Bioassay-Guided Isolation of Antioxidant and Cytoprotective Constituents from a Maqui Berry (Aristotelia chilensis) Dietary Supplement Ingredient As Markers for Qualitative and Quantitative Analysis

Bioassay-guided phytochemical investigation of a commercially available maqui berry (Aristotelia chilensis) extract used in botanical dietary supplement products led to the isolation of 16 compounds, including one phenolic molecule, 1, discovered for the first time from a natural source, along with...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Journal of agricultural and food chemistry 2017-10, Vol.65 (39), p.8634-8642
Hauptverfasser: Li, Jie, Yuan, Chunhua, Pan, Li, Benatrehina, P. Annécie, Chai, Heebyung, Keller, William J, Naman, C. Benjamin, Kinghorn, A. Douglas
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 8642
container_issue 39
container_start_page 8634
container_title Journal of agricultural and food chemistry
container_volume 65
creator Li, Jie
Yuan, Chunhua
Pan, Li
Benatrehina, P. Annécie
Chai, Heebyung
Keller, William J
Naman, C. Benjamin
Kinghorn, A. Douglas
description Bioassay-guided phytochemical investigation of a commercially available maqui berry (Aristotelia chilensis) extract used in botanical dietary supplement products led to the isolation of 16 compounds, including one phenolic molecule, 1, discovered for the first time from a natural source, along with several known compounds, 2–16, including three substances not reported previously in A. chilensis, 2, 14, and 15. Each isolate was characterized by detailed analysis of NMR spectroscopic and HRESIMS data and tested for their in vitro hydroxyl radical scavenging and quinone-reductase inducing biological activities. A sensitive and accurate LC–DAD-MS method for the quantitative determination of the occurrence of six bioactive compounds, 6, 7, 10–12, and 14, was developed and validated using maqui berry isolates purified in the course of this study as authentic standards. The method presented can be utilized for dereplication efforts in future natural product research projects or to evaluate chemical markers for quality assurance and batch-to-batch standardization of this botanical dietary supplement component.
doi_str_mv 10.1021/acs.jafc.7b03261
format Article
fullrecord <record><control><sourceid>proquest_pubme</sourceid><recordid>TN_cdi_pubmedcentral_primary_oai_pubmedcentral_nih_gov_5685509</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>1943287669</sourcerecordid><originalsourceid>FETCH-LOGICAL-a433t-fc603db951ade4612e95c847e92e3a405d3d2e8714e128f2e6d0ccad1fbc1c33</originalsourceid><addsrcrecordid>eNp1UU1vEzEQtRCIhsKdE_Kxldhg7_dekLYBSqQihOjdmtizrYtjb21vRf5gf1e9TajgwMnjmffePPsR8pazJWc5_wAyLG9gkMtmw4q85s_Iglc5yyrO2-dkwRIma6uaH5FXIdwwxtqqYS_JUd52nLGOL8j9mXYQAuyy80krVHQdnIGonaVuoL1N1W-twEYKVtHVLrrRu4gy6jukK2dD1HFCGwMdvNtSoN_gdtL0DL3f0ZPe6xAT3Gig8lobtEGHU_pJY4Q0_zmNo8FtotO1vfKo9Fz2IYn4X-iTpvP0xwRGR3hcOHtI9-Tq0OgtmF3SfE1eDGACvjmcx-Tyy-fL1dfs4vv5etVfZFAWRcwGWbNCbbqKg8Ky5jl2lWzLBrscCyhZpQqVY9vwEnneDjnWikkJig8byWVRHJOPe9lx2mxRyWTXgxGj19v0HuFAi38nVl-LK3cnqrqtKtYlgZODgHe3E4YotjpINAYsuikI3pVF3jZ1PUPZHiq9C8Hj8LSGMzGnL1L6Yk5fHNJPlHd_23si_Ik7Ad7vAY9UN_n0feH_eg-loMLm</addsrcrecordid><sourcetype>Open Access Repository</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1943287669</pqid></control><display><type>article</type><title>Bioassay-Guided Isolation of Antioxidant and Cytoprotective Constituents from a Maqui Berry (Aristotelia chilensis) Dietary Supplement Ingredient As Markers for Qualitative and Quantitative Analysis</title><source>ACS Publications</source><source>MEDLINE</source><creator>Li, Jie ; Yuan, Chunhua ; Pan, Li ; Benatrehina, P. Annécie ; Chai, Heebyung ; Keller, William J ; Naman, C. Benjamin ; Kinghorn, A. Douglas</creator><creatorcontrib>Li, Jie ; Yuan, Chunhua ; Pan, Li ; Benatrehina, P. Annécie ; Chai, Heebyung ; Keller, William J ; Naman, C. Benjamin ; Kinghorn, A. Douglas</creatorcontrib><description>Bioassay-guided phytochemical investigation of a commercially available maqui berry (Aristotelia chilensis) extract used in botanical dietary supplement products led to the isolation of 16 compounds, including one phenolic molecule, 1, discovered for the first time from a natural source, along with several known compounds, 2–16, including three substances not reported previously in A. chilensis, 2, 14, and 15. Each isolate was characterized by detailed analysis of NMR spectroscopic and HRESIMS data and tested for their in vitro hydroxyl radical scavenging and quinone-reductase inducing biological activities. A sensitive and accurate LC–DAD-MS method for the quantitative determination of the occurrence of six bioactive compounds, 6, 7, 10–12, and 14, was developed and validated using maqui berry isolates purified in the course of this study as authentic standards. The method presented can be utilized for dereplication efforts in future natural product research projects or to evaluate chemical markers for quality assurance and batch-to-batch standardization of this botanical dietary supplement component.</description><identifier>ISSN: 0021-8561</identifier><identifier>EISSN: 1520-5118</identifier><identifier>DOI: 10.1021/acs.jafc.7b03261</identifier><identifier>PMID: 28910091</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><subject>Anticarcinogenic Agents - analysis ; Anticarcinogenic Agents - chemistry ; Anticarcinogenic Agents - isolation &amp; purification ; Antioxidants - analysis ; Antioxidants - chemistry ; Antioxidants - isolation &amp; purification ; Biomarkers - analysis ; Chromatography, High Pressure Liquid - methods ; Dietary Supplements - analysis ; Elaeocarpaceae - chemistry ; Free Radical Scavengers ; Fruit - chemistry ; Limit of Detection ; Mass Spectrometry - methods ; Molecular Structure ; Phenols - analysis ; Phytochemicals - analysis ; Plant Extracts - chemistry ; Reproducibility of Results</subject><ispartof>Journal of agricultural and food chemistry, 2017-10, Vol.65 (39), p.8634-8642</ispartof><rights>Copyright © 2017 American Chemical Society</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a433t-fc603db951ade4612e95c847e92e3a405d3d2e8714e128f2e6d0ccad1fbc1c33</citedby><cites>FETCH-LOGICAL-a433t-fc603db951ade4612e95c847e92e3a405d3d2e8714e128f2e6d0ccad1fbc1c33</cites><orcidid>0000-0002-6647-8707</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/acs.jafc.7b03261$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/acs.jafc.7b03261$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>230,314,776,780,881,2752,27053,27901,27902,56713,56763</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/28910091$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Li, Jie</creatorcontrib><creatorcontrib>Yuan, Chunhua</creatorcontrib><creatorcontrib>Pan, Li</creatorcontrib><creatorcontrib>Benatrehina, P. Annécie</creatorcontrib><creatorcontrib>Chai, Heebyung</creatorcontrib><creatorcontrib>Keller, William J</creatorcontrib><creatorcontrib>Naman, C. Benjamin</creatorcontrib><creatorcontrib>Kinghorn, A. Douglas</creatorcontrib><title>Bioassay-Guided Isolation of Antioxidant and Cytoprotective Constituents from a Maqui Berry (Aristotelia chilensis) Dietary Supplement Ingredient As Markers for Qualitative and Quantitative Analysis</title><title>Journal of agricultural and food chemistry</title><addtitle>J. Agric. Food Chem</addtitle><description>Bioassay-guided phytochemical investigation of a commercially available maqui berry (Aristotelia chilensis) extract used in botanical dietary supplement products led to the isolation of 16 compounds, including one phenolic molecule, 1, discovered for the first time from a natural source, along with several known compounds, 2–16, including three substances not reported previously in A. chilensis, 2, 14, and 15. Each isolate was characterized by detailed analysis of NMR spectroscopic and HRESIMS data and tested for their in vitro hydroxyl radical scavenging and quinone-reductase inducing biological activities. A sensitive and accurate LC–DAD-MS method for the quantitative determination of the occurrence of six bioactive compounds, 6, 7, 10–12, and 14, was developed and validated using maqui berry isolates purified in the course of this study as authentic standards. The method presented can be utilized for dereplication efforts in future natural product research projects or to evaluate chemical markers for quality assurance and batch-to-batch standardization of this botanical dietary supplement component.</description><subject>Anticarcinogenic Agents - analysis</subject><subject>Anticarcinogenic Agents - chemistry</subject><subject>Anticarcinogenic Agents - isolation &amp; purification</subject><subject>Antioxidants - analysis</subject><subject>Antioxidants - chemistry</subject><subject>Antioxidants - isolation &amp; purification</subject><subject>Biomarkers - analysis</subject><subject>Chromatography, High Pressure Liquid - methods</subject><subject>Dietary Supplements - analysis</subject><subject>Elaeocarpaceae - chemistry</subject><subject>Free Radical Scavengers</subject><subject>Fruit - chemistry</subject><subject>Limit of Detection</subject><subject>Mass Spectrometry - methods</subject><subject>Molecular Structure</subject><subject>Phenols - analysis</subject><subject>Phytochemicals - analysis</subject><subject>Plant Extracts - chemistry</subject><subject>Reproducibility of Results</subject><issn>0021-8561</issn><issn>1520-5118</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp1UU1vEzEQtRCIhsKdE_Kxldhg7_dekLYBSqQihOjdmtizrYtjb21vRf5gf1e9TajgwMnjmffePPsR8pazJWc5_wAyLG9gkMtmw4q85s_Iglc5yyrO2-dkwRIma6uaH5FXIdwwxtqqYS_JUd52nLGOL8j9mXYQAuyy80krVHQdnIGonaVuoL1N1W-twEYKVtHVLrrRu4gy6jukK2dD1HFCGwMdvNtSoN_gdtL0DL3f0ZPe6xAT3Gig8lobtEGHU_pJY4Q0_zmNo8FtotO1vfKo9Fz2IYn4X-iTpvP0xwRGR3hcOHtI9-Tq0OgtmF3SfE1eDGACvjmcx-Tyy-fL1dfs4vv5etVfZFAWRcwGWbNCbbqKg8Ky5jl2lWzLBrscCyhZpQqVY9vwEnneDjnWikkJig8byWVRHJOPe9lx2mxRyWTXgxGj19v0HuFAi38nVl-LK3cnqrqtKtYlgZODgHe3E4YotjpINAYsuikI3pVF3jZ1PUPZHiq9C8Hj8LSGMzGnL1L6Yk5fHNJPlHd_23si_Ik7Ad7vAY9UN_n0feH_eg-loMLm</recordid><startdate>20171004</startdate><enddate>20171004</enddate><creator>Li, Jie</creator><creator>Yuan, Chunhua</creator><creator>Pan, Li</creator><creator>Benatrehina, P. Annécie</creator><creator>Chai, Heebyung</creator><creator>Keller, William J</creator><creator>Naman, C. Benjamin</creator><creator>Kinghorn, A. Douglas</creator><general>American Chemical Society</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><scope>5PM</scope><orcidid>https://orcid.org/0000-0002-6647-8707</orcidid></search><sort><creationdate>20171004</creationdate><title>Bioassay-Guided Isolation of Antioxidant and Cytoprotective Constituents from a Maqui Berry (Aristotelia chilensis) Dietary Supplement Ingredient As Markers for Qualitative and Quantitative Analysis</title><author>Li, Jie ; Yuan, Chunhua ; Pan, Li ; Benatrehina, P. Annécie ; Chai, Heebyung ; Keller, William J ; Naman, C. Benjamin ; Kinghorn, A. Douglas</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a433t-fc603db951ade4612e95c847e92e3a405d3d2e8714e128f2e6d0ccad1fbc1c33</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><topic>Anticarcinogenic Agents - analysis</topic><topic>Anticarcinogenic Agents - chemistry</topic><topic>Anticarcinogenic Agents - isolation &amp; purification</topic><topic>Antioxidants - analysis</topic><topic>Antioxidants - chemistry</topic><topic>Antioxidants - isolation &amp; purification</topic><topic>Biomarkers - analysis</topic><topic>Chromatography, High Pressure Liquid - methods</topic><topic>Dietary Supplements - analysis</topic><topic>Elaeocarpaceae - chemistry</topic><topic>Free Radical Scavengers</topic><topic>Fruit - chemistry</topic><topic>Limit of Detection</topic><topic>Mass Spectrometry - methods</topic><topic>Molecular Structure</topic><topic>Phenols - analysis</topic><topic>Phytochemicals - analysis</topic><topic>Plant Extracts - chemistry</topic><topic>Reproducibility of Results</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Li, Jie</creatorcontrib><creatorcontrib>Yuan, Chunhua</creatorcontrib><creatorcontrib>Pan, Li</creatorcontrib><creatorcontrib>Benatrehina, P. Annécie</creatorcontrib><creatorcontrib>Chai, Heebyung</creatorcontrib><creatorcontrib>Keller, William J</creatorcontrib><creatorcontrib>Naman, C. Benjamin</creatorcontrib><creatorcontrib>Kinghorn, A. Douglas</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>Journal of agricultural and food chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Li, Jie</au><au>Yuan, Chunhua</au><au>Pan, Li</au><au>Benatrehina, P. Annécie</au><au>Chai, Heebyung</au><au>Keller, William J</au><au>Naman, C. Benjamin</au><au>Kinghorn, A. Douglas</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Bioassay-Guided Isolation of Antioxidant and Cytoprotective Constituents from a Maqui Berry (Aristotelia chilensis) Dietary Supplement Ingredient As Markers for Qualitative and Quantitative Analysis</atitle><jtitle>Journal of agricultural and food chemistry</jtitle><addtitle>J. Agric. Food Chem</addtitle><date>2017-10-04</date><risdate>2017</risdate><volume>65</volume><issue>39</issue><spage>8634</spage><epage>8642</epage><pages>8634-8642</pages><issn>0021-8561</issn><eissn>1520-5118</eissn><abstract>Bioassay-guided phytochemical investigation of a commercially available maqui berry (Aristotelia chilensis) extract used in botanical dietary supplement products led to the isolation of 16 compounds, including one phenolic molecule, 1, discovered for the first time from a natural source, along with several known compounds, 2–16, including three substances not reported previously in A. chilensis, 2, 14, and 15. Each isolate was characterized by detailed analysis of NMR spectroscopic and HRESIMS data and tested for their in vitro hydroxyl radical scavenging and quinone-reductase inducing biological activities. A sensitive and accurate LC–DAD-MS method for the quantitative determination of the occurrence of six bioactive compounds, 6, 7, 10–12, and 14, was developed and validated using maqui berry isolates purified in the course of this study as authentic standards. The method presented can be utilized for dereplication efforts in future natural product research projects or to evaluate chemical markers for quality assurance and batch-to-batch standardization of this botanical dietary supplement component.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>28910091</pmid><doi>10.1021/acs.jafc.7b03261</doi><tpages>9</tpages><orcidid>https://orcid.org/0000-0002-6647-8707</orcidid><oa>free_for_read</oa></addata></record>
fulltext fulltext
identifier ISSN: 0021-8561
ispartof Journal of agricultural and food chemistry, 2017-10, Vol.65 (39), p.8634-8642
issn 0021-8561
1520-5118
language eng
recordid cdi_pubmedcentral_primary_oai_pubmedcentral_nih_gov_5685509
source ACS Publications; MEDLINE
subjects Anticarcinogenic Agents - analysis
Anticarcinogenic Agents - chemistry
Anticarcinogenic Agents - isolation & purification
Antioxidants - analysis
Antioxidants - chemistry
Antioxidants - isolation & purification
Biomarkers - analysis
Chromatography, High Pressure Liquid - methods
Dietary Supplements - analysis
Elaeocarpaceae - chemistry
Free Radical Scavengers
Fruit - chemistry
Limit of Detection
Mass Spectrometry - methods
Molecular Structure
Phenols - analysis
Phytochemicals - analysis
Plant Extracts - chemistry
Reproducibility of Results
title Bioassay-Guided Isolation of Antioxidant and Cytoprotective Constituents from a Maqui Berry (Aristotelia chilensis) Dietary Supplement Ingredient As Markers for Qualitative and Quantitative Analysis
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-09T23%3A37%3A07IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_pubme&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Bioassay-Guided%20Isolation%20of%20Antioxidant%20and%20Cytoprotective%20Constituents%20from%20a%20Maqui%20Berry%20(Aristotelia%20chilensis)%20Dietary%20Supplement%20Ingredient%20As%20Markers%20for%20Qualitative%20and%20Quantitative%20Analysis&rft.jtitle=Journal%20of%20agricultural%20and%20food%20chemistry&rft.au=Li,%20Jie&rft.date=2017-10-04&rft.volume=65&rft.issue=39&rft.spage=8634&rft.epage=8642&rft.pages=8634-8642&rft.issn=0021-8561&rft.eissn=1520-5118&rft_id=info:doi/10.1021/acs.jafc.7b03261&rft_dat=%3Cproquest_pubme%3E1943287669%3C/proquest_pubme%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=1943287669&rft_id=info:pmid/28910091&rfr_iscdi=true