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Isomerization and Stabilization of Amygdalin from Peach Kernels
In this study, isomerization conditions, cytotoxic activity, and stabilization of amygdalin from peach kernels were analyzed. Temperatures greater than 40 °C and pHs above 9.0 resulted in a quickly increasing isomer ratio (L-amygdalin/D-amygdalin). At acidic pHs, isomerization was significantly inhi...
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Published in: | Molecules (Basel, Switzerland) Switzerland), 2023-06, Vol.28 (11), p.4550 |
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description | In this study, isomerization conditions, cytotoxic activity, and stabilization of amygdalin from peach kernels were analyzed. Temperatures greater than 40 °C and pHs above 9.0 resulted in a quickly increasing isomer ratio (L-amygdalin/D-amygdalin). At acidic pHs, isomerization was significantly inhibited, even at high temperature. Ethanol inhibited isomerization; the isomer rate decreased with the ethanol concentration increasing. The growth-inhibitory effect on HepG2 cells of D-amygdalin was diminished as the isomer ratio increased, indicating that isomerization reduces the pharmacological activity of D-amygdalin. Extracting amygdalin from peach kernels by ultrasonic power at 432 W and 40 °C in 80% ethanol resulted in a 1.76% yield of amygdalin with a 0.04 isomer ratio. Hydrogel beads prepared by 2% sodium alginate successfully encapsulated the amygdalin, and its encapsulation efficiency and drug loading rate reached 85.93% and 19.21%, respectively. The thermal stability of amygdalin encapsulated in hydrogel beads was significantly improved and reached a slow-release effect in in vitro digestion. This study provides guidance for the processing and storage of amygdalin. |
doi_str_mv | 10.3390/molecules28114550 |
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Temperatures greater than 40 °C and pHs above 9.0 resulted in a quickly increasing isomer ratio (L-amygdalin/D-amygdalin). At acidic pHs, isomerization was significantly inhibited, even at high temperature. Ethanol inhibited isomerization; the isomer rate decreased with the ethanol concentration increasing. The growth-inhibitory effect on HepG2 cells of D-amygdalin was diminished as the isomer ratio increased, indicating that isomerization reduces the pharmacological activity of D-amygdalin. Extracting amygdalin from peach kernels by ultrasonic power at 432 W and 40 °C in 80% ethanol resulted in a 1.76% yield of amygdalin with a 0.04 isomer ratio. Hydrogel beads prepared by 2% sodium alginate successfully encapsulated the amygdalin, and its encapsulation efficiency and drug loading rate reached 85.93% and 19.21%, respectively. The thermal stability of amygdalin encapsulated in hydrogel beads was significantly improved and reached a slow-release effect in in vitro digestion. This study provides guidance for the processing and storage of amygdalin.</description><identifier>ISSN: 1420-3049</identifier><identifier>EISSN: 1420-3049</identifier><identifier>DOI: 10.3390/molecules28114550</identifier><identifier>PMID: 37299025</identifier><language>eng</language><publisher>Switzerland: MDPI AG</publisher><subject>Acids ; Alginic acid ; amygdalin ; Breast cancer ; Cytotoxicity ; Encapsulation ; Ethanol ; Fruits ; HepG2 cells ; High temperature ; hydrogel beads ; Isomerization ; Isomers ; Kernels ; Load distribution ; Loading rate ; peach kernels ; Ratios ; Sodium alginate ; Stainless steel ; Temperature ; Thermal stability</subject><ispartof>Molecules (Basel, Switzerland), 2023-06, Vol.28 (11), p.4550</ispartof><rights>2023 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). 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Temperatures greater than 40 °C and pHs above 9.0 resulted in a quickly increasing isomer ratio (L-amygdalin/D-amygdalin). At acidic pHs, isomerization was significantly inhibited, even at high temperature. Ethanol inhibited isomerization; the isomer rate decreased with the ethanol concentration increasing. The growth-inhibitory effect on HepG2 cells of D-amygdalin was diminished as the isomer ratio increased, indicating that isomerization reduces the pharmacological activity of D-amygdalin. Extracting amygdalin from peach kernels by ultrasonic power at 432 W and 40 °C in 80% ethanol resulted in a 1.76% yield of amygdalin with a 0.04 isomer ratio. Hydrogel beads prepared by 2% sodium alginate successfully encapsulated the amygdalin, and its encapsulation efficiency and drug loading rate reached 85.93% and 19.21%, respectively. The thermal stability of amygdalin encapsulated in hydrogel beads was significantly improved and reached a slow-release effect in in vitro digestion. This study provides guidance for the processing and storage of amygdalin.</description><subject>Acids</subject><subject>Alginic acid</subject><subject>amygdalin</subject><subject>Breast cancer</subject><subject>Cytotoxicity</subject><subject>Encapsulation</subject><subject>Ethanol</subject><subject>Fruits</subject><subject>HepG2 cells</subject><subject>High temperature</subject><subject>hydrogel beads</subject><subject>Isomerization</subject><subject>Isomers</subject><subject>Kernels</subject><subject>Load distribution</subject><subject>Loading rate</subject><subject>peach kernels</subject><subject>Ratios</subject><subject>Sodium alginate</subject><subject>Stainless steel</subject><subject>Temperature</subject><subject>Thermal stability</subject><issn>1420-3049</issn><issn>1420-3049</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><sourceid>PIMPY</sourceid><sourceid>DOA</sourceid><recordid>eNplkU9LHTEUxUOpVGv7AbopA91082r-zuSuRKTaRwUF23W4k2SeeWQmNpkR9NM7vqeidpVwcu6Pm3MI-cLoDyGAHvQpejtFX7hmTCpF35E9JjldCCrh_Yv7LvlYyppSziRTH8iuaDgA5WqPHC5L6n0OdziGNFQ4uOpyxDbEJyV11VF_u3IYw1B1OfXVhUd7Vf32efCxfCI7HcbiPz-e--Tvyc8_x78WZ-eny-Ojs4WVIMcFcKe7VlnLOQPNeENbiagtV3VnudUaFHilsG7AzZKorQLaMep8rSijUuyT5ZbrEq7NdQ495luTMJiNkPLKYB6Djd6omjUe0FrFpQQEqOcInHICtG6Zq2fW4ZZ1PbW9d9YPY8b4Cvr6ZQhXZpVuDJsjk40UM-H7IyGnf5Mvo-lDsT5GHHyaiuGayxpEs1n82xvrOk15mLPauCgHLR5WYluXzamU7LvnbRg1D12b_7qeZ76-_MbzxFO54h6ROqWi</recordid><startdate>20230605</startdate><enddate>20230605</enddate><creator>Zhang, Decai</creator><creator>Ye, Jianfen</creator><creator>Song, Yu</creator><creator>Wei, Yingying</creator><creator>Jiang, Shu</creator><creator>Chen, Yi</creator><creator>Shao, Xingfeng</creator><general>MDPI AG</general><general>MDPI</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>3V.</scope><scope>7X7</scope><scope>7XB</scope><scope>88E</scope><scope>8FI</scope><scope>8FJ</scope><scope>8FK</scope><scope>ABUWG</scope><scope>AFKRA</scope><scope>AZQEC</scope><scope>BENPR</scope><scope>CCPQU</scope><scope>DWQXO</scope><scope>FYUFA</scope><scope>GHDGH</scope><scope>K9.</scope><scope>M0S</scope><scope>M1P</scope><scope>PIMPY</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>7X8</scope><scope>5PM</scope><scope>DOA</scope><orcidid>https://orcid.org/0000-0003-2177-2301</orcidid><orcidid>https://orcid.org/0000-0002-0633-2335</orcidid><orcidid>https://orcid.org/0000-0001-6876-6369</orcidid><orcidid>https://orcid.org/0000-0002-0724-8186</orcidid></search><sort><creationdate>20230605</creationdate><title>Isomerization and Stabilization of Amygdalin from Peach Kernels</title><author>Zhang, Decai ; Ye, Jianfen ; Song, Yu ; Wei, Yingying ; Jiang, Shu ; Chen, Yi ; Shao, Xingfeng</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c494t-92d8fb5cc221981270b4aa8c256fc2c88959e55a679d56f36c590f10de6501043</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>Acids</topic><topic>Alginic acid</topic><topic>amygdalin</topic><topic>Breast cancer</topic><topic>Cytotoxicity</topic><topic>Encapsulation</topic><topic>Ethanol</topic><topic>Fruits</topic><topic>HepG2 cells</topic><topic>High temperature</topic><topic>hydrogel beads</topic><topic>Isomerization</topic><topic>Isomers</topic><topic>Kernels</topic><topic>Load distribution</topic><topic>Loading rate</topic><topic>peach kernels</topic><topic>Ratios</topic><topic>Sodium alginate</topic><topic>Stainless steel</topic><topic>Temperature</topic><topic>Thermal stability</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Zhang, Decai</creatorcontrib><creatorcontrib>Ye, Jianfen</creatorcontrib><creatorcontrib>Song, Yu</creatorcontrib><creatorcontrib>Wei, Yingying</creatorcontrib><creatorcontrib>Jiang, Shu</creatorcontrib><creatorcontrib>Chen, Yi</creatorcontrib><creatorcontrib>Shao, Xingfeng</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>ProQuest Central (Corporate)</collection><collection>ProQuest_Health & Medical Collection</collection><collection>ProQuest Central (purchase pre-March 2016)</collection><collection>Medical Database (Alumni Edition)</collection><collection>Hospital Premium Collection</collection><collection>Hospital Premium Collection (Alumni Edition)</collection><collection>ProQuest Central (Alumni) (purchase pre-March 2016)</collection><collection>ProQuest Central (Alumni)</collection><collection>ProQuest Central</collection><collection>ProQuest Central Essentials</collection><collection>ProQuest Central</collection><collection>ProQuest One Community College</collection><collection>ProQuest Central</collection><collection>Health Research Premium Collection</collection><collection>Health Research Premium Collection (Alumni)</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>Health & Medical Collection (Alumni Edition)</collection><collection>Medical Database</collection><collection>Publicly Available Content Database</collection><collection>ProQuest One Academic Eastern Edition (DO NOT USE)</collection><collection>ProQuest One Academic</collection><collection>ProQuest One Academic UKI Edition</collection><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><collection>DOAJ Directory of Open Access Journals</collection><jtitle>Molecules (Basel, Switzerland)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Zhang, Decai</au><au>Ye, Jianfen</au><au>Song, Yu</au><au>Wei, Yingying</au><au>Jiang, Shu</au><au>Chen, Yi</au><au>Shao, Xingfeng</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Isomerization and Stabilization of Amygdalin from Peach Kernels</atitle><jtitle>Molecules (Basel, Switzerland)</jtitle><addtitle>Molecules</addtitle><date>2023-06-05</date><risdate>2023</risdate><volume>28</volume><issue>11</issue><spage>4550</spage><pages>4550-</pages><issn>1420-3049</issn><eissn>1420-3049</eissn><abstract>In this study, isomerization conditions, cytotoxic activity, and stabilization of amygdalin from peach kernels were analyzed. Temperatures greater than 40 °C and pHs above 9.0 resulted in a quickly increasing isomer ratio (L-amygdalin/D-amygdalin). At acidic pHs, isomerization was significantly inhibited, even at high temperature. Ethanol inhibited isomerization; the isomer rate decreased with the ethanol concentration increasing. The growth-inhibitory effect on HepG2 cells of D-amygdalin was diminished as the isomer ratio increased, indicating that isomerization reduces the pharmacological activity of D-amygdalin. Extracting amygdalin from peach kernels by ultrasonic power at 432 W and 40 °C in 80% ethanol resulted in a 1.76% yield of amygdalin with a 0.04 isomer ratio. Hydrogel beads prepared by 2% sodium alginate successfully encapsulated the amygdalin, and its encapsulation efficiency and drug loading rate reached 85.93% and 19.21%, respectively. The thermal stability of amygdalin encapsulated in hydrogel beads was significantly improved and reached a slow-release effect in in vitro digestion. This study provides guidance for the processing and storage of amygdalin.</abstract><cop>Switzerland</cop><pub>MDPI AG</pub><pmid>37299025</pmid><doi>10.3390/molecules28114550</doi><orcidid>https://orcid.org/0000-0003-2177-2301</orcidid><orcidid>https://orcid.org/0000-0002-0633-2335</orcidid><orcidid>https://orcid.org/0000-0001-6876-6369</orcidid><orcidid>https://orcid.org/0000-0002-0724-8186</orcidid><oa>free_for_read</oa></addata></record> |
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subjects | Acids Alginic acid amygdalin Breast cancer Cytotoxicity Encapsulation Ethanol Fruits HepG2 cells High temperature hydrogel beads Isomerization Isomers Kernels Load distribution Loading rate peach kernels Ratios Sodium alginate Stainless steel Temperature Thermal stability |
title | Isomerization and Stabilization of Amygdalin from Peach Kernels |
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