Convergent, parallel synthesis of a series of beta-substituted 1,2,4-oxadiazole butanoic acids as potent and selective alpha(v)beta3 receptor antagonists
We describe a series of 1,2,4-oxadiazoles, which are potent antagonists of the integrin alpha(v)beta3 and, in addition, show selectivity relative to the other beta3 integrin alpha(IIb)beta3. In whole cells, the majority of these analogs also demonstrated modest selectivity against other alpha(v) int...
Gespeichert in:
| Veröffentlicht in: | Bioorganic & medicinal chemistry letters 2006-02, Vol.16 (4), p.839-844 |
|---|---|
| Hauptverfasser: | , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 844 |
|---|---|
| container_issue | 4 |
| container_start_page | 839 |
| container_title | Bioorganic & medicinal chemistry letters |
| container_volume | 16 |
| creator | Boys, Mark L Schretzman, Lori A Chandrakumar, Nizal S Tollefson, Michael B Mohler, Scott B Downs, Victoria L Penning, Thomas D Russell, Mark A Wendt, John A Chen, Barbara B Stenmark, Heather G Wu, Hongwei Spangler, Dale P Clare, Michael Desai, Bipin N Khanna, Ish K Nguyen, Maria N Duffin, Tiffany Engleman, V Wayne Finn, Mary Beth Freeman, Sandra K Hanneke, Melanie L Keene, Jeffery L Klover, Jon A Nickols, G Allen Nickols, Maureen A Steininger, Christina N Westlin, Marisa Westlin, William Yu, Yi X Wang, Yaping Dalton, Christopher R Norring, Sarah A |
| description | We describe a series of 1,2,4-oxadiazoles, which are potent antagonists of the integrin alpha(v)beta3 and, in addition, show selectivity relative to the other beta3 integrin alpha(IIb)beta3. In whole cells, the majority of these analogs also demonstrated modest selectivity against other alpha(v) integrins such as alpha(v)beta1 and alpha(v)beta6. |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_pubme</sourceid><recordid>TN_cdi_proquest_miscellaneous_67608920</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>67608920</sourcerecordid><originalsourceid>FETCH-LOGICAL-p547-8e7109fcc89db217a12fd41ed40299c7757907f6128ee6f7fed2059052b4af843</originalsourceid><addsrcrecordid>eNo10L1OwzAUhuEMIFoKt4A8IZAayXadOB5RxZ9UiaUDW3RiH7dGbhxip6LcCXdLgDKdb3j1DOckm1JV0rxS4nWSncf4RikTVIizbMJKrirG5TT7WoZ2j_0G2zQnHfTgPXoSD23aYnSRBEuAROwd_u4GE-RxaGJyaUhoCJvzucjDBxgHn8EjaYYEbXCagHYmEoikC2nUCbRmhDzq5PZIwHdbuNnf_oAL0qPGLoV-jBJsQutiihfZqQUf8fJ4Z9n64X69fMpXL4_Py7tV3hVC5hVKRpXVulKm4UwC49YIhkZQrpSWspCKSlsyXiGWVlo0nBaKFrwRYCuxmGXXf2zXh_cBY6p3Lmr0HloMQ6xLWdJKcTqGV8dwaHZo6q53O-gP9f8vF99QBnG_</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>67608920</pqid></control><display><type>article</type><title>Convergent, parallel synthesis of a series of beta-substituted 1,2,4-oxadiazole butanoic acids as potent and selective alpha(v)beta3 receptor antagonists</title><source>MEDLINE</source><source>Elsevier ScienceDirect Journals</source><creator>Boys, Mark L ; Schretzman, Lori A ; Chandrakumar, Nizal S ; Tollefson, Michael B ; Mohler, Scott B ; Downs, Victoria L ; Penning, Thomas D ; Russell, Mark A ; Wendt, John A ; Chen, Barbara B ; Stenmark, Heather G ; Wu, Hongwei ; Spangler, Dale P ; Clare, Michael ; Desai, Bipin N ; Khanna, Ish K ; Nguyen, Maria N ; Duffin, Tiffany ; Engleman, V Wayne ; Finn, Mary Beth ; Freeman, Sandra K ; Hanneke, Melanie L ; Keene, Jeffery L ; Klover, Jon A ; Nickols, G Allen ; Nickols, Maureen A ; Steininger, Christina N ; Westlin, Marisa ; Westlin, William ; Yu, Yi X ; Wang, Yaping ; Dalton, Christopher R ; Norring, Sarah A</creator><creatorcontrib>Boys, Mark L ; Schretzman, Lori A ; Chandrakumar, Nizal S ; Tollefson, Michael B ; Mohler, Scott B ; Downs, Victoria L ; Penning, Thomas D ; Russell, Mark A ; Wendt, John A ; Chen, Barbara B ; Stenmark, Heather G ; Wu, Hongwei ; Spangler, Dale P ; Clare, Michael ; Desai, Bipin N ; Khanna, Ish K ; Nguyen, Maria N ; Duffin, Tiffany ; Engleman, V Wayne ; Finn, Mary Beth ; Freeman, Sandra K ; Hanneke, Melanie L ; Keene, Jeffery L ; Klover, Jon A ; Nickols, G Allen ; Nickols, Maureen A ; Steininger, Christina N ; Westlin, Marisa ; Westlin, William ; Yu, Yi X ; Wang, Yaping ; Dalton, Christopher R ; Norring, Sarah A</creatorcontrib><description>We describe a series of 1,2,4-oxadiazoles, which are potent antagonists of the integrin alpha(v)beta3 and, in addition, show selectivity relative to the other beta3 integrin alpha(IIb)beta3. In whole cells, the majority of these analogs also demonstrated modest selectivity against other alpha(v) integrins such as alpha(v)beta1 and alpha(v)beta6.</description><identifier>ISSN: 0960-894X</identifier><identifier>PMID: 16298127</identifier><language>eng</language><publisher>England</publisher><subject>Antigens, Neoplasm ; Butyrates - chemical synthesis ; Butyrates - chemistry ; Butyrates - pharmacology ; Cell Line ; Humans ; Integrin alphaVbeta3 - antagonists & inhibitors ; Integrins - antagonists & inhibitors ; Molecular Structure ; Oxadiazoles - chemical synthesis ; Oxadiazoles - chemistry ; Oxadiazoles - pharmacology ; Receptors, Vitronectin - antagonists & inhibitors ; Structure-Activity Relationship</subject><ispartof>Bioorganic & medicinal chemistry letters, 2006-02, Vol.16 (4), p.839-844</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/16298127$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Boys, Mark L</creatorcontrib><creatorcontrib>Schretzman, Lori A</creatorcontrib><creatorcontrib>Chandrakumar, Nizal S</creatorcontrib><creatorcontrib>Tollefson, Michael B</creatorcontrib><creatorcontrib>Mohler, Scott B</creatorcontrib><creatorcontrib>Downs, Victoria L</creatorcontrib><creatorcontrib>Penning, Thomas D</creatorcontrib><creatorcontrib>Russell, Mark A</creatorcontrib><creatorcontrib>Wendt, John A</creatorcontrib><creatorcontrib>Chen, Barbara B</creatorcontrib><creatorcontrib>Stenmark, Heather G</creatorcontrib><creatorcontrib>Wu, Hongwei</creatorcontrib><creatorcontrib>Spangler, Dale P</creatorcontrib><creatorcontrib>Clare, Michael</creatorcontrib><creatorcontrib>Desai, Bipin N</creatorcontrib><creatorcontrib>Khanna, Ish K</creatorcontrib><creatorcontrib>Nguyen, Maria N</creatorcontrib><creatorcontrib>Duffin, Tiffany</creatorcontrib><creatorcontrib>Engleman, V Wayne</creatorcontrib><creatorcontrib>Finn, Mary Beth</creatorcontrib><creatorcontrib>Freeman, Sandra K</creatorcontrib><creatorcontrib>Hanneke, Melanie L</creatorcontrib><creatorcontrib>Keene, Jeffery L</creatorcontrib><creatorcontrib>Klover, Jon A</creatorcontrib><creatorcontrib>Nickols, G Allen</creatorcontrib><creatorcontrib>Nickols, Maureen A</creatorcontrib><creatorcontrib>Steininger, Christina N</creatorcontrib><creatorcontrib>Westlin, Marisa</creatorcontrib><creatorcontrib>Westlin, William</creatorcontrib><creatorcontrib>Yu, Yi X</creatorcontrib><creatorcontrib>Wang, Yaping</creatorcontrib><creatorcontrib>Dalton, Christopher R</creatorcontrib><creatorcontrib>Norring, Sarah A</creatorcontrib><title>Convergent, parallel synthesis of a series of beta-substituted 1,2,4-oxadiazole butanoic acids as potent and selective alpha(v)beta3 receptor antagonists</title><title>Bioorganic & medicinal chemistry letters</title><addtitle>Bioorg Med Chem Lett</addtitle><description>We describe a series of 1,2,4-oxadiazoles, which are potent antagonists of the integrin alpha(v)beta3 and, in addition, show selectivity relative to the other beta3 integrin alpha(IIb)beta3. In whole cells, the majority of these analogs also demonstrated modest selectivity against other alpha(v) integrins such as alpha(v)beta1 and alpha(v)beta6.</description><subject>Antigens, Neoplasm</subject><subject>Butyrates - chemical synthesis</subject><subject>Butyrates - chemistry</subject><subject>Butyrates - pharmacology</subject><subject>Cell Line</subject><subject>Humans</subject><subject>Integrin alphaVbeta3 - antagonists & inhibitors</subject><subject>Integrins - antagonists & inhibitors</subject><subject>Molecular Structure</subject><subject>Oxadiazoles - chemical synthesis</subject><subject>Oxadiazoles - chemistry</subject><subject>Oxadiazoles - pharmacology</subject><subject>Receptors, Vitronectin - antagonists & inhibitors</subject><subject>Structure-Activity Relationship</subject><issn>0960-894X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2006</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNo10L1OwzAUhuEMIFoKt4A8IZAayXadOB5RxZ9UiaUDW3RiH7dGbhxip6LcCXdLgDKdb3j1DOckm1JV0rxS4nWSncf4RikTVIizbMJKrirG5TT7WoZ2j_0G2zQnHfTgPXoSD23aYnSRBEuAROwd_u4GE-RxaGJyaUhoCJvzucjDBxgHn8EjaYYEbXCagHYmEoikC2nUCbRmhDzq5PZIwHdbuNnf_oAL0qPGLoV-jBJsQutiihfZqQUf8fJ4Z9n64X69fMpXL4_Py7tV3hVC5hVKRpXVulKm4UwC49YIhkZQrpSWspCKSlsyXiGWVlo0nBaKFrwRYCuxmGXXf2zXh_cBY6p3Lmr0HloMQ6xLWdJKcTqGV8dwaHZo6q53O-gP9f8vF99QBnG_</recordid><startdate>20060215</startdate><enddate>20060215</enddate><creator>Boys, Mark L</creator><creator>Schretzman, Lori A</creator><creator>Chandrakumar, Nizal S</creator><creator>Tollefson, Michael B</creator><creator>Mohler, Scott B</creator><creator>Downs, Victoria L</creator><creator>Penning, Thomas D</creator><creator>Russell, Mark A</creator><creator>Wendt, John A</creator><creator>Chen, Barbara B</creator><creator>Stenmark, Heather G</creator><creator>Wu, Hongwei</creator><creator>Spangler, Dale P</creator><creator>Clare, Michael</creator><creator>Desai, Bipin N</creator><creator>Khanna, Ish K</creator><creator>Nguyen, Maria N</creator><creator>Duffin, Tiffany</creator><creator>Engleman, V Wayne</creator><creator>Finn, Mary Beth</creator><creator>Freeman, Sandra K</creator><creator>Hanneke, Melanie L</creator><creator>Keene, Jeffery L</creator><creator>Klover, Jon A</creator><creator>Nickols, G Allen</creator><creator>Nickols, Maureen A</creator><creator>Steininger, Christina N</creator><creator>Westlin, Marisa</creator><creator>Westlin, William</creator><creator>Yu, Yi X</creator><creator>Wang, Yaping</creator><creator>Dalton, Christopher R</creator><creator>Norring, Sarah A</creator><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>7X8</scope></search><sort><creationdate>20060215</creationdate><title>Convergent, parallel synthesis of a series of beta-substituted 1,2,4-oxadiazole butanoic acids as potent and selective alpha(v)beta3 receptor antagonists</title><author>Boys, Mark L ; Schretzman, Lori A ; Chandrakumar, Nizal S ; Tollefson, Michael B ; Mohler, Scott B ; Downs, Victoria L ; Penning, Thomas D ; Russell, Mark A ; Wendt, John A ; Chen, Barbara B ; Stenmark, Heather G ; Wu, Hongwei ; Spangler, Dale P ; Clare, Michael ; Desai, Bipin N ; Khanna, Ish K ; Nguyen, Maria N ; Duffin, Tiffany ; Engleman, V Wayne ; Finn, Mary Beth ; Freeman, Sandra K ; Hanneke, Melanie L ; Keene, Jeffery L ; Klover, Jon A ; Nickols, G Allen ; Nickols, Maureen A ; Steininger, Christina N ; Westlin, Marisa ; Westlin, William ; Yu, Yi X ; Wang, Yaping ; Dalton, Christopher R ; Norring, Sarah A</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-p547-8e7109fcc89db217a12fd41ed40299c7757907f6128ee6f7fed2059052b4af843</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2006</creationdate><topic>Antigens, Neoplasm</topic><topic>Butyrates - chemical synthesis</topic><topic>Butyrates - chemistry</topic><topic>Butyrates - pharmacology</topic><topic>Cell Line</topic><topic>Humans</topic><topic>Integrin alphaVbeta3 - antagonists & inhibitors</topic><topic>Integrins - antagonists & inhibitors</topic><topic>Molecular Structure</topic><topic>Oxadiazoles - chemical synthesis</topic><topic>Oxadiazoles - chemistry</topic><topic>Oxadiazoles - pharmacology</topic><topic>Receptors, Vitronectin - antagonists & inhibitors</topic><topic>Structure-Activity Relationship</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Boys, Mark L</creatorcontrib><creatorcontrib>Schretzman, Lori A</creatorcontrib><creatorcontrib>Chandrakumar, Nizal S</creatorcontrib><creatorcontrib>Tollefson, Michael B</creatorcontrib><creatorcontrib>Mohler, Scott B</creatorcontrib><creatorcontrib>Downs, Victoria L</creatorcontrib><creatorcontrib>Penning, Thomas D</creatorcontrib><creatorcontrib>Russell, Mark A</creatorcontrib><creatorcontrib>Wendt, John A</creatorcontrib><creatorcontrib>Chen, Barbara B</creatorcontrib><creatorcontrib>Stenmark, Heather G</creatorcontrib><creatorcontrib>Wu, Hongwei</creatorcontrib><creatorcontrib>Spangler, Dale P</creatorcontrib><creatorcontrib>Clare, Michael</creatorcontrib><creatorcontrib>Desai, Bipin N</creatorcontrib><creatorcontrib>Khanna, Ish K</creatorcontrib><creatorcontrib>Nguyen, Maria N</creatorcontrib><creatorcontrib>Duffin, Tiffany</creatorcontrib><creatorcontrib>Engleman, V Wayne</creatorcontrib><creatorcontrib>Finn, Mary Beth</creatorcontrib><creatorcontrib>Freeman, Sandra K</creatorcontrib><creatorcontrib>Hanneke, Melanie L</creatorcontrib><creatorcontrib>Keene, Jeffery L</creatorcontrib><creatorcontrib>Klover, Jon A</creatorcontrib><creatorcontrib>Nickols, G Allen</creatorcontrib><creatorcontrib>Nickols, Maureen A</creatorcontrib><creatorcontrib>Steininger, Christina N</creatorcontrib><creatorcontrib>Westlin, Marisa</creatorcontrib><creatorcontrib>Westlin, William</creatorcontrib><creatorcontrib>Yu, Yi X</creatorcontrib><creatorcontrib>Wang, Yaping</creatorcontrib><creatorcontrib>Dalton, Christopher R</creatorcontrib><creatorcontrib>Norring, Sarah A</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>MEDLINE - Academic</collection><jtitle>Bioorganic & medicinal chemistry letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Boys, Mark L</au><au>Schretzman, Lori A</au><au>Chandrakumar, Nizal S</au><au>Tollefson, Michael B</au><au>Mohler, Scott B</au><au>Downs, Victoria L</au><au>Penning, Thomas D</au><au>Russell, Mark A</au><au>Wendt, John A</au><au>Chen, Barbara B</au><au>Stenmark, Heather G</au><au>Wu, Hongwei</au><au>Spangler, Dale P</au><au>Clare, Michael</au><au>Desai, Bipin N</au><au>Khanna, Ish K</au><au>Nguyen, Maria N</au><au>Duffin, Tiffany</au><au>Engleman, V Wayne</au><au>Finn, Mary Beth</au><au>Freeman, Sandra K</au><au>Hanneke, Melanie L</au><au>Keene, Jeffery L</au><au>Klover, Jon A</au><au>Nickols, G Allen</au><au>Nickols, Maureen A</au><au>Steininger, Christina N</au><au>Westlin, Marisa</au><au>Westlin, William</au><au>Yu, Yi X</au><au>Wang, Yaping</au><au>Dalton, Christopher R</au><au>Norring, Sarah A</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Convergent, parallel synthesis of a series of beta-substituted 1,2,4-oxadiazole butanoic acids as potent and selective alpha(v)beta3 receptor antagonists</atitle><jtitle>Bioorganic & medicinal chemistry letters</jtitle><addtitle>Bioorg Med Chem Lett</addtitle><date>2006-02-15</date><risdate>2006</risdate><volume>16</volume><issue>4</issue><spage>839</spage><epage>844</epage><pages>839-844</pages><issn>0960-894X</issn><abstract>We describe a series of 1,2,4-oxadiazoles, which are potent antagonists of the integrin alpha(v)beta3 and, in addition, show selectivity relative to the other beta3 integrin alpha(IIb)beta3. In whole cells, the majority of these analogs also demonstrated modest selectivity against other alpha(v) integrins such as alpha(v)beta1 and alpha(v)beta6.</abstract><cop>England</cop><pmid>16298127</pmid><tpages>6</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0960-894X |
| ispartof | Bioorganic & medicinal chemistry letters, 2006-02, Vol.16 (4), p.839-844 |
| issn | 0960-894X |
| language | eng |
| recordid | cdi_proquest_miscellaneous_67608920 |
| source | MEDLINE; Elsevier ScienceDirect Journals |
| subjects | Antigens, Neoplasm Butyrates - chemical synthesis Butyrates - chemistry Butyrates - pharmacology Cell Line Humans Integrin alphaVbeta3 - antagonists & inhibitors Integrins - antagonists & inhibitors Molecular Structure Oxadiazoles - chemical synthesis Oxadiazoles - chemistry Oxadiazoles - pharmacology Receptors, Vitronectin - antagonists & inhibitors Structure-Activity Relationship |
| title | Convergent, parallel synthesis of a series of beta-substituted 1,2,4-oxadiazole butanoic acids as potent and selective alpha(v)beta3 receptor antagonists |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-28T23%3A16%3A49IST&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=Convergent,%20parallel%20synthesis%20of%20a%20series%20of%20beta-substituted%201,2,4-oxadiazole%20butanoic%20acids%20as%20potent%20and%20selective%20alpha(v)beta3%20receptor%20antagonists&rft.jtitle=Bioorganic%20&%20medicinal%20chemistry%20letters&rft.au=Boys,%20Mark%20L&rft.date=2006-02-15&rft.volume=16&rft.issue=4&rft.spage=839&rft.epage=844&rft.pages=839-844&rft.issn=0960-894X&rft_id=info:doi/&rft_dat=%3Cproquest_pubme%3E67608920%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=67608920&rft_id=info:pmid/16298127&rfr_iscdi=true |