Isothiazolidinone inhibitors of PTP1B containing imidazoles and imidazolines
The structure-based design and synthesis of isothiazolidinone (IZD) inhibitors of PTP1B containing imidazoles and imidazolines and their modification to interact with the B site of PTP1B are described here. The X-ray crystal structures of 3I and 4I complexed with PTP1B were solved and revealed the i...
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| Veröffentlicht in: | Bioorganic & medicinal chemistry letters 2008, Vol.18 (1), p.66-71 |
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| container_title | Bioorganic & medicinal chemistry letters |
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| creator | Douty, Brent Wayland, Brian Ala, Paul J. Bower, Michael J. Pruitt, James Bostrom, Lori Wei, Min Klabe, Ronald Gonneville, Lucie Wynn, Richard Burn, Timothy C. Liu, Phillip C.C. Combs, Andrew P. Yue, Eddy W. |
| description | The structure-based design and synthesis of isothiazolidinone (IZD) inhibitors of PTP1B containing imidazoles and imidazolines and their modification to interact with the B site of PTP1B are described here. The X-ray crystal structures of
3I and
4I complexed with PTP1B were solved and revealed the inhibitors are interacting extensively with the B site of the enzyme. |
| doi_str_mv | 10.1016/j.bmcl.2007.11.012 |
| format | Article |
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3I and
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3I and
4I complexed with PTP1B were solved and revealed the inhibitors are interacting extensively with the B site of the enzyme.</description><subject>Biological and medical sciences</subject><subject>Crystallography, X-Ray</subject><subject>Drug Design</subject><subject>Enzyme Inhibitors - chemical synthesis</subject><subject>Enzyme Inhibitors - chemistry</subject><subject>Enzyme Inhibitors - pharmacology</subject><subject>General and cellular metabolism. Vitamins</subject><subject>Imidazoles - chemical synthesis</subject><subject>Imidazoles - chemistry</subject><subject>Imidazoles - pharmacology</subject><subject>Imidazolines - chemical synthesis</subject><subject>Imidazolines - chemistry</subject><subject>Imidazolines - pharmacology</subject><subject>Isothiazolidinone</subject><subject>Medical sciences</subject><subject>Models, Molecular</subject><subject>Pharmacology. Drug treatments</subject><subject>Phosphotyrosine</subject><subject>Protein tyrosine phosphatase</subject><subject>Protein Tyrosine Phosphatase, Non-Receptor Type 1 - antagonists & inhibitors</subject><subject>PTP1B</subject><subject>Structure-Activity Relationship</subject><subject>Thiazoles - chemical synthesis</subject><subject>Thiazoles - chemistry</subject><subject>Thiazoles - pharmacology</subject><issn>0960-894X</issn><issn>1464-3405</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2008</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kMFq3DAQhkVpaLZJX6CH4kt7szOyZK8NvbShbQILzSGB3oQ0Gjez2FIqeQPN09fLLuktp2Hg-_8ZPiHeS6gkyPZiW7kJx6oGWFdSViDrV2IldatLpaF5LVbQt1B2vf51Kt7mvAWQGrR-I05lB2pd97ASm-sc53u2T3FkzyEGKjjcs-M5plzEobi5vZFfC4xhthw4_C54Yr_HKRc2-OeVA-VzcTLYMdO74zwTd9-_3V5elZufP64vv2xK1A3MpSPsUXdknVed7NHX6H3dOqRWDQht7dQATpFTXas7JK01-KZuG-uhUWTVmfh06H1I8c-O8mwmzkjjaAPFXTZrkF23nFrA-gBiijknGsxD4smmv0aC2Ts0W7N3aPYOjZRmcbiEPhzbd24i_z9ylLYAH4-AzWjHIdmAnJ-5pUutVS8X7vOBo8XFI1MyGZkCkudEOBsf-aU__gF8qJDe</recordid><startdate>2008</startdate><enddate>2008</enddate><creator>Douty, Brent</creator><creator>Wayland, Brian</creator><creator>Ala, Paul J.</creator><creator>Bower, Michael J.</creator><creator>Pruitt, James</creator><creator>Bostrom, Lori</creator><creator>Wei, Min</creator><creator>Klabe, Ronald</creator><creator>Gonneville, Lucie</creator><creator>Wynn, Richard</creator><creator>Burn, Timothy C.</creator><creator>Liu, Phillip C.C.</creator><creator>Combs, Andrew P.</creator><creator>Yue, Eddy W.</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>2008</creationdate><title>Isothiazolidinone inhibitors of PTP1B containing imidazoles and imidazolines</title><author>Douty, Brent ; Wayland, Brian ; Ala, Paul J. ; Bower, Michael J. ; Pruitt, James ; Bostrom, Lori ; Wei, Min ; Klabe, Ronald ; Gonneville, Lucie ; Wynn, Richard ; Burn, Timothy C. ; Liu, Phillip C.C. ; Combs, Andrew P. ; Yue, Eddy W.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c450t-bec9c48eabd3819cd2cdd26bce63fc062b3f0b3eb38648ce4440d5265ad053ea3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2008</creationdate><topic>Biological and medical sciences</topic><topic>Crystallography, X-Ray</topic><topic>Drug Design</topic><topic>Enzyme Inhibitors - chemical synthesis</topic><topic>Enzyme Inhibitors - chemistry</topic><topic>Enzyme Inhibitors - pharmacology</topic><topic>General and cellular metabolism. Vitamins</topic><topic>Imidazoles - chemical synthesis</topic><topic>Imidazoles - chemistry</topic><topic>Imidazoles - pharmacology</topic><topic>Imidazolines - chemical synthesis</topic><topic>Imidazolines - chemistry</topic><topic>Imidazolines - pharmacology</topic><topic>Isothiazolidinone</topic><topic>Medical sciences</topic><topic>Models, Molecular</topic><topic>Pharmacology. Drug treatments</topic><topic>Phosphotyrosine</topic><topic>Protein tyrosine phosphatase</topic><topic>Protein Tyrosine Phosphatase, Non-Receptor Type 1 - antagonists & inhibitors</topic><topic>PTP1B</topic><topic>Structure-Activity Relationship</topic><topic>Thiazoles - chemical synthesis</topic><topic>Thiazoles - chemistry</topic><topic>Thiazoles - pharmacology</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Douty, Brent</creatorcontrib><creatorcontrib>Wayland, Brian</creatorcontrib><creatorcontrib>Ala, Paul J.</creatorcontrib><creatorcontrib>Bower, Michael J.</creatorcontrib><creatorcontrib>Pruitt, James</creatorcontrib><creatorcontrib>Bostrom, Lori</creatorcontrib><creatorcontrib>Wei, Min</creatorcontrib><creatorcontrib>Klabe, Ronald</creatorcontrib><creatorcontrib>Gonneville, Lucie</creatorcontrib><creatorcontrib>Wynn, Richard</creatorcontrib><creatorcontrib>Burn, Timothy C.</creatorcontrib><creatorcontrib>Liu, Phillip C.C.</creatorcontrib><creatorcontrib>Combs, Andrew P.</creatorcontrib><creatorcontrib>Yue, Eddy W.</creatorcontrib><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Bioorganic & medicinal chemistry letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Douty, Brent</au><au>Wayland, Brian</au><au>Ala, Paul J.</au><au>Bower, Michael J.</au><au>Pruitt, James</au><au>Bostrom, Lori</au><au>Wei, Min</au><au>Klabe, Ronald</au><au>Gonneville, Lucie</au><au>Wynn, Richard</au><au>Burn, Timothy C.</au><au>Liu, Phillip C.C.</au><au>Combs, Andrew P.</au><au>Yue, Eddy W.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Isothiazolidinone inhibitors of PTP1B containing imidazoles and imidazolines</atitle><jtitle>Bioorganic & medicinal chemistry letters</jtitle><addtitle>Bioorg Med Chem Lett</addtitle><date>2008</date><risdate>2008</risdate><volume>18</volume><issue>1</issue><spage>66</spage><epage>71</epage><pages>66-71</pages><issn>0960-894X</issn><eissn>1464-3405</eissn><abstract>The structure-based design and synthesis of isothiazolidinone (IZD) inhibitors of PTP1B containing imidazoles and imidazolines and their modification to interact with the B site of PTP1B are described here. The X-ray crystal structures of
3I and
4I complexed with PTP1B were solved and revealed the inhibitors are interacting extensively with the B site of the enzyme.</abstract><cop>Oxford</cop><pub>Elsevier Ltd</pub><pmid>18037290</pmid><doi>10.1016/j.bmcl.2007.11.012</doi><tpages>6</tpages></addata></record> |
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| subjects | Biological and medical sciences Crystallography, X-Ray Drug Design Enzyme Inhibitors - chemical synthesis Enzyme Inhibitors - chemistry Enzyme Inhibitors - pharmacology General and cellular metabolism. Vitamins Imidazoles - chemical synthesis Imidazoles - chemistry Imidazoles - pharmacology Imidazolines - chemical synthesis Imidazolines - chemistry Imidazolines - pharmacology Isothiazolidinone Medical sciences Models, Molecular Pharmacology. Drug treatments Phosphotyrosine Protein tyrosine phosphatase Protein Tyrosine Phosphatase, Non-Receptor Type 1 - antagonists & inhibitors PTP1B Structure-Activity Relationship Thiazoles - chemical synthesis Thiazoles - chemistry Thiazoles - pharmacology |
| title | Isothiazolidinone inhibitors of PTP1B containing imidazoles and imidazolines |
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