Pantolactams as androgen receptor antagonists for the topical suppression of sebum production
A series of pantolactam based compounds were identified as potent antagonists for the androgen receptor (AR). Those that possessed properties suitable for topical delivery were evaluated in the validated Hamster Ear Model. Several compounds were found to be efficacious in reducing wax esters, a majo...
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| Veröffentlicht in: | Bioorganic & medicinal chemistry letters 2011-09, Vol.21 (18), p.5230-5233 |
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| container_title | Bioorganic & medicinal chemistry letters |
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| creator | Sexton, Karen E. Barrett, Stephen Bridgwood, Katy Carroll, Matthew Dettling, Danielle Du, Daniel Fakhoury, Stephen Fedij, Victor Hu, Lain-Yen Kostlan, Catherine Pocalyko, David Raheja, Neil Smith, Yvonne Shanmugasundaram, Veerabahu Wade, Kimberly |
| description | A series of pantolactam based compounds were identified as potent antagonists for the androgen receptor (AR). Those that possessed properties suitable for topical delivery were evaluated in the validated Hamster Ear Model. Several compounds were found to be efficacious in reducing wax esters, a major component of sebum, initiating further preclinical work on these compounds. |
| doi_str_mv | 10.1016/j.bmcl.2011.07.048 |
| format | Article |
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Those that possessed properties suitable for topical delivery were evaluated in the validated Hamster Ear Model. Several compounds were found to be efficacious in reducing wax esters, a major component of sebum, initiating further preclinical work on these compounds.</description><identifier>ISSN: 0960-894X</identifier><identifier>EISSN: 1464-3405</identifier><identifier>DOI: 10.1016/j.bmcl.2011.07.048</identifier><identifier>PMID: 21831636</identifier><language>eng</language><publisher>Amsterdam: Elsevier Ltd</publisher><subject>Administration, Topical ; Androgen receptor ; Androgen Receptor Antagonists - chemical synthesis ; Androgen Receptor Antagonists - chemistry ; Androgen Receptor Antagonists - pharmacology ; androgen receptors ; Animals ; Antagonist ; antagonists ; Biological and medical sciences ; chemistry ; Cricetinae ; Crystallography, X-Ray ; Dose-Response Relationship, Drug ; Esters - chemistry ; Esters - metabolism ; hamsters ; Lactams - chemical synthesis ; Lactams - chemistry ; Lactams - pharmacology ; Medical sciences ; Models, Animal ; Models, Molecular ; Molecular Structure ; Pharmacology. Drug treatments ; Receptors, Androgen - metabolism ; Sebum ; Sebum - drug effects ; Sebum - metabolism ; Skin, nail, hair, dermoskeleton ; Stereoisomerism ; Structure-Activity Relationship ; Topical ; wax esters ; Waxes - chemistry ; Waxes - metabolism</subject><ispartof>Bioorganic & medicinal chemistry letters, 2011-09, Vol.21 (18), p.5230-5233</ispartof><rights>2011 Elsevier Ltd</rights><rights>2015 INIST-CNRS</rights><rights>Copyright © 2011 Elsevier Ltd. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c441t-b1c681617aec84a2ea4f8c959174c65ecd7056a1e84b392903740f8bec43e9e93</citedby><cites>FETCH-LOGICAL-c441t-b1c681617aec84a2ea4f8c959174c65ecd7056a1e84b392903740f8bec43e9e93</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.bmcl.2011.07.048$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3550,27924,27925,45995</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=24505813$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/21831636$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Sexton, Karen E.</creatorcontrib><creatorcontrib>Barrett, Stephen</creatorcontrib><creatorcontrib>Bridgwood, Katy</creatorcontrib><creatorcontrib>Carroll, Matthew</creatorcontrib><creatorcontrib>Dettling, Danielle</creatorcontrib><creatorcontrib>Du, Daniel</creatorcontrib><creatorcontrib>Fakhoury, Stephen</creatorcontrib><creatorcontrib>Fedij, Victor</creatorcontrib><creatorcontrib>Hu, Lain-Yen</creatorcontrib><creatorcontrib>Kostlan, Catherine</creatorcontrib><creatorcontrib>Pocalyko, David</creatorcontrib><creatorcontrib>Raheja, Neil</creatorcontrib><creatorcontrib>Smith, Yvonne</creatorcontrib><creatorcontrib>Shanmugasundaram, Veerabahu</creatorcontrib><creatorcontrib>Wade, Kimberly</creatorcontrib><title>Pantolactams as androgen receptor antagonists for the topical suppression of sebum production</title><title>Bioorganic & medicinal chemistry letters</title><addtitle>Bioorg Med Chem Lett</addtitle><description>A series of pantolactam based compounds were identified as potent antagonists for the androgen receptor (AR). Those that possessed properties suitable for topical delivery were evaluated in the validated Hamster Ear Model. Several compounds were found to be efficacious in reducing wax esters, a major component of sebum, initiating further preclinical work on these compounds.</description><subject>Administration, Topical</subject><subject>Androgen receptor</subject><subject>Androgen Receptor Antagonists - chemical synthesis</subject><subject>Androgen Receptor Antagonists - chemistry</subject><subject>Androgen Receptor Antagonists - pharmacology</subject><subject>androgen receptors</subject><subject>Animals</subject><subject>Antagonist</subject><subject>antagonists</subject><subject>Biological and medical sciences</subject><subject>chemistry</subject><subject>Cricetinae</subject><subject>Crystallography, X-Ray</subject><subject>Dose-Response Relationship, Drug</subject><subject>Esters - chemistry</subject><subject>Esters - metabolism</subject><subject>hamsters</subject><subject>Lactams - chemical synthesis</subject><subject>Lactams - chemistry</subject><subject>Lactams - pharmacology</subject><subject>Medical sciences</subject><subject>Models, Animal</subject><subject>Models, Molecular</subject><subject>Molecular Structure</subject><subject>Pharmacology. Drug treatments</subject><subject>Receptors, Androgen - metabolism</subject><subject>Sebum</subject><subject>Sebum - drug effects</subject><subject>Sebum - metabolism</subject><subject>Skin, nail, hair, dermoskeleton</subject><subject>Stereoisomerism</subject><subject>Structure-Activity Relationship</subject><subject>Topical</subject><subject>wax esters</subject><subject>Waxes - chemistry</subject><subject>Waxes - metabolism</subject><issn>0960-894X</issn><issn>1464-3405</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2011</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkUur1TAQgIMo3uPVP-BCuxFXrZlm0qbg5nLxBRcU9IIbCWk6PebQNjVJBf-9OZ6j7hQCQ4ZvHnzD2GPgFXBoXhyqfrZTVXOAircVR3WH7QAbLAVyeZfteNfwUnX4-YI9iPHAOSBHvM8ualACGtHs2JcPZkl-MjaZORYmv2UIfk9LEcjSmnzImWT2fnExxWLM__SViuRXZ81UxG1dA8Xo_FL4sYjUb3OxBj9sNuXcQ3ZvNFOkR-d4yW5fv_p0_ba8ef_m3fXVTWkRIZU92EZBA60hq9DUZHBUtpMdtGgbSXZouWwMkMJedHXHRYt8VD1ZFNRRJy7Z81PfPPrbRjHp2UVL02QW8lvUHW9BAYD4L6kUKsRWtpmsT6QNPsZAo16Dm034oYHro3990Ef_-uhf81Zn_7noybn91s80_Cn5LTwDz86AiVngGMxiXfzLoeRS_drz6YkbjddmHzJz-zFPkvmIQtYCM_HyRFAW-91R0NE6WiwNLp8u6cG7f236E2uiraA</recordid><startdate>20110915</startdate><enddate>20110915</enddate><creator>Sexton, Karen E.</creator><creator>Barrett, Stephen</creator><creator>Bridgwood, Katy</creator><creator>Carroll, Matthew</creator><creator>Dettling, Danielle</creator><creator>Du, Daniel</creator><creator>Fakhoury, Stephen</creator><creator>Fedij, Victor</creator><creator>Hu, Lain-Yen</creator><creator>Kostlan, Catherine</creator><creator>Pocalyko, David</creator><creator>Raheja, Neil</creator><creator>Smith, Yvonne</creator><creator>Shanmugasundaram, Veerabahu</creator><creator>Wade, Kimberly</creator><general>Elsevier Ltd</general><general>Elsevier</general><scope>FBQ</scope><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><scope>7QO</scope><scope>8FD</scope><scope>FR3</scope><scope>P64</scope></search><sort><creationdate>20110915</creationdate><title>Pantolactams as androgen receptor antagonists for the topical suppression of sebum production</title><author>Sexton, Karen E. ; Barrett, Stephen ; Bridgwood, Katy ; Carroll, Matthew ; Dettling, Danielle ; Du, Daniel ; Fakhoury, Stephen ; Fedij, Victor ; Hu, Lain-Yen ; Kostlan, Catherine ; Pocalyko, David ; Raheja, Neil ; Smith, Yvonne ; Shanmugasundaram, Veerabahu ; Wade, Kimberly</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c441t-b1c681617aec84a2ea4f8c959174c65ecd7056a1e84b392903740f8bec43e9e93</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2011</creationdate><topic>Administration, Topical</topic><topic>Androgen receptor</topic><topic>Androgen Receptor Antagonists - chemical synthesis</topic><topic>Androgen Receptor Antagonists - chemistry</topic><topic>Androgen Receptor Antagonists - pharmacology</topic><topic>androgen receptors</topic><topic>Animals</topic><topic>Antagonist</topic><topic>antagonists</topic><topic>Biological and medical sciences</topic><topic>chemistry</topic><topic>Cricetinae</topic><topic>Crystallography, X-Ray</topic><topic>Dose-Response Relationship, Drug</topic><topic>Esters - chemistry</topic><topic>Esters - metabolism</topic><topic>hamsters</topic><topic>Lactams - chemical synthesis</topic><topic>Lactams - chemistry</topic><topic>Lactams - pharmacology</topic><topic>Medical sciences</topic><topic>Models, Animal</topic><topic>Models, Molecular</topic><topic>Molecular Structure</topic><topic>Pharmacology. Drug treatments</topic><topic>Receptors, Androgen - metabolism</topic><topic>Sebum</topic><topic>Sebum - drug effects</topic><topic>Sebum - metabolism</topic><topic>Skin, nail, hair, dermoskeleton</topic><topic>Stereoisomerism</topic><topic>Structure-Activity Relationship</topic><topic>Topical</topic><topic>wax esters</topic><topic>Waxes - chemistry</topic><topic>Waxes - metabolism</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Sexton, Karen E.</creatorcontrib><creatorcontrib>Barrett, Stephen</creatorcontrib><creatorcontrib>Bridgwood, Katy</creatorcontrib><creatorcontrib>Carroll, Matthew</creatorcontrib><creatorcontrib>Dettling, Danielle</creatorcontrib><creatorcontrib>Du, Daniel</creatorcontrib><creatorcontrib>Fakhoury, Stephen</creatorcontrib><creatorcontrib>Fedij, Victor</creatorcontrib><creatorcontrib>Hu, Lain-Yen</creatorcontrib><creatorcontrib>Kostlan, Catherine</creatorcontrib><creatorcontrib>Pocalyko, David</creatorcontrib><creatorcontrib>Raheja, Neil</creatorcontrib><creatorcontrib>Smith, Yvonne</creatorcontrib><creatorcontrib>Shanmugasundaram, Veerabahu</creatorcontrib><creatorcontrib>Wade, Kimberly</creatorcontrib><collection>AGRIS</collection><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><collection>Biotechnology Research Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Bioorganic & medicinal chemistry letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Sexton, Karen E.</au><au>Barrett, Stephen</au><au>Bridgwood, Katy</au><au>Carroll, Matthew</au><au>Dettling, Danielle</au><au>Du, Daniel</au><au>Fakhoury, Stephen</au><au>Fedij, Victor</au><au>Hu, Lain-Yen</au><au>Kostlan, Catherine</au><au>Pocalyko, David</au><au>Raheja, Neil</au><au>Smith, Yvonne</au><au>Shanmugasundaram, Veerabahu</au><au>Wade, Kimberly</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Pantolactams as androgen receptor antagonists for the topical suppression of sebum production</atitle><jtitle>Bioorganic & medicinal chemistry letters</jtitle><addtitle>Bioorg Med Chem Lett</addtitle><date>2011-09-15</date><risdate>2011</risdate><volume>21</volume><issue>18</issue><spage>5230</spage><epage>5233</epage><pages>5230-5233</pages><issn>0960-894X</issn><eissn>1464-3405</eissn><abstract>A series of pantolactam based compounds were identified as potent antagonists for the androgen receptor (AR). Those that possessed properties suitable for topical delivery were evaluated in the validated Hamster Ear Model. Several compounds were found to be efficacious in reducing wax esters, a major component of sebum, initiating further preclinical work on these compounds.</abstract><cop>Amsterdam</cop><pub>Elsevier Ltd</pub><pmid>21831636</pmid><doi>10.1016/j.bmcl.2011.07.048</doi><tpages>4</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0960-894X |
| ispartof | Bioorganic & medicinal chemistry letters, 2011-09, Vol.21 (18), p.5230-5233 |
| issn | 0960-894X 1464-3405 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_907181113 |
| source | MEDLINE; Access via ScienceDirect (Elsevier) |
| subjects | Administration, Topical Androgen receptor Androgen Receptor Antagonists - chemical synthesis Androgen Receptor Antagonists - chemistry Androgen Receptor Antagonists - pharmacology androgen receptors Animals Antagonist antagonists Biological and medical sciences chemistry Cricetinae Crystallography, X-Ray Dose-Response Relationship, Drug Esters - chemistry Esters - metabolism hamsters Lactams - chemical synthesis Lactams - chemistry Lactams - pharmacology Medical sciences Models, Animal Models, Molecular Molecular Structure Pharmacology. Drug treatments Receptors, Androgen - metabolism Sebum Sebum - drug effects Sebum - metabolism Skin, nail, hair, dermoskeleton Stereoisomerism Structure-Activity Relationship Topical wax esters Waxes - chemistry Waxes - metabolism |
| title | Pantolactams as androgen receptor antagonists for the topical suppression of sebum production |
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