Reinvestigation of the Absolute Stereochemistry of Megastigmane Glucoside, Icariside B5
Icariside B5 is one of the widely distributed megastigmane glucosides among plant sources. The absolute structure of icariside B5 was reinvestigated by chemical conversion from the related compound and the application of the modified Mosher's method. As a result, the structure of icariside B5 w...
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Veröffentlicht in: | Chemical & Pharmaceutical Bulletin 2010/10/01, Vol.58(10), pp.1399-1402 |
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creator | Matsunami, Katsuyoshi Otsuka, Hideaki Takeda, Yoshio Miyase, Toshio |
description | Icariside B5 is one of the widely distributed megastigmane glucosides among plant sources. The absolute structure of icariside B5 was reinvestigated by chemical conversion from the related compound and the application of the modified Mosher's method. As a result, the structure of icariside B5 was revised to be (6S,9S)-6,9-dihydroxymegastigman-4-en-3-one 9-O-β-D-glucopyranoside. |
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The absolute structure of icariside B5 was reinvestigated by chemical conversion from the related compound and the application of the modified Mosher's method. As a result, the structure of icariside B5 was revised to be (6S,9S)-6,9-dihydroxymegastigman-4-en-3-one 9-O-β-D-glucopyranoside.</description><identifier>ISSN: 0009-2363</identifier><identifier>EISSN: 1347-5223</identifier><identifier>DOI: 10.1248/cpb.58.1399</identifier><language>eng</language><publisher>Tokyo: The Pharmaceutical Society of Japan</publisher><subject>blumenol B ; dihydrovomifoliol-O-β-D-glucopyranoside ; icariside B5 ; megastigmane glucoside</subject><ispartof>Chemical and Pharmaceutical Bulletin, 2010/10/01, Vol.58(10), pp.1399-1402</ispartof><rights>2010 The Pharmaceutical Society of Japan</rights><rights>Copyright Japan Science and Technology Agency 2010</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c614t-25a2f7af29ffa184e27c31fa8a496a93b399d55ffe4ceb1eef42d81f8c134d613</citedby><cites>FETCH-LOGICAL-c614t-25a2f7af29ffa184e27c31fa8a496a93b399d55ffe4ceb1eef42d81f8c134d613</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,1877,27901,27902</link.rule.ids></links><search><creatorcontrib>Matsunami, Katsuyoshi</creatorcontrib><creatorcontrib>Otsuka, Hideaki</creatorcontrib><creatorcontrib>Takeda, Yoshio</creatorcontrib><creatorcontrib>Miyase, Toshio</creatorcontrib><creatorcontrib>aDepartment of Pharmacognosy</creatorcontrib><creatorcontrib>cFaculty of Pharmaceutical Sciences</creatorcontrib><creatorcontrib>Graduate School of Biomedical Sciences</creatorcontrib><creatorcontrib>University of Shizuoka</creatorcontrib><creatorcontrib>Yasuda Women's University</creatorcontrib><creatorcontrib>bFaculty of Pharmacy</creatorcontrib><creatorcontrib>Hiroshima University</creatorcontrib><title>Reinvestigation of the Absolute Stereochemistry of Megastigmane Glucoside, Icariside B5</title><title>Chemical & Pharmaceutical Bulletin</title><addtitle>Chem. Pharm. Bull.</addtitle><description>Icariside B5 is one of the widely distributed megastigmane glucosides among plant sources. The absolute structure of icariside B5 was reinvestigated by chemical conversion from the related compound and the application of the modified Mosher's method. As a result, the structure of icariside B5 was revised to be (6S,9S)-6,9-dihydroxymegastigman-4-en-3-one 9-O-β-D-glucopyranoside.</description><subject>blumenol B</subject><subject>dihydrovomifoliol-O-β-D-glucopyranoside</subject><subject>icariside B5</subject><subject>megastigmane glucoside</subject><issn>0009-2363</issn><issn>1347-5223</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2010</creationdate><recordtype>article</recordtype><recordid>eNpFUMtKAzEUDaJgfaz8gQGXOjXPmcxSRaugCD5wGdLMTZsyndQkFfx7M63Uzb0X7nlwDkJnBI8J5fLKrKZjIceENc0eGhHG61JQyvbRCGPclJRV7BAdxbjAmApcsxH6fAXXf0NMbqaT833hbZHmUFxPo-_WCYq3BAG8mcPSxRR-hv8zzPRAWOoeikm3Nj66Fi6LR6ODG87iRpygA6u7CKd_-xh93N-93z6UTy-Tx9vrp9JUhKeSCk1trS1trNVEcqC1YcRqqXlT6YZNc5JWCGuBG5gSAMtpK4mVJodrK8KO0flWdxX81zrnUAu_Dn22VIRXmLOcss6oiy3KBB9jAKtWwS11-FEEq6E5lZtTQqqhuYyebNFLaJ3Rne8718O_sIn1pg9FcaZjLOSwKNmws20-qayqRmSlm63SIiY9g52rDsmZDnau-G9uBHbPuQ4KevYLyO-Pzw</recordid><startdate>20101001</startdate><enddate>20101001</enddate><creator>Matsunami, Katsuyoshi</creator><creator>Otsuka, Hideaki</creator><creator>Takeda, Yoshio</creator><creator>Miyase, Toshio</creator><general>The Pharmaceutical Society of Japan</general><general>Pharmaceutical Society of Japan</general><general>Japan Science and Technology Agency</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7TK</scope><scope>7TM</scope><scope>7U9</scope><scope>H94</scope></search><sort><creationdate>20101001</creationdate><title>Reinvestigation of the Absolute Stereochemistry of Megastigmane Glucoside, Icariside B5</title><author>Matsunami, Katsuyoshi ; Otsuka, Hideaki ; Takeda, Yoshio ; Miyase, Toshio</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c614t-25a2f7af29ffa184e27c31fa8a496a93b399d55ffe4ceb1eef42d81f8c134d613</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2010</creationdate><topic>blumenol B</topic><topic>dihydrovomifoliol-O-β-D-glucopyranoside</topic><topic>icariside B5</topic><topic>megastigmane glucoside</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Matsunami, Katsuyoshi</creatorcontrib><creatorcontrib>Otsuka, Hideaki</creatorcontrib><creatorcontrib>Takeda, Yoshio</creatorcontrib><creatorcontrib>Miyase, Toshio</creatorcontrib><creatorcontrib>aDepartment of Pharmacognosy</creatorcontrib><creatorcontrib>cFaculty of Pharmaceutical Sciences</creatorcontrib><creatorcontrib>Graduate School of Biomedical Sciences</creatorcontrib><creatorcontrib>University of Shizuoka</creatorcontrib><creatorcontrib>Yasuda Women's University</creatorcontrib><creatorcontrib>bFaculty of Pharmacy</creatorcontrib><creatorcontrib>Hiroshima University</creatorcontrib><collection>CrossRef</collection><collection>Neurosciences Abstracts</collection><collection>Nucleic Acids Abstracts</collection><collection>Virology and AIDS Abstracts</collection><collection>AIDS and Cancer Research Abstracts</collection><jtitle>Chemical & Pharmaceutical Bulletin</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Matsunami, Katsuyoshi</au><au>Otsuka, Hideaki</au><au>Takeda, Yoshio</au><au>Miyase, Toshio</au><aucorp>aDepartment of Pharmacognosy</aucorp><aucorp>cFaculty of Pharmaceutical Sciences</aucorp><aucorp>Graduate School of Biomedical Sciences</aucorp><aucorp>University of Shizuoka</aucorp><aucorp>Yasuda Women's University</aucorp><aucorp>bFaculty of Pharmacy</aucorp><aucorp>Hiroshima University</aucorp><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Reinvestigation of the Absolute Stereochemistry of Megastigmane Glucoside, Icariside B5</atitle><jtitle>Chemical & Pharmaceutical Bulletin</jtitle><addtitle>Chem. Pharm. Bull.</addtitle><date>2010-10-01</date><risdate>2010</risdate><volume>58</volume><issue>10</issue><spage>1399</spage><epage>1402</epage><pages>1399-1402</pages><issn>0009-2363</issn><eissn>1347-5223</eissn><abstract>Icariside B5 is one of the widely distributed megastigmane glucosides among plant sources. The absolute structure of icariside B5 was reinvestigated by chemical conversion from the related compound and the application of the modified Mosher's method. As a result, the structure of icariside B5 was revised to be (6S,9S)-6,9-dihydroxymegastigman-4-en-3-one 9-O-β-D-glucopyranoside.</abstract><cop>Tokyo</cop><pub>The Pharmaceutical Society of Japan</pub><doi>10.1248/cpb.58.1399</doi><tpages>4</tpages><oa>free_for_read</oa></addata></record> |
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subjects | blumenol B dihydrovomifoliol-O-β-D-glucopyranoside icariside B5 megastigmane glucoside |
title | Reinvestigation of the Absolute Stereochemistry of Megastigmane Glucoside, Icariside B5 |
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