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Novel Flavonol Glycoside, 7-O-Methyl Mearnsitrin, from Sageretia theezans and Its Antioxidant Effect

A novel flavonol glycoside, 7-O-methylmearnsitrin (7,4‘-O-dimethylmyricetin 3-O-α-l-rhamnopyranoside), and myricetrin, kaempferol 3-O-α-l-rhamnopyranoside, europetin 3-O-α-l-rhamnoside, and 7-O-methyl quercetin 3-O-α-l-rhamnopyranoside were isolated from the leaves of Sageretia theezans, and their c...

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Published in:	Journal of agricultural and food chemistry 2004-07, Vol.52 (15), p.4664-4668
Main Authors:	Chung, Shin-Kyo, Kim, Young-Chan, Takaya, Yoshiaki, Terashima, Kenji, Niwa, Masatake
Format:	Article
Language:	English
Subjects:	antioxidant activity Antioxidants - isolation & purification Antioxidants - pharmacology assays Biological and medical sciences chemical structure Electron Spin Resonance Spectroscopy Flavonoids - isolation & purification Flavonoids - pharmacology flavonols Flavonols - isolation & purification Flavonols - pharmacology free radical scavengers free radicals General pharmacology glycosides leaves Lipid Peroxidation - drug effects Lipoproteins - chemistry low density lipoprotein Magnetic Resonance Spectroscopy Medical sciences medicinal plants nuclear magnetic resonance spectroscopy oxidation Pharmacognosy. Homeopathy. Health food Pharmacology. Drug treatments Plant Leaves - chemistry Rhamnaceae Rhamnaceae - chemistry
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cited_by	cdi_FETCH-LOGICAL-a403t-4a017ab46d4d66ef39bb26022d58dc013dec67a8011c3c04a45e281f5a0a39473
cites	cdi_FETCH-LOGICAL-a403t-4a017ab46d4d66ef39bb26022d58dc013dec67a8011c3c04a45e281f5a0a39473
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container_title	Journal of agricultural and food chemistry
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creator	Chung, Shin-Kyo Kim, Young-Chan Takaya, Yoshiaki Terashima, Kenji Niwa, Masatake
description	A novel flavonol glycoside, 7-O-methylmearnsitrin (7,4‘-O-dimethylmyricetin 3-O-α-l-rhamnopyranoside), and myricetrin, kaempferol 3-O-α-l-rhamnopyranoside, europetin 3-O-α-l-rhamnoside, and 7-O-methyl quercetin 3-O-α-l-rhamnopyranoside were isolated from the leaves of Sageretia theezans, and their chemical structures were identified by spectroscopic analyses including two-dimensional NMR (HSQC, HMBC). Whereas myricetrin, europetin 3-O-α-l-rhamnoside, and 7-O-methylquercetin 3-O-α-l-rhamnopyranoside showed stronger activities than ascorbic acid and α-tocopherol, 7-O-methylmearnsitrin showed very weak antioxidant activities by ESR and LDL oxidation inhibition tests. Keywords: Flavonol glycosides; 7-O-methylmearnsitrin; Sageretia theezans; ESR; LDL oxidation
doi_str_mv	10.1021/jf049526j
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Whereas myricetrin, europetin 3-O-α-l-rhamnoside, and 7-O-methylquercetin 3-O-α-l-rhamnopyranoside showed stronger activities than ascorbic acid and α-tocopherol, 7-O-methylmearnsitrin showed very weak antioxidant activities by ESR and LDL oxidation inhibition tests. 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Drug treatments ; Plant Leaves - chemistry ; Rhamnaceae ; Rhamnaceae - chemistry</subject><ispartof>Journal of agricultural and food chemistry, 2004-07, Vol.52 (15), p.4664-4668</ispartof><rights>Copyright © 2004 American Chemical Society</rights><rights>2005 INIST-CNRS</rights><rights>Copyright 2004 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a403t-4a017ab46d4d66ef39bb26022d58dc013dec67a8011c3c04a45e281f5a0a39473</citedby><cites>FETCH-LOGICAL-a403t-4a017ab46d4d66ef39bb26022d58dc013dec67a8011c3c04a45e281f5a0a39473</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=15964074$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/15264897$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Chung, Shin-Kyo</creatorcontrib><creatorcontrib>Kim, Young-Chan</creatorcontrib><creatorcontrib>Takaya, Yoshiaki</creatorcontrib><creatorcontrib>Terashima, Kenji</creatorcontrib><creatorcontrib>Niwa, Masatake</creatorcontrib><title>Novel Flavonol Glycoside, 7-O-Methyl Mearnsitrin, from Sageretia theezans and Its Antioxidant Effect</title><title>Journal of agricultural and food chemistry</title><addtitle>J. Agric. Food Chem</addtitle><description>A novel flavonol glycoside, 7-O-methylmearnsitrin (7,4‘-O-dimethylmyricetin 3-O-α-l-rhamnopyranoside), and myricetrin, kaempferol 3-O-α-l-rhamnopyranoside, europetin 3-O-α-l-rhamnoside, and 7-O-methyl quercetin 3-O-α-l-rhamnopyranoside were isolated from the leaves of Sageretia theezans, and their chemical structures were identified by spectroscopic analyses including two-dimensional NMR (HSQC, HMBC). Whereas myricetrin, europetin 3-O-α-l-rhamnoside, and 7-O-methylquercetin 3-O-α-l-rhamnopyranoside showed stronger activities than ascorbic acid and α-tocopherol, 7-O-methylmearnsitrin showed very weak antioxidant activities by ESR and LDL oxidation inhibition tests. Keywords: Flavonol glycosides; 7-O-methylmearnsitrin; Sageretia theezans; ESR; LDL oxidation</description><subject>antioxidant activity</subject><subject>Antioxidants - isolation & purification</subject><subject>Antioxidants - pharmacology</subject><subject>assays</subject><subject>Biological and medical sciences</subject><subject>chemical structure</subject><subject>Electron Spin Resonance Spectroscopy</subject><subject>Flavonoids - isolation & purification</subject><subject>Flavonoids - pharmacology</subject><subject>flavonols</subject><subject>Flavonols - isolation & purification</subject><subject>Flavonols - pharmacology</subject><subject>free radical scavengers</subject><subject>free radicals</subject><subject>General pharmacology</subject><subject>glycosides</subject><subject>leaves</subject><subject>Lipid Peroxidation - drug effects</subject><subject>Lipoproteins - chemistry</subject><subject>low density lipoprotein</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Medical sciences</subject><subject>medicinal plants</subject><subject>nuclear magnetic resonance spectroscopy</subject><subject>oxidation</subject><subject>Pharmacognosy. Homeopathy. Health food</subject><subject>Pharmacology. Drug treatments</subject><subject>Plant Leaves - chemistry</subject><subject>Rhamnaceae</subject><subject>Rhamnaceae - chemistry</subject><issn>0021-8561</issn><issn>1520-5118</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2004</creationdate><recordtype>article</recordtype><recordid>eNpt0E1PVDEUBuDGaGREF_4B7UYTEq62vb3tvUskDGJATGZYN2f6AR3vtNh2COOvp2Qm4MJVF-fJe05fhN5T8oUSRr8uHeFDx8TyBZrQjpGmo7R_iSakDpu-E3QPvcl5SQjpO0leo72KBO8HOUHmZ7yzI56OcBdDHPHpuNExe2MPsWwumwtbbjYjvrCQQvYl-XCIXYorPINrm2zxgMuNtX8hZAzB4LOS8VEoPt57A6HgE-esLm_RKwdjtu927z66mp7Mj78355enZ8dH5w1w0paGA6ESFlwYboSwrh0WCyYIY6brjSa0NVYLCT2hVLeacOCdZT11HRBoBy7bffR5m3ub4p-1zUWtfNZ2HCHYuM5KCFnzxCM82EKdYs7JOnWb_ArSRlGiHitVT5VW-2EXul6srHmWuw4r-LQDkDWMLkHQPv_jBsGJ5NU1W-dzsfdPc0i_VT1Jdmr-a6bm9Nvwg02potV_3HoHUcF1qplXM1ZrIGTgLZPieTPorJZxnUJt9z9feABe6KFG</recordid><startdate>20040728</startdate><enddate>20040728</enddate><creator>Chung, Shin-Kyo</creator><creator>Kim, Young-Chan</creator><creator>Takaya, Yoshiaki</creator><creator>Terashima, Kenji</creator><creator>Niwa, Masatake</creator><general>American Chemical Society</general><scope>FBQ</scope><scope>BSCLL</scope><scope>IQODW</scope><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></search><sort><creationdate>20040728</creationdate><title>Novel Flavonol Glycoside, 7-O-Methyl Mearnsitrin, from Sageretia theezans and Its Antioxidant Effect</title><author>Chung, Shin-Kyo ; Kim, Young-Chan ; Takaya, Yoshiaki ; Terashima, Kenji ; Niwa, Masatake</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a403t-4a017ab46d4d66ef39bb26022d58dc013dec67a8011c3c04a45e281f5a0a39473</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2004</creationdate><topic>antioxidant activity</topic><topic>Antioxidants - isolation & purification</topic><topic>Antioxidants - pharmacology</topic><topic>assays</topic><topic>Biological and medical sciences</topic><topic>chemical structure</topic><topic>Electron Spin Resonance Spectroscopy</topic><topic>Flavonoids - isolation & purification</topic><topic>Flavonoids - pharmacology</topic><topic>flavonols</topic><topic>Flavonols - isolation & purification</topic><topic>Flavonols - pharmacology</topic><topic>free radical scavengers</topic><topic>free radicals</topic><topic>General pharmacology</topic><topic>glycosides</topic><topic>leaves</topic><topic>Lipid Peroxidation - drug effects</topic><topic>Lipoproteins - chemistry</topic><topic>low density lipoprotein</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Medical sciences</topic><topic>medicinal plants</topic><topic>nuclear magnetic resonance spectroscopy</topic><topic>oxidation</topic><topic>Pharmacognosy. Homeopathy. Health food</topic><topic>Pharmacology. Drug treatments</topic><topic>Plant Leaves - chemistry</topic><topic>Rhamnaceae</topic><topic>Rhamnaceae - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Chung, Shin-Kyo</creatorcontrib><creatorcontrib>Kim, Young-Chan</creatorcontrib><creatorcontrib>Takaya, Yoshiaki</creatorcontrib><creatorcontrib>Terashima, Kenji</creatorcontrib><creatorcontrib>Niwa, Masatake</creatorcontrib><collection>AGRIS</collection><collection>Istex</collection><collection>Pascal-Francis</collection><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><jtitle>Journal of agricultural and food chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Chung, Shin-Kyo</au><au>Kim, Young-Chan</au><au>Takaya, Yoshiaki</au><au>Terashima, Kenji</au><au>Niwa, Masatake</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Novel Flavonol Glycoside, 7-O-Methyl Mearnsitrin, from Sageretia theezans and Its Antioxidant Effect</atitle><jtitle>Journal of agricultural and food chemistry</jtitle><addtitle>J. Agric. Food Chem</addtitle><date>2004-07-28</date><risdate>2004</risdate><volume>52</volume><issue>15</issue><spage>4664</spage><epage>4668</epage><pages>4664-4668</pages><issn>0021-8561</issn><eissn>1520-5118</eissn><coden>JAFCAU</coden><abstract>A novel flavonol glycoside, 7-O-methylmearnsitrin (7,4‘-O-dimethylmyricetin 3-O-α-l-rhamnopyranoside), and myricetrin, kaempferol 3-O-α-l-rhamnopyranoside, europetin 3-O-α-l-rhamnoside, and 7-O-methyl quercetin 3-O-α-l-rhamnopyranoside were isolated from the leaves of Sageretia theezans, and their chemical structures were identified by spectroscopic analyses including two-dimensional NMR (HSQC, HMBC). Whereas myricetrin, europetin 3-O-α-l-rhamnoside, and 7-O-methylquercetin 3-O-α-l-rhamnopyranoside showed stronger activities than ascorbic acid and α-tocopherol, 7-O-methylmearnsitrin showed very weak antioxidant activities by ESR and LDL oxidation inhibition tests. 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source	American Chemical Society:Jisc Collections:American Chemical Society Read & Publish Agreement 2022-2024 (Reading list)
subjects	antioxidant activity Antioxidants - isolation & purification Antioxidants - pharmacology assays Biological and medical sciences chemical structure Electron Spin Resonance Spectroscopy Flavonoids - isolation & purification Flavonoids - pharmacology flavonols Flavonols - isolation & purification Flavonols - pharmacology free radical scavengers free radicals General pharmacology glycosides leaves Lipid Peroxidation - drug effects Lipoproteins - chemistry low density lipoprotein Magnetic Resonance Spectroscopy Medical sciences medicinal plants nuclear magnetic resonance spectroscopy oxidation Pharmacognosy. Homeopathy. Health food Pharmacology. Drug treatments Plant Leaves - chemistry Rhamnaceae Rhamnaceae - chemistry
title	Novel Flavonol Glycoside, 7-O-Methyl Mearnsitrin, from Sageretia theezans and Its Antioxidant Effect
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