Novel thienopyrrole glycogen phosphorylase inhibitors: Synthesis, in vitro SAR and crystallographic studies
Novel thienopyrrole inhibitors of recombinant human liver glycogen phosphorylase are described, in particular: SAR, hepatocyte activity and binding at the dimer interface site of the rabbit muscle enzyme (X-ray crystallography). Two series of novel thienopyrrole inhibitors of recombinant human liver...
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| Veröffentlicht in: | Bioorganic & medicinal chemistry letters 2006-11, Vol.16 (21), p.5567-5571 |
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| creator | Whittamore, Paul R.O. Addie, Matthew S. Bennett, Stuart N.L. Birch, Alan M. Butters, Michael Godfrey, Linda Kenny, Peter W. Morley, Andrew D. Murray, Paul M. Oikonomakos, Nikos G. Otterbein, Ludovic R. Pannifer, Andrew D. Parker, Jeremy S. Readman, Kristy Siedlecki, Pawel S. Schofield, Paul Stocker, Andy Taylor, Melvyn J. Townsend, Linda A. Whalley, David P. Whitehouse, Jennifer |
| description | Novel thienopyrrole inhibitors of recombinant human liver glycogen phosphorylase are described, in particular: SAR, hepatocyte activity and binding at the dimer interface site of the rabbit muscle enzyme (X-ray crystallography).
Two series of novel thienopyrrole inhibitors of recombinant human liver glycogen phosphorylase a (GPa) which are effective in reducing glucose output from rat hepatocytes are described. Representative compounds have been shown to bind at the dimer interface site of the rabbit muscle enzyme by X-ray crystallography. |
| doi_str_mv | 10.1016/j.bmcl.2006.08.047 |
| format | Article |
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Two series of novel thienopyrrole inhibitors of recombinant human liver glycogen phosphorylase a (GPa) which are effective in reducing glucose output from rat hepatocytes are described. Representative compounds have been shown to bind at the dimer interface site of the rabbit muscle enzyme by X-ray crystallography.</description><identifier>ISSN: 0960-894X</identifier><identifier>EISSN: 1464-3405</identifier><identifier>DOI: 10.1016/j.bmcl.2006.08.047</identifier><identifier>PMID: 16945526</identifier><language>eng</language><publisher>Oxford: Elsevier Ltd</publisher><subject>Animals ; Biological and medical sciences ; Crystallography, X-Ray ; Diabetes ; General and cellular metabolism. Vitamins ; Glycogen phosphorylase ; Glycogen Phosphorylase - antagonists & inhibitors ; Humans ; Medical sciences ; Pharmacology. Drug treatments ; Pyrroles - chemical synthesis ; Pyrroles - chemistry ; Pyrroles - pharmacology ; Rabbits ; Rats ; Structure-Activity Relationship ; Thienopyrrole</subject><ispartof>Bioorganic & medicinal chemistry letters, 2006-11, Vol.16 (21), p.5567-5571</ispartof><rights>2006 Elsevier Ltd</rights><rights>2007 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c415t-c3be1b34c079c54940a4c077bde8e98229d34665d73f72511369693a34a548b63</citedby><cites>FETCH-LOGICAL-c415t-c3be1b34c079c54940a4c077bde8e98229d34665d73f72511369693a34a548b63</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0960894X06009255$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65534</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=18137933$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/16945526$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Whittamore, Paul R.O.</creatorcontrib><creatorcontrib>Addie, Matthew S.</creatorcontrib><creatorcontrib>Bennett, Stuart N.L.</creatorcontrib><creatorcontrib>Birch, Alan M.</creatorcontrib><creatorcontrib>Butters, Michael</creatorcontrib><creatorcontrib>Godfrey, Linda</creatorcontrib><creatorcontrib>Kenny, Peter W.</creatorcontrib><creatorcontrib>Morley, Andrew D.</creatorcontrib><creatorcontrib>Murray, Paul M.</creatorcontrib><creatorcontrib>Oikonomakos, Nikos G.</creatorcontrib><creatorcontrib>Otterbein, Ludovic R.</creatorcontrib><creatorcontrib>Pannifer, Andrew D.</creatorcontrib><creatorcontrib>Parker, Jeremy S.</creatorcontrib><creatorcontrib>Readman, Kristy</creatorcontrib><creatorcontrib>Siedlecki, Pawel S.</creatorcontrib><creatorcontrib>Schofield, Paul</creatorcontrib><creatorcontrib>Stocker, Andy</creatorcontrib><creatorcontrib>Taylor, Melvyn J.</creatorcontrib><creatorcontrib>Townsend, Linda A.</creatorcontrib><creatorcontrib>Whalley, David P.</creatorcontrib><creatorcontrib>Whitehouse, Jennifer</creatorcontrib><title>Novel thienopyrrole glycogen phosphorylase inhibitors: Synthesis, in vitro SAR and crystallographic studies</title><title>Bioorganic & medicinal chemistry letters</title><addtitle>Bioorg Med Chem Lett</addtitle><description>Novel thienopyrrole inhibitors of recombinant human liver glycogen phosphorylase are described, in particular: SAR, hepatocyte activity and binding at the dimer interface site of the rabbit muscle enzyme (X-ray crystallography).
Two series of novel thienopyrrole inhibitors of recombinant human liver glycogen phosphorylase a (GPa) which are effective in reducing glucose output from rat hepatocytes are described. Representative compounds have been shown to bind at the dimer interface site of the rabbit muscle enzyme by X-ray crystallography.</description><subject>Animals</subject><subject>Biological and medical sciences</subject><subject>Crystallography, X-Ray</subject><subject>Diabetes</subject><subject>General and cellular metabolism. Vitamins</subject><subject>Glycogen phosphorylase</subject><subject>Glycogen Phosphorylase - antagonists & inhibitors</subject><subject>Humans</subject><subject>Medical sciences</subject><subject>Pharmacology. Drug treatments</subject><subject>Pyrroles - chemical synthesis</subject><subject>Pyrroles - chemistry</subject><subject>Pyrroles - pharmacology</subject><subject>Rabbits</subject><subject>Rats</subject><subject>Structure-Activity Relationship</subject><subject>Thienopyrrole</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>eNqFkVGL1DAQgIMo3t7pH_BB8qJPdk2aNE3El-PwVDgUPAXfQprObrNmm16mu9B_b8su3Js-DDMM3wzDfIS84mzNGVfvd-tm7-O6ZEytmV4zWT8hKy6VLIRk1VOyYkaxQhv5-4JcIu4Y45JJ-ZxccGVkVZVqRf58S0eIdOwC9GmYck4R6DZOPm2hp0OXcI48RYdAQ9-FJowp4wd6P_VjBxjw3dymxzDmRO-vf1DXt9TnCUcXY9pmN3TBUxwPbQB8QZ5tXER4ec5X5Nftp583X4q775-_3lzfFV7yaiy8aIA3QnpWG19JI5lb6rppQYPRZWlaIZWq2lps6rLiXCijjHBCukrqRokr8va0d8jp4QA42n1ADzG6HtIBrdK6VlyL_4LcSMVErWewPIE-J8QMGzvksHd5spzZxYXd2cWFXVxYpu3sYh56fd5-aPbQPo6cnz8Db86AQ-_iJrveB3zkNBe1EcuZH08czE87BsgW_azLQxsy-NG2Kfzrjr8q9Ki3</recordid><startdate>20061101</startdate><enddate>20061101</enddate><creator>Whittamore, Paul R.O.</creator><creator>Addie, Matthew S.</creator><creator>Bennett, Stuart N.L.</creator><creator>Birch, Alan M.</creator><creator>Butters, Michael</creator><creator>Godfrey, Linda</creator><creator>Kenny, Peter W.</creator><creator>Morley, Andrew D.</creator><creator>Murray, Paul M.</creator><creator>Oikonomakos, Nikos G.</creator><creator>Otterbein, Ludovic R.</creator><creator>Pannifer, Andrew D.</creator><creator>Parker, Jeremy S.</creator><creator>Readman, Kristy</creator><creator>Siedlecki, Pawel S.</creator><creator>Schofield, Paul</creator><creator>Stocker, Andy</creator><creator>Taylor, Melvyn J.</creator><creator>Townsend, Linda A.</creator><creator>Whalley, David P.</creator><creator>Whitehouse, Jennifer</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>7QO</scope><scope>8FD</scope><scope>FR3</scope><scope>P64</scope><scope>7X8</scope></search><sort><creationdate>20061101</creationdate><title>Novel thienopyrrole glycogen phosphorylase inhibitors: Synthesis, in vitro SAR and crystallographic studies</title><author>Whittamore, Paul R.O. ; Addie, Matthew S. ; Bennett, Stuart N.L. ; Birch, Alan M. ; Butters, Michael ; Godfrey, Linda ; Kenny, Peter W. ; Morley, Andrew D. ; Murray, Paul M. ; Oikonomakos, Nikos G. ; Otterbein, Ludovic R. ; Pannifer, Andrew D. ; Parker, Jeremy S. ; Readman, Kristy ; Siedlecki, Pawel S. ; Schofield, Paul ; Stocker, Andy ; Taylor, Melvyn J. ; Townsend, Linda A. ; Whalley, David P. ; Whitehouse, Jennifer</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c415t-c3be1b34c079c54940a4c077bde8e98229d34665d73f72511369693a34a548b63</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2006</creationdate><topic>Animals</topic><topic>Biological and medical sciences</topic><topic>Crystallography, X-Ray</topic><topic>Diabetes</topic><topic>General and cellular metabolism. 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Two series of novel thienopyrrole inhibitors of recombinant human liver glycogen phosphorylase a (GPa) which are effective in reducing glucose output from rat hepatocytes are described. Representative compounds have been shown to bind at the dimer interface site of the rabbit muscle enzyme by X-ray crystallography.</abstract><cop>Oxford</cop><pub>Elsevier Ltd</pub><pmid>16945526</pmid><doi>10.1016/j.bmcl.2006.08.047</doi><tpages>5</tpages></addata></record> |
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| identifier | ISSN: 0960-894X |
| ispartof | Bioorganic & medicinal chemistry letters, 2006-11, Vol.16 (21), p.5567-5571 |
| issn | 0960-894X 1464-3405 |
| language | eng |
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| source | MEDLINE; Elsevier ScienceDirect Journals Complete |
| subjects | Animals Biological and medical sciences Crystallography, X-Ray Diabetes General and cellular metabolism. Vitamins Glycogen phosphorylase Glycogen Phosphorylase - antagonists & inhibitors Humans Medical sciences Pharmacology. Drug treatments Pyrroles - chemical synthesis Pyrroles - chemistry Pyrroles - pharmacology Rabbits Rats Structure-Activity Relationship Thienopyrrole |
| title | Novel thienopyrrole glycogen phosphorylase inhibitors: Synthesis, in vitro SAR and crystallographic studies |
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