Synthesis and pharmacological characterisation of a conformationally restrained series of indole-2-carboxylates as in vivo potent glycine antagonists
After the identification of GV150526, the indole-2-carboxylate template was further explored in order to identify novel potential anti-stroke agents. In particular, the SAR of the side chain present at the C-3 position of the indole nucleus was widely studied. In this paper, the synthesis and the ph...
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| Veröffentlicht in: | Farmaco (Società chimica italiana : 1989) 2001-10, Vol.56 (10), p.791-798 |
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| container_title | Farmaco (Società chimica italiana : 1989) |
| container_volume | 56 |
| creator | Di Fabio, Romano Araldi, Gianluca Baraldi, Davide Cugola, Alfredo Donati, Daniele Gastaldi, Paola Giacobbe, Simone A Micheli, Fabrizio Pentassuglia, Giorgio |
| description | After the identification of GV150526, the indole-2-carboxylate template was further explored in order to identify novel potential anti-stroke agents. In particular, the SAR of the side chain present at the C-3 position of the indole nucleus was widely studied. In this paper, the synthesis and the pharmacological profile of a further class of conformationally restricted analogues of GV150526 as in vitro and in vivo potent glycine antagonists is reported. In particular, a pyrazolidinone derivative was identified as a potent neuroprotective agent in animal models of cerebral ischaemia. |
| doi_str_mv | 10.1016/S0014-827X(01)01141-7 |
| format | Article |
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In particular, the SAR of the side chain present at the C-3 position of the indole nucleus was widely studied. In this paper, the synthesis and the pharmacological profile of a further class of conformationally restricted analogues of GV150526 as in vitro and in vivo potent glycine antagonists is reported. In particular, a pyrazolidinone derivative was identified as a potent neuroprotective agent in animal models of cerebral ischaemia.</description><identifier>ISSN: 0014-827X</identifier><identifier>EISSN: 1879-0569</identifier><identifier>DOI: 10.1016/S0014-827X(01)01141-7</identifier><identifier>PMID: 11718273</identifier><language>eng</language><publisher>Lausanne: Elsevier SAS</publisher><subject>Animals ; Binding Sites - drug effects ; Biological and medical sciences ; Glycine - antagonists & inhibitors ; Glycine antagonists ; Indole-2-carboxylates ; Indoles - chemical synthesis ; Indoles - pharmacology ; Male ; Medical sciences ; Mice ; Neuropharmacology ; Neuroprotection ; Neuroprotective agent ; Neuroprotective Agents - chemical synthesis ; Neuroprotective Agents - therapeutic use ; Pharmacology. Drug treatments ; Rats ; Rats, Sprague-Dawley ; Seizures - prevention & control ; Stroke ; Stroke - prevention & control ; Structure-Activity Relationship</subject><ispartof>Farmaco (Società chimica italiana : 1989), 2001-10, Vol.56 (10), p.791-798</ispartof><rights>2001 Elsevier Science S.A.</rights><rights>2002 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c391t-f9b6d35ee0b38516de647be8a66f6068ab8fad20cf002930a4fa00eb96081a63</citedby><cites>FETCH-LOGICAL-c391t-f9b6d35ee0b38516de647be8a66f6068ab8fad20cf002930a4fa00eb96081a63</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=14109330$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/11718273$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Di Fabio, Romano</creatorcontrib><creatorcontrib>Araldi, Gianluca</creatorcontrib><creatorcontrib>Baraldi, Davide</creatorcontrib><creatorcontrib>Cugola, Alfredo</creatorcontrib><creatorcontrib>Donati, Daniele</creatorcontrib><creatorcontrib>Gastaldi, Paola</creatorcontrib><creatorcontrib>Giacobbe, Simone A</creatorcontrib><creatorcontrib>Micheli, Fabrizio</creatorcontrib><creatorcontrib>Pentassuglia, Giorgio</creatorcontrib><title>Synthesis and pharmacological characterisation of a conformationally restrained series of indole-2-carboxylates as in vivo potent glycine antagonists</title><title>Farmaco (Società chimica italiana : 1989)</title><addtitle>Farmaco</addtitle><description>After the identification of GV150526, the indole-2-carboxylate template was further explored in order to identify novel potential anti-stroke agents. In particular, the SAR of the side chain present at the C-3 position of the indole nucleus was widely studied. In this paper, the synthesis and the pharmacological profile of a further class of conformationally restricted analogues of GV150526 as in vitro and in vivo potent glycine antagonists is reported. In particular, a pyrazolidinone derivative was identified as a potent neuroprotective agent in animal models of cerebral ischaemia.</description><subject>Animals</subject><subject>Binding Sites - drug effects</subject><subject>Biological and medical sciences</subject><subject>Glycine - antagonists & inhibitors</subject><subject>Glycine antagonists</subject><subject>Indole-2-carboxylates</subject><subject>Indoles - chemical synthesis</subject><subject>Indoles - pharmacology</subject><subject>Male</subject><subject>Medical sciences</subject><subject>Mice</subject><subject>Neuropharmacology</subject><subject>Neuroprotection</subject><subject>Neuroprotective agent</subject><subject>Neuroprotective Agents - chemical synthesis</subject><subject>Neuroprotective Agents - therapeutic use</subject><subject>Pharmacology. Drug treatments</subject><subject>Rats</subject><subject>Rats, Sprague-Dawley</subject><subject>Seizures - prevention & control</subject><subject>Stroke</subject><subject>Stroke - prevention & control</subject><subject>Structure-Activity Relationship</subject><issn>0014-827X</issn><issn>1879-0569</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2001</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkc9uEzEQxi0EomnhEUC-gMphYZzd2LunClX8kypxaA_crFnvODVy7GA7EfsgvC9OE9EjJ2tmfp_H_j7GXgl4L0DID7cAomv6pfpxCeIdCNGJRj1hC9GroYGVHJ6yxT_kjJ3n_LOWSkn1nJ0JoUTttwv253YO5Z6yyxzDxLf3mDZooo9rZ9BzU2s0hZLLWFwMPFqO3MRgY-UOHfR-5olySegCTTxXlvKBc2GKnpplYzCN8ffssdQB5jrge7ePfBsLhcLXfjZVWvcXXMfgcskv2DOLPtPL03nB7j5_urv-2tx8__Lt-uNNY9pBlMYOo5zaFRGMbb8SciLZqZF6lNJKkD2OvcVpCcYCLIcWsLMIQOMgoRco2wv29njtNsVfu_oHvXHZkPcYKO6yVsuqGvq2gqsjaFLMOZHV2-Q2mGYtQB_i0A9x6IPXGoR-iEOrqnt9WrAbNzQ9qk7-V-DNCcBc_bYJg3H5kesEDG0Llbs6clTd2DtKOhtHwdDkEpmip-j-85S_z5WrvQ</recordid><startdate>20011001</startdate><enddate>20011001</enddate><creator>Di Fabio, Romano</creator><creator>Araldi, Gianluca</creator><creator>Baraldi, Davide</creator><creator>Cugola, Alfredo</creator><creator>Donati, Daniele</creator><creator>Gastaldi, Paola</creator><creator>Giacobbe, Simone A</creator><creator>Micheli, Fabrizio</creator><creator>Pentassuglia, Giorgio</creator><general>Elsevier SAS</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>20011001</creationdate><title>Synthesis and pharmacological characterisation of a conformationally restrained series of indole-2-carboxylates as in vivo potent glycine antagonists</title><author>Di Fabio, Romano ; Araldi, Gianluca ; Baraldi, Davide ; Cugola, Alfredo ; Donati, Daniele ; Gastaldi, Paola ; Giacobbe, Simone A ; Micheli, Fabrizio ; Pentassuglia, Giorgio</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c391t-f9b6d35ee0b38516de647be8a66f6068ab8fad20cf002930a4fa00eb96081a63</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2001</creationdate><topic>Animals</topic><topic>Binding Sites - drug effects</topic><topic>Biological and medical sciences</topic><topic>Glycine - antagonists & inhibitors</topic><topic>Glycine antagonists</topic><topic>Indole-2-carboxylates</topic><topic>Indoles - chemical synthesis</topic><topic>Indoles - pharmacology</topic><topic>Male</topic><topic>Medical sciences</topic><topic>Mice</topic><topic>Neuropharmacology</topic><topic>Neuroprotection</topic><topic>Neuroprotective agent</topic><topic>Neuroprotective Agents - chemical synthesis</topic><topic>Neuroprotective Agents - therapeutic use</topic><topic>Pharmacology. Drug treatments</topic><topic>Rats</topic><topic>Rats, Sprague-Dawley</topic><topic>Seizures - prevention & control</topic><topic>Stroke</topic><topic>Stroke - prevention & control</topic><topic>Structure-Activity Relationship</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Di Fabio, Romano</creatorcontrib><creatorcontrib>Araldi, Gianluca</creatorcontrib><creatorcontrib>Baraldi, Davide</creatorcontrib><creatorcontrib>Cugola, Alfredo</creatorcontrib><creatorcontrib>Donati, Daniele</creatorcontrib><creatorcontrib>Gastaldi, Paola</creatorcontrib><creatorcontrib>Giacobbe, Simone A</creatorcontrib><creatorcontrib>Micheli, Fabrizio</creatorcontrib><creatorcontrib>Pentassuglia, Giorgio</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>Farmaco (Società chimica italiana : 1989)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Di Fabio, Romano</au><au>Araldi, Gianluca</au><au>Baraldi, Davide</au><au>Cugola, Alfredo</au><au>Donati, Daniele</au><au>Gastaldi, Paola</au><au>Giacobbe, Simone A</au><au>Micheli, Fabrizio</au><au>Pentassuglia, Giorgio</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis and pharmacological characterisation of a conformationally restrained series of indole-2-carboxylates as in vivo potent glycine antagonists</atitle><jtitle>Farmaco (Società chimica italiana : 1989)</jtitle><addtitle>Farmaco</addtitle><date>2001-10-01</date><risdate>2001</risdate><volume>56</volume><issue>10</issue><spage>791</spage><epage>798</epage><pages>791-798</pages><issn>0014-827X</issn><eissn>1879-0569</eissn><abstract>After the identification of GV150526, the indole-2-carboxylate template was further explored in order to identify novel potential anti-stroke agents. In particular, the SAR of the side chain present at the C-3 position of the indole nucleus was widely studied. In this paper, the synthesis and the pharmacological profile of a further class of conformationally restricted analogues of GV150526 as in vitro and in vivo potent glycine antagonists is reported. In particular, a pyrazolidinone derivative was identified as a potent neuroprotective agent in animal models of cerebral ischaemia.</abstract><cop>Lausanne</cop><pub>Elsevier SAS</pub><pmid>11718273</pmid><doi>10.1016/S0014-827X(01)01141-7</doi><tpages>8</tpages></addata></record> |
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| ispartof | Farmaco (Società chimica italiana : 1989), 2001-10, Vol.56 (10), p.791-798 |
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| subjects | Animals Binding Sites - drug effects Biological and medical sciences Glycine - antagonists & inhibitors Glycine antagonists Indole-2-carboxylates Indoles - chemical synthesis Indoles - pharmacology Male Medical sciences Mice Neuropharmacology Neuroprotection Neuroprotective agent Neuroprotective Agents - chemical synthesis Neuroprotective Agents - therapeutic use Pharmacology. Drug treatments Rats Rats, Sprague-Dawley Seizures - prevention & control Stroke Stroke - prevention & control Structure-Activity Relationship |
| title | Synthesis and pharmacological characterisation of a conformationally restrained series of indole-2-carboxylates as in vivo potent glycine antagonists |
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