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Hydroxyl-Substituted sulfonylureas as potent inhibitors of specific [ 3H]Glyburide binding to rat brain synaptosomes
We are seeking to discover potent CNS-active sulfonylureas with structural features that allow for the formation of several types of prodrugs. We report herein the syntheses of compounds comprising an initial series of hydroxyl-substituted analogues of the potent ATP-sensitive potassium channel bloc...
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| Published in: | Bioorganic & medicinal chemistry 2003-05, Vol.11 (9), p.2099-2113 |
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| Main Authors: | , , , , , , , |
| Format: | Article |
| Language: | English |
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| cited_by | cdi_FETCH-LOGICAL-c391t-9597d40283a5b293aba03af4066b76fd83704341230ab190bc05a3b9536c89c3 |
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| cites | cdi_FETCH-LOGICAL-c391t-9597d40283a5b293aba03af4066b76fd83704341230ab190bc05a3b9536c89c3 |
| container_end_page | 2113 |
| container_issue | 9 |
| container_start_page | 2099 |
| container_title | Bioorganic & medicinal chemistry |
| container_volume | 11 |
| creator | Hill, Ronald A. Rudra, Sonali Peng, Bo Roane, David S. Bounds, Jeffrey K. Zhang, Yang Adloo, Ahmad Lu, Tiansheng |
| description | We are seeking to discover potent CNS-active sulfonylureas with structural features that allow for the formation of several types of prodrugs. We report herein the syntheses of compounds comprising an initial series of hydroxyl-substituted analogues of the potent ATP-sensitive potassium channel blockers glyburide (glibenclamide) and gliquidone. Somewhat unexpectedly, several of the compounds were found to be comparably potent to glyburide as inhibitors of specific [
3H]glyburide binding in rat brain preparations.
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| doi_str_mv | 10.1016/S0968-0896(02)00606-5 |
| format | article |
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3H]glyburide binding in rat brain preparations.
Graphic</description><identifier>ISSN: 0968-0896</identifier><identifier>EISSN: 1464-3391</identifier><identifier>DOI: 10.1016/S0968-0896(02)00606-5</identifier><identifier>PMID: 12670661</identifier><language>eng</language><publisher>Oxford: Elsevier Ltd</publisher><subject>Animals ; Biological and medical sciences ; Brain - drug effects ; Brain - metabolism ; Dose-Response Relationship, Drug ; General and cellular metabolism. Vitamins ; Glyburide - antagonists & inhibitors ; Glyburide - metabolism ; Hydroxides - chemistry ; Hydroxides - pharmacology ; Medical sciences ; Pharmacology. Drug treatments ; Protein Binding - drug effects ; Protein Binding - physiology ; Rats ; Sulfonylurea Compounds - chemistry ; Sulfonylurea Compounds - pharmacology ; Synaptosomes - drug effects ; Synaptosomes - metabolism ; Tritium - metabolism</subject><ispartof>Bioorganic & medicinal chemistry, 2003-05, Vol.11 (9), p.2099-2113</ispartof><rights>2003 Elsevier Science Ltd</rights><rights>2003 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c391t-9597d40283a5b293aba03af4066b76fd83704341230ab190bc05a3b9536c89c3</citedby><cites>FETCH-LOGICAL-c391t-9597d40283a5b293aba03af4066b76fd83704341230ab190bc05a3b9536c89c3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=14643494$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/12670661$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Hill, Ronald A.</creatorcontrib><creatorcontrib>Rudra, Sonali</creatorcontrib><creatorcontrib>Peng, Bo</creatorcontrib><creatorcontrib>Roane, David S.</creatorcontrib><creatorcontrib>Bounds, Jeffrey K.</creatorcontrib><creatorcontrib>Zhang, Yang</creatorcontrib><creatorcontrib>Adloo, Ahmad</creatorcontrib><creatorcontrib>Lu, Tiansheng</creatorcontrib><title>Hydroxyl-Substituted sulfonylureas as potent inhibitors of specific [ 3H]Glyburide binding to rat brain synaptosomes</title><title>Bioorganic & medicinal chemistry</title><addtitle>Bioorg Med Chem</addtitle><description>We are seeking to discover potent CNS-active sulfonylureas with structural features that allow for the formation of several types of prodrugs. We report herein the syntheses of compounds comprising an initial series of hydroxyl-substituted analogues of the potent ATP-sensitive potassium channel blockers glyburide (glibenclamide) and gliquidone. Somewhat unexpectedly, several of the compounds were found to be comparably potent to glyburide as inhibitors of specific [
3H]glyburide binding in rat brain preparations.
Graphic</description><subject>Animals</subject><subject>Biological and medical sciences</subject><subject>Brain - drug effects</subject><subject>Brain - metabolism</subject><subject>Dose-Response Relationship, Drug</subject><subject>General and cellular metabolism. Vitamins</subject><subject>Glyburide - antagonists & inhibitors</subject><subject>Glyburide - metabolism</subject><subject>Hydroxides - chemistry</subject><subject>Hydroxides - pharmacology</subject><subject>Medical sciences</subject><subject>Pharmacology. Drug treatments</subject><subject>Protein Binding - drug effects</subject><subject>Protein Binding - physiology</subject><subject>Rats</subject><subject>Sulfonylurea Compounds - chemistry</subject><subject>Sulfonylurea Compounds - pharmacology</subject><subject>Synaptosomes - drug effects</subject><subject>Synaptosomes - metabolism</subject><subject>Tritium - metabolism</subject><issn>0968-0896</issn><issn>1464-3391</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2003</creationdate><recordtype>article</recordtype><recordid>eNqFkcFu1DAQhi0EotvCI4B8AcEh7Th2nPiEUEW7SJV6aG8IWbbjgFHWDh4HkbdvtruiR6SR5vLNzK9vCHnD4JwBkxd3oGRXQafkB6g_AkiQVfOMbJiQouJcsedk8w85IaeIvwCgFoq9JCesli1IyTakbJc-p7_LWN3NFksoc_E9xXkcUlzGOXuDdK0pFR8LDfFnsKGkjDQNFCfvwhAc_Ub59vv1uNg5h95TG2If4g9aEs2mUJtNiBSXaKaSMO08viIvBjOif33sZ-T-6sv95ba6ub3-evn5pnJr_lKpRrW9gLrjprG14sYa4GYQa3LbyqHveAuCC1ZzMJYpsA4aw61quHSdcvyMvD-snXL6PXssehfQ-XE00acZdctZoxQTK9gcQJcTYvaDnnLYmbxoBnpvWz_a1nuVGmr9aFs369zb44HZ7nz_NHXUuwLvjoBBZ8Yhm-gCPnHrr7hQ-wCfDpxfbfwJPmt0wUfn-5C9K7pP4T9RHgCYtZ13</recordid><startdate>20030501</startdate><enddate>20030501</enddate><creator>Hill, Ronald A.</creator><creator>Rudra, Sonali</creator><creator>Peng, Bo</creator><creator>Roane, David S.</creator><creator>Bounds, Jeffrey K.</creator><creator>Zhang, Yang</creator><creator>Adloo, Ahmad</creator><creator>Lu, Tiansheng</creator><general>Elsevier Ltd</general><general>Elsevier Science</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>20030501</creationdate><title>Hydroxyl-Substituted sulfonylureas as potent inhibitors of specific [ 3H]Glyburide binding to rat brain synaptosomes</title><author>Hill, Ronald A. ; Rudra, Sonali ; Peng, Bo ; Roane, David S. ; Bounds, Jeffrey K. ; Zhang, Yang ; Adloo, Ahmad ; Lu, Tiansheng</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c391t-9597d40283a5b293aba03af4066b76fd83704341230ab190bc05a3b9536c89c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2003</creationdate><topic>Animals</topic><topic>Biological and medical sciences</topic><topic>Brain - drug effects</topic><topic>Brain - metabolism</topic><topic>Dose-Response Relationship, Drug</topic><topic>General and cellular metabolism. Vitamins</topic><topic>Glyburide - antagonists & inhibitors</topic><topic>Glyburide - metabolism</topic><topic>Hydroxides - chemistry</topic><topic>Hydroxides - pharmacology</topic><topic>Medical sciences</topic><topic>Pharmacology. Drug treatments</topic><topic>Protein Binding - drug effects</topic><topic>Protein Binding - physiology</topic><topic>Rats</topic><topic>Sulfonylurea Compounds - chemistry</topic><topic>Sulfonylurea Compounds - pharmacology</topic><topic>Synaptosomes - drug effects</topic><topic>Synaptosomes - metabolism</topic><topic>Tritium - metabolism</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Hill, Ronald A.</creatorcontrib><creatorcontrib>Rudra, Sonali</creatorcontrib><creatorcontrib>Peng, Bo</creatorcontrib><creatorcontrib>Roane, David S.</creatorcontrib><creatorcontrib>Bounds, Jeffrey K.</creatorcontrib><creatorcontrib>Zhang, Yang</creatorcontrib><creatorcontrib>Adloo, Ahmad</creatorcontrib><creatorcontrib>Lu, Tiansheng</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</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Hill, Ronald A.</au><au>Rudra, Sonali</au><au>Peng, Bo</au><au>Roane, David S.</au><au>Bounds, Jeffrey K.</au><au>Zhang, Yang</au><au>Adloo, Ahmad</au><au>Lu, Tiansheng</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Hydroxyl-Substituted sulfonylureas as potent inhibitors of specific [ 3H]Glyburide binding to rat brain synaptosomes</atitle><jtitle>Bioorganic & medicinal chemistry</jtitle><addtitle>Bioorg Med Chem</addtitle><date>2003-05-01</date><risdate>2003</risdate><volume>11</volume><issue>9</issue><spage>2099</spage><epage>2113</epage><pages>2099-2113</pages><issn>0968-0896</issn><eissn>1464-3391</eissn><abstract>We are seeking to discover potent CNS-active sulfonylureas with structural features that allow for the formation of several types of prodrugs. We report herein the syntheses of compounds comprising an initial series of hydroxyl-substituted analogues of the potent ATP-sensitive potassium channel blockers glyburide (glibenclamide) and gliquidone. Somewhat unexpectedly, several of the compounds were found to be comparably potent to glyburide as inhibitors of specific [
3H]glyburide binding in rat brain preparations.
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| identifier | ISSN: 0968-0896 |
| ispartof | Bioorganic & medicinal chemistry, 2003-05, Vol.11 (9), p.2099-2113 |
| issn | 0968-0896 1464-3391 |
| language | eng |
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| source | ScienceDirect Freedom Collection |
| subjects | Animals Biological and medical sciences Brain - drug effects Brain - metabolism Dose-Response Relationship, Drug General and cellular metabolism. Vitamins Glyburide - antagonists & inhibitors Glyburide - metabolism Hydroxides - chemistry Hydroxides - pharmacology Medical sciences Pharmacology. Drug treatments Protein Binding - drug effects Protein Binding - physiology Rats Sulfonylurea Compounds - chemistry Sulfonylurea Compounds - pharmacology Synaptosomes - drug effects Synaptosomes - metabolism Tritium - metabolism |
| title | Hydroxyl-Substituted sulfonylureas as potent inhibitors of specific [ 3H]Glyburide binding to rat brain synaptosomes |
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