Design and Synthesis of a Highly Selective EP2-Receptor Agonist
EP2-receptor selective agonist 3 was identified by the structural hybridization of butaprost 1a and PGE 2 2a. Based on this information, a chemically more stabilized 4 was discovered as another highly selective EP2-receptor agonist, iv administration of which to anesthetized rats suppressed uterine...
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Veröffentlicht in: | Bioorganic & medicinal chemistry letters 2001-08, Vol.11 (15), p.2025-2028 |
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creator | Tani, Kousuke Naganawa, Atsushi Ishida, Akiharu Egashira, Hiromu Sagawa, Kenji Harada, Hiroyuki Ogawa, Mikio Maruyama, Takayuki Ohuchida, Shuichi Nakai, Hisao Kondo, Kigen Toda, Masaaki |
description | EP2-receptor selective agonist
3 was identified by the structural hybridization of butaprost
1a and PGE
2
2a. Based on this information, a chemically more stabilized
4 was discovered as another highly selective EP2-receptor agonist, iv administration of which to anesthetized rats suppressed uterine motility, while PGE
2
2a stimulated uterine motility.
A highly selective EP2-receptor agonist
4, which is able to be used for in vivo studies, was identified. |
doi_str_mv | 10.1016/S0960-894X(01)00359-6 |
format | Article |
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3 was identified by the structural hybridization of butaprost
1a and PGE
2
2a. Based on this information, a chemically more stabilized
4 was discovered as another highly selective EP2-receptor agonist, iv administration of which to anesthetized rats suppressed uterine motility, while PGE
2
2a stimulated uterine motility.
A highly selective EP2-receptor agonist
4, which is able to be used for in vivo studies, was identified.</description><identifier>ISSN: 0960-894X</identifier><identifier>EISSN: 1464-3405</identifier><identifier>DOI: 10.1016/S0960-894X(01)00359-6</identifier><identifier>PMID: 11454472</identifier><language>eng</language><publisher>Oxford: Elsevier Ltd</publisher><subject>Alprostadil - analogs & derivatives ; Alprostadil - chemical synthesis ; Animals ; Binding Sites - physiology ; Biological and medical sciences ; CHO Cells - metabolism ; Cricetinae ; Cyclic AMP - agonists ; Cyclobutanes - chemical synthesis ; Cyclobutanes - pharmacology ; Cyclopentanes - chemical synthesis ; Cyclopentanes - pharmacology ; Dinoprostone - metabolism ; Dinoprostone - pharmacology ; Drug Design ; Female ; Genital system. Reproduction ; Humans ; Ligands ; Medical sciences ; Mice ; Pharmacology. Drug treatments ; Rats ; Receptors, Prostaglandin E - agonists ; Receptors, Prostaglandin E, EP2 Subtype ; Sensitivity and Specificity ; Uterine Contraction - drug effects</subject><ispartof>Bioorganic & medicinal chemistry letters, 2001-08, Vol.11 (15), p.2025-2028</ispartof><rights>2001 Elsevier Science Ltd</rights><rights>2001 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c456t-faa418902fea323e44753bb2b0fadc03a519fd0d6a327e25b55a3f125cf040003</citedby><cites>FETCH-LOGICAL-c456t-faa418902fea323e44753bb2b0fadc03a519fd0d6a327e25b55a3f125cf040003</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/S0960-894X(01)00359-6$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,777,781,3537,27905,27906,45976</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=1075146$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/11454472$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Tani, Kousuke</creatorcontrib><creatorcontrib>Naganawa, Atsushi</creatorcontrib><creatorcontrib>Ishida, Akiharu</creatorcontrib><creatorcontrib>Egashira, Hiromu</creatorcontrib><creatorcontrib>Sagawa, Kenji</creatorcontrib><creatorcontrib>Harada, Hiroyuki</creatorcontrib><creatorcontrib>Ogawa, Mikio</creatorcontrib><creatorcontrib>Maruyama, Takayuki</creatorcontrib><creatorcontrib>Ohuchida, Shuichi</creatorcontrib><creatorcontrib>Nakai, Hisao</creatorcontrib><creatorcontrib>Kondo, Kigen</creatorcontrib><creatorcontrib>Toda, Masaaki</creatorcontrib><title>Design and Synthesis of a Highly Selective EP2-Receptor Agonist</title><title>Bioorganic & medicinal chemistry letters</title><addtitle>Bioorg Med Chem Lett</addtitle><description>EP2-receptor selective agonist
3 was identified by the structural hybridization of butaprost
1a and PGE
2
2a. Based on this information, a chemically more stabilized
4 was discovered as another highly selective EP2-receptor agonist, iv administration of which to anesthetized rats suppressed uterine motility, while PGE
2
2a stimulated uterine motility.
A highly selective EP2-receptor agonist
4, which is able to be used for in vivo studies, was identified.</description><subject>Alprostadil - analogs & derivatives</subject><subject>Alprostadil - chemical synthesis</subject><subject>Animals</subject><subject>Binding Sites - physiology</subject><subject>Biological and medical sciences</subject><subject>CHO Cells - metabolism</subject><subject>Cricetinae</subject><subject>Cyclic AMP - agonists</subject><subject>Cyclobutanes - chemical synthesis</subject><subject>Cyclobutanes - pharmacology</subject><subject>Cyclopentanes - chemical synthesis</subject><subject>Cyclopentanes - pharmacology</subject><subject>Dinoprostone - metabolism</subject><subject>Dinoprostone - pharmacology</subject><subject>Drug Design</subject><subject>Female</subject><subject>Genital system. Reproduction</subject><subject>Humans</subject><subject>Ligands</subject><subject>Medical sciences</subject><subject>Mice</subject><subject>Pharmacology. Drug treatments</subject><subject>Rats</subject><subject>Receptors, Prostaglandin E - agonists</subject><subject>Receptors, Prostaglandin E, EP2 Subtype</subject><subject>Sensitivity and Specificity</subject><subject>Uterine Contraction - drug effects</subject><issn>0960-894X</issn><issn>1464-3405</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2001</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkM9PwjAUgBujEUT_BM0Oxuhh-rq1g50IQRQTEo1o4q3puleoGRu2g4T_3gKLevP08vK-9-sj5JzCLQWa3E0hTSDspezjGugNQMzTMDkgbcoSFsYM-CFp_yAtcuLcJwBlwNgxaVHKOGPdqE369-jMrAxkmQfTTVnPfeqCSgcyGJvZvNgEUyxQ1WaNweglCl9R4bKubDCYVaVx9Sk50rJweNbEDnl_GL0Nx-Hk-fFpOJiEivGkDrWUjPZSiDTKOIrRL-dxlkUZaJkriCWnqc4hT3y1ixHPOJexphFXGhj47zrkaj93aauvFbpaLIxTWBSyxGrlRNdLSWOaeJDvQWUr5yxqsbRmIe1GUBBbc2JnTmy1CKBiZ05s-y6aBatsgflvV6PKA5cNIJ2ShbayVMb9md7l3r3H-nsMvY21QSucMlgqzI31HkVemX8u-QadPYkC</recordid><startdate>20010806</startdate><enddate>20010806</enddate><creator>Tani, Kousuke</creator><creator>Naganawa, Atsushi</creator><creator>Ishida, Akiharu</creator><creator>Egashira, Hiromu</creator><creator>Sagawa, Kenji</creator><creator>Harada, Hiroyuki</creator><creator>Ogawa, Mikio</creator><creator>Maruyama, Takayuki</creator><creator>Ohuchida, Shuichi</creator><creator>Nakai, Hisao</creator><creator>Kondo, Kigen</creator><creator>Toda, Masaaki</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>20010806</creationdate><title>Design and Synthesis of a Highly Selective EP2-Receptor Agonist</title><author>Tani, Kousuke ; Naganawa, Atsushi ; Ishida, Akiharu ; Egashira, Hiromu ; Sagawa, Kenji ; Harada, Hiroyuki ; Ogawa, Mikio ; Maruyama, Takayuki ; Ohuchida, Shuichi ; Nakai, Hisao ; Kondo, Kigen ; Toda, Masaaki</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c456t-faa418902fea323e44753bb2b0fadc03a519fd0d6a327e25b55a3f125cf040003</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2001</creationdate><topic>Alprostadil - analogs & derivatives</topic><topic>Alprostadil - chemical synthesis</topic><topic>Animals</topic><topic>Binding Sites - physiology</topic><topic>Biological and medical sciences</topic><topic>CHO Cells - metabolism</topic><topic>Cricetinae</topic><topic>Cyclic AMP - agonists</topic><topic>Cyclobutanes - chemical synthesis</topic><topic>Cyclobutanes - pharmacology</topic><topic>Cyclopentanes - chemical synthesis</topic><topic>Cyclopentanes - pharmacology</topic><topic>Dinoprostone - metabolism</topic><topic>Dinoprostone - pharmacology</topic><topic>Drug Design</topic><topic>Female</topic><topic>Genital system. Reproduction</topic><topic>Humans</topic><topic>Ligands</topic><topic>Medical sciences</topic><topic>Mice</topic><topic>Pharmacology. Drug treatments</topic><topic>Rats</topic><topic>Receptors, Prostaglandin E - agonists</topic><topic>Receptors, Prostaglandin E, EP2 Subtype</topic><topic>Sensitivity and Specificity</topic><topic>Uterine Contraction - drug effects</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Tani, Kousuke</creatorcontrib><creatorcontrib>Naganawa, Atsushi</creatorcontrib><creatorcontrib>Ishida, Akiharu</creatorcontrib><creatorcontrib>Egashira, Hiromu</creatorcontrib><creatorcontrib>Sagawa, Kenji</creatorcontrib><creatorcontrib>Harada, Hiroyuki</creatorcontrib><creatorcontrib>Ogawa, Mikio</creatorcontrib><creatorcontrib>Maruyama, Takayuki</creatorcontrib><creatorcontrib>Ohuchida, Shuichi</creatorcontrib><creatorcontrib>Nakai, Hisao</creatorcontrib><creatorcontrib>Kondo, Kigen</creatorcontrib><creatorcontrib>Toda, Masaaki</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>Tani, Kousuke</au><au>Naganawa, Atsushi</au><au>Ishida, Akiharu</au><au>Egashira, Hiromu</au><au>Sagawa, Kenji</au><au>Harada, Hiroyuki</au><au>Ogawa, Mikio</au><au>Maruyama, Takayuki</au><au>Ohuchida, Shuichi</au><au>Nakai, Hisao</au><au>Kondo, Kigen</au><au>Toda, Masaaki</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Design and Synthesis of a Highly Selective EP2-Receptor Agonist</atitle><jtitle>Bioorganic & medicinal chemistry letters</jtitle><addtitle>Bioorg Med Chem Lett</addtitle><date>2001-08-06</date><risdate>2001</risdate><volume>11</volume><issue>15</issue><spage>2025</spage><epage>2028</epage><pages>2025-2028</pages><issn>0960-894X</issn><eissn>1464-3405</eissn><abstract>EP2-receptor selective agonist
3 was identified by the structural hybridization of butaprost
1a and PGE
2
2a. Based on this information, a chemically more stabilized
4 was discovered as another highly selective EP2-receptor agonist, iv administration of which to anesthetized rats suppressed uterine motility, while PGE
2
2a stimulated uterine motility.
A highly selective EP2-receptor agonist
4, which is able to be used for in vivo studies, was identified.</abstract><cop>Oxford</cop><pub>Elsevier Ltd</pub><pmid>11454472</pmid><doi>10.1016/S0960-894X(01)00359-6</doi><tpages>4</tpages></addata></record> |
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language | eng |
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source | MEDLINE; Elsevier ScienceDirect Journals |
subjects | Alprostadil - analogs & derivatives Alprostadil - chemical synthesis Animals Binding Sites - physiology Biological and medical sciences CHO Cells - metabolism Cricetinae Cyclic AMP - agonists Cyclobutanes - chemical synthesis Cyclobutanes - pharmacology Cyclopentanes - chemical synthesis Cyclopentanes - pharmacology Dinoprostone - metabolism Dinoprostone - pharmacology Drug Design Female Genital system. Reproduction Humans Ligands Medical sciences Mice Pharmacology. Drug treatments Rats Receptors, Prostaglandin E - agonists Receptors, Prostaglandin E, EP2 Subtype Sensitivity and Specificity Uterine Contraction - drug effects |
title | Design and Synthesis of a Highly Selective EP2-Receptor Agonist |
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