Synthesis and structure–activity relationships of 3-phenyl-2-propenamides as inhibitors of glycogen phosphorylase a
A series of 3-phenyl-2-propenamides discovered from a high-throughput screening campaign as novel, potent, glucose-sensitive inhibitors of human liver glycogen phosphorylase a is described. A solid-phase synthesis on DMHB resin was also developed which provided efficient access not only to certain a...
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| Veröffentlicht in: | Bioorganic & medicinal chemistry letters 2006-11, Vol.16 (22), p.5892-5896 |
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| container_end_page | 5896 |
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| container_issue | 22 |
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| container_title | Bioorganic & medicinal chemistry letters |
| container_volume | 16 |
| creator | Li, Yue H. Coppo, Frank T. Evans, Karen A. Graybill, Todd L. Patel, Mehul Gale, Jennifer Li, Hu Tavares, Francis Thomson, Stephen A. |
| description | A series of 3-phenyl-2-propenamides discovered from a high-throughput screening campaign as novel, potent, glucose-sensitive inhibitors of human liver glycogen phosphorylase
a is described. A solid-phase synthesis on DMHB resin was also developed which provided efficient access not only to certain analogues that could not be cleanly made using more traditional means, but also to a variety of additional analogues. The SAR scope and synthetic strategy are presented herein. |
| doi_str_mv | 10.1016/j.bmcl.2006.08.055 |
| format | Article |
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a is described. A solid-phase synthesis on DMHB resin was also developed which provided efficient access not only to certain analogues that could not be cleanly made using more traditional means, but also to a variety of additional analogues. The SAR scope and synthetic strategy are presented herein.</description><subject>Acrylamides - chemical synthesis</subject><subject>Acrylamides - pharmacology</subject><subject>Biological and medical sciences</subject><subject>Combinatorial Chemistry Techniques</subject><subject>Drug Design</subject><subject>Drug Evaluation, Preclinical</subject><subject>Enzyme Inhibitors - chemical synthesis</subject><subject>Enzyme Inhibitors - pharmacology</subject><subject>General and cellular metabolism. Vitamins</subject><subject>Glycogen Phosphorylase - antagonists & inhibitors</subject><subject>Human liver glycogen phosphorylase</subject><subject>Humans</subject><subject>Liver - enzymology</subject><subject>Medical sciences</subject><subject>Pharmacology. Drug treatments</subject><subject>Resins, Synthetic - chemistry</subject><subject>Solid-phase synthesis</subject><subject>Structure-Activity Relationship</subject><issn>0960-894X</issn><issn>1464-3405</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2006</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kMFu1DAURS0EotPCD7BA2cAuqe04iS2xQVWhSJVYtEjsLMd5bjxKnODnVMqOf-gf8iVkmJG6Y_H0NudeXR1C3jFaMMrqy33RjnYoOKV1QWVBq-oF2TFRi7wUtHpJdlTVNJdK_Dwj54h7SpmgQrwmZ6xWgstG7chyt4bUA3rMTOgyTHGxaYnw5_eTsck_-rRmEQaT_BSw9zNmk8vKfO4hrEPO8zlOMwQz-g62Bsx86H3r0xT_gQ_DaqcHCNncT7hdXAeDkJk35JUzA8Lb078gP75c31_d5Lffv367-nyb21KKlNedrZhylrfCcShb6KijlgnWKtEoJSSvjVNgGgkgaQWVqBSUJXW8aWpworwgH4-928xfC2DSo0cLw2ACTAvqWiouhWAbyI-gjRNiBKfn6EcTV82oPsjWe32QrQ-yNZV6k72F3p_al3aE7jlysrsBH06AQWsGF02wHp85yWnD2aHo05GDzcWjh6jReggWOh_BJt1N_n87_gKnY6Eq</recordid><startdate>20061115</startdate><enddate>20061115</enddate><creator>Li, Yue H.</creator><creator>Coppo, Frank T.</creator><creator>Evans, Karen A.</creator><creator>Graybill, Todd L.</creator><creator>Patel, Mehul</creator><creator>Gale, Jennifer</creator><creator>Li, Hu</creator><creator>Tavares, Francis</creator><creator>Thomson, Stephen A.</creator><general>Elsevier Ltd</general><general>Elsevier</general><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>20061115</creationdate><title>Synthesis and structure–activity relationships of 3-phenyl-2-propenamides as inhibitors of glycogen phosphorylase a</title><author>Li, Yue H. ; Coppo, Frank T. ; Evans, Karen A. ; Graybill, Todd L. ; Patel, Mehul ; Gale, Jennifer ; Li, Hu ; Tavares, Francis ; Thomson, Stephen A.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c384t-6dc519fc2b4f2e3bed0f0c141b947994826af9ea78ee805e5459e330f2776ef43</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2006</creationdate><topic>Acrylamides - chemical synthesis</topic><topic>Acrylamides - pharmacology</topic><topic>Biological and medical sciences</topic><topic>Combinatorial Chemistry Techniques</topic><topic>Drug Design</topic><topic>Drug Evaluation, Preclinical</topic><topic>Enzyme Inhibitors - chemical synthesis</topic><topic>Enzyme Inhibitors - pharmacology</topic><topic>General and cellular metabolism. 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a is described. A solid-phase synthesis on DMHB resin was also developed which provided efficient access not only to certain analogues that could not be cleanly made using more traditional means, but also to a variety of additional analogues. The SAR scope and synthetic strategy are presented herein.</abstract><cop>Oxford</cop><pub>Elsevier Ltd</pub><pmid>16942879</pmid><doi>10.1016/j.bmcl.2006.08.055</doi><tpages>5</tpages></addata></record> |
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| identifier | ISSN: 0960-894X |
| ispartof | Bioorganic & medicinal chemistry letters, 2006-11, Vol.16 (22), p.5892-5896 |
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| language | eng |
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| subjects | Acrylamides - chemical synthesis Acrylamides - pharmacology Biological and medical sciences Combinatorial Chemistry Techniques Drug Design Drug Evaluation, Preclinical Enzyme Inhibitors - chemical synthesis Enzyme Inhibitors - pharmacology General and cellular metabolism. Vitamins Glycogen Phosphorylase - antagonists & inhibitors Human liver glycogen phosphorylase Humans Liver - enzymology Medical sciences Pharmacology. Drug treatments Resins, Synthetic - chemistry Solid-phase synthesis Structure-Activity Relationship |
| title | Synthesis and structure–activity relationships of 3-phenyl-2-propenamides as inhibitors of glycogen phosphorylase a |
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