Development of a Novel Sugar Linkage: 6,6′-Ether-Connected Sugars

Unusual sugar dimers: The synthesis of 6,6′‐ether‐connected pyranoses by an acetalization–reduction procedure is described (see scheme). Structure–activity‐relationship studies of these novel carbohydrate dimers suggested that the natural product coyolosa, which has been shown to have a significant...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Angewandte Chemie International Edition 2003-10, Vol.42 (41), p.5069-5071
Hauptverfasser: Takahashi, Hideyo, Fukuda, Toshimitsu, Mitsuzuka, Haruhiko, Namme, Rie, Miyamoto, Hidetoshi, Ohkura, Yasufumi, Ikegami, Shiro
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 5071
container_issue 41
container_start_page 5069
container_title Angewandte Chemie International Edition
container_volume 42
creator Takahashi, Hideyo
Fukuda, Toshimitsu
Mitsuzuka, Haruhiko
Namme, Rie
Miyamoto, Hidetoshi
Ohkura, Yasufumi
Ikegami, Shiro
description Unusual sugar dimers: The synthesis of 6,6′‐ether‐connected pyranoses by an acetalization–reduction procedure is described (see scheme). Structure–activity‐relationship studies of these novel carbohydrate dimers suggested that the natural product coyolosa, which has been shown to have a significant effect on fasting blood‐glucose levels, may have a different structure from the one previously reported.
doi_str_mv 10.1002/anie.200352388
format Article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_71330801</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>71330801</sourcerecordid><originalsourceid>FETCH-LOGICAL-c3798-723b09318ae3b47448024c3a80156a725254c89f63995be38608c0a1cfe7ccfc3</originalsourceid><addsrcrecordid>eNqFkEFPwjAYhhujEUSvHs1Onhy2-9q180YQkUjwoIZjU8o3nIwN16Fy8zf5k_wljoygN0_90jzvc3gIOWW0zSgNLk2WYDugFEQASu2RJhMB80FK2K9uDuBLJViDHDn3UvFK0fCQNBgXkQhBNEn3Gt8wzZcLzEovjz3jjfLqw3tYzUzhDZNsbmZ45YUX4ffnl98rn7Hwu3mWoS1xWlPumBzEJnV4sn1b5Omm99i99Yf3_UG3M_QtyEj5MoAJjYApgzDhknNFA27BKMpEaGQgAsGtiuIQokhMEFRIlaWG2RiltbGFFjmvvcsif12hK_UicRbT1GSYr5yWDIBWtgps16AtcucKjPWySBamWGtG9Sab3mTTu2zV4GxrXk0WOP3Ft50qIKqB9yTF9T863RkNen_lfr1NXIkfu60p5jqUIIUej_p6fMc5k3KoBfwAnW6Gug</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>71330801</pqid></control><display><type>article</type><title>Development of a Novel Sugar Linkage: 6,6′-Ether-Connected Sugars</title><source>Wiley Online Library Journals Frontfile Complete</source><creator>Takahashi, Hideyo ; Fukuda, Toshimitsu ; Mitsuzuka, Haruhiko ; Namme, Rie ; Miyamoto, Hidetoshi ; Ohkura, Yasufumi ; Ikegami, Shiro</creator><creatorcontrib>Takahashi, Hideyo ; Fukuda, Toshimitsu ; Mitsuzuka, Haruhiko ; Namme, Rie ; Miyamoto, Hidetoshi ; Ohkura, Yasufumi ; Ikegami, Shiro</creatorcontrib><description>Unusual sugar dimers: The synthesis of 6,6′‐ether‐connected pyranoses by an acetalization–reduction procedure is described (see scheme). Structure–activity‐relationship studies of these novel carbohydrate dimers suggested that the natural product coyolosa, which has been shown to have a significant effect on fasting blood‐glucose levels, may have a different structure from the one previously reported.</description><identifier>ISSN: 1433-7851</identifier><identifier>EISSN: 1521-3773</identifier><identifier>DOI: 10.1002/anie.200352388</identifier><identifier>PMID: 14595635</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>antidiabetic agents ; carbohydrates ; ethers ; structure-activity relationships ; synthetic methods</subject><ispartof>Angewandte Chemie International Edition, 2003-10, Vol.42 (41), p.5069-5071</ispartof><rights>Copyright © 2003 WILEY‐VCH Verlag GmbH &amp; Co. KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3798-723b09318ae3b47448024c3a80156a725254c89f63995be38608c0a1cfe7ccfc3</citedby><cites>FETCH-LOGICAL-c3798-723b09318ae3b47448024c3a80156a725254c89f63995be38608c0a1cfe7ccfc3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fanie.200352388$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,777,781,1412,27905,27906,45556</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/14595635$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Takahashi, Hideyo</creatorcontrib><creatorcontrib>Fukuda, Toshimitsu</creatorcontrib><creatorcontrib>Mitsuzuka, Haruhiko</creatorcontrib><creatorcontrib>Namme, Rie</creatorcontrib><creatorcontrib>Miyamoto, Hidetoshi</creatorcontrib><creatorcontrib>Ohkura, Yasufumi</creatorcontrib><creatorcontrib>Ikegami, Shiro</creatorcontrib><title>Development of a Novel Sugar Linkage: 6,6′-Ether-Connected Sugars</title><title>Angewandte Chemie International Edition</title><addtitle>Angewandte Chemie International Edition</addtitle><description>Unusual sugar dimers: The synthesis of 6,6′‐ether‐connected pyranoses by an acetalization–reduction procedure is described (see scheme). Structure–activity‐relationship studies of these novel carbohydrate dimers suggested that the natural product coyolosa, which has been shown to have a significant effect on fasting blood‐glucose levels, may have a different structure from the one previously reported.</description><subject>antidiabetic agents</subject><subject>carbohydrates</subject><subject>ethers</subject><subject>structure-activity relationships</subject><subject>synthetic methods</subject><issn>1433-7851</issn><issn>1521-3773</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2003</creationdate><recordtype>article</recordtype><recordid>eNqFkEFPwjAYhhujEUSvHs1Onhy2-9q180YQkUjwoIZjU8o3nIwN16Fy8zf5k_wljoygN0_90jzvc3gIOWW0zSgNLk2WYDugFEQASu2RJhMB80FK2K9uDuBLJViDHDn3UvFK0fCQNBgXkQhBNEn3Gt8wzZcLzEovjz3jjfLqw3tYzUzhDZNsbmZ45YUX4ffnl98rn7Hwu3mWoS1xWlPumBzEJnV4sn1b5Omm99i99Yf3_UG3M_QtyEj5MoAJjYApgzDhknNFA27BKMpEaGQgAsGtiuIQokhMEFRIlaWG2RiltbGFFjmvvcsif12hK_UicRbT1GSYr5yWDIBWtgps16AtcucKjPWySBamWGtG9Sab3mTTu2zV4GxrXk0WOP3Ft50qIKqB9yTF9T863RkNen_lfr1NXIkfu60p5jqUIIUej_p6fMc5k3KoBfwAnW6Gug</recordid><startdate>20031027</startdate><enddate>20031027</enddate><creator>Takahashi, Hideyo</creator><creator>Fukuda, Toshimitsu</creator><creator>Mitsuzuka, Haruhiko</creator><creator>Namme, Rie</creator><creator>Miyamoto, Hidetoshi</creator><creator>Ohkura, Yasufumi</creator><creator>Ikegami, Shiro</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><scope>BSCLL</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20031027</creationdate><title>Development of a Novel Sugar Linkage: 6,6′-Ether-Connected Sugars</title><author>Takahashi, Hideyo ; Fukuda, Toshimitsu ; Mitsuzuka, Haruhiko ; Namme, Rie ; Miyamoto, Hidetoshi ; Ohkura, Yasufumi ; Ikegami, Shiro</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3798-723b09318ae3b47448024c3a80156a725254c89f63995be38608c0a1cfe7ccfc3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2003</creationdate><topic>antidiabetic agents</topic><topic>carbohydrates</topic><topic>ethers</topic><topic>structure-activity relationships</topic><topic>synthetic methods</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Takahashi, Hideyo</creatorcontrib><creatorcontrib>Fukuda, Toshimitsu</creatorcontrib><creatorcontrib>Mitsuzuka, Haruhiko</creatorcontrib><creatorcontrib>Namme, Rie</creatorcontrib><creatorcontrib>Miyamoto, Hidetoshi</creatorcontrib><creatorcontrib>Ohkura, Yasufumi</creatorcontrib><creatorcontrib>Ikegami, Shiro</creatorcontrib><collection>Istex</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Angewandte Chemie International Edition</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Takahashi, Hideyo</au><au>Fukuda, Toshimitsu</au><au>Mitsuzuka, Haruhiko</au><au>Namme, Rie</au><au>Miyamoto, Hidetoshi</au><au>Ohkura, Yasufumi</au><au>Ikegami, Shiro</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Development of a Novel Sugar Linkage: 6,6′-Ether-Connected Sugars</atitle><jtitle>Angewandte Chemie International Edition</jtitle><addtitle>Angewandte Chemie International Edition</addtitle><date>2003-10-27</date><risdate>2003</risdate><volume>42</volume><issue>41</issue><spage>5069</spage><epage>5071</epage><pages>5069-5071</pages><issn>1433-7851</issn><eissn>1521-3773</eissn><abstract>Unusual sugar dimers: The synthesis of 6,6′‐ether‐connected pyranoses by an acetalization–reduction procedure is described (see scheme). Structure–activity‐relationship studies of these novel carbohydrate dimers suggested that the natural product coyolosa, which has been shown to have a significant effect on fasting blood‐glucose levels, may have a different structure from the one previously reported.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><pmid>14595635</pmid><doi>10.1002/anie.200352388</doi><tpages>3</tpages></addata></record>
fulltext fulltext
identifier ISSN: 1433-7851
ispartof Angewandte Chemie International Edition, 2003-10, Vol.42 (41), p.5069-5071
issn 1433-7851
1521-3773
language eng
recordid cdi_proquest_miscellaneous_71330801
source Wiley Online Library Journals Frontfile Complete
subjects antidiabetic agents
carbohydrates
ethers
structure-activity relationships
synthetic methods
title Development of a Novel Sugar Linkage: 6,6′-Ether-Connected Sugars
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-21T08%3A33%3A53IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Development%20of%20a%20Novel%20Sugar%20Linkage:%206,6%E2%80%B2-Ether-Connected%20Sugars&rft.jtitle=Angewandte%20Chemie%20International%20Edition&rft.au=Takahashi,%20Hideyo&rft.date=2003-10-27&rft.volume=42&rft.issue=41&rft.spage=5069&rft.epage=5071&rft.pages=5069-5071&rft.issn=1433-7851&rft.eissn=1521-3773&rft_id=info:doi/10.1002/anie.200352388&rft_dat=%3Cproquest_cross%3E71330801%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=71330801&rft_id=info:pmid/14595635&rfr_iscdi=true