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...
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Veröffentlicht in: | Journal of agricultural and food chemistry 2017-10, Vol.65 (39), p.8634-8642 |
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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 |
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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 & 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</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. 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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. 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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. 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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> |
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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 |
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