture provides a simple, inexpensive and environmentally friendly alternative. Public Library of Science 2020-12-31 /pmc/articles/PMC7774937/ /pubmed/33382809 http://dx.doi.org/10.1371/journal.pone.0244654 Text en © 2020 Love, Simons http://creativecommons.org/licenses/by/4.0/ This is an open access article distributed under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/4.0/) , which permits unrestricted use, distribution, and reproduction in any medium, provided the original author and source are credited. |
spellingShingle | Research Article Love, Jamie Simons, Casey R. Acid hydrolysis of saponins extracted in tincture |
title | Acid hydrolysis of saponins extracted in tincture |
title_full | Acid hydrolysis of saponins extracted in tincture |
title_fullStr | Acid hydrolysis of saponins extracted in tincture |
title_full_unstemmed | Acid hydrolysis of saponins extracted in tincture |
title_short | Acid hydrolysis of saponins extracted in tincture |
title_sort | acid hydrolysis of saponins extracted in tincture |
topic | Research Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7774937/ https://www.ncbi.nlm.nih.gov/pubmed/33382809 http://dx.doi.org/10.1371/journal.pone.0244654 |
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