GluK1 antagonists from 6-(carboxy)phenyl decahydroisoquinoline derivatives. SAR and evaluation of a prodrug strategy for oral efficacy in pain models
Abstract The synthesis and structure–activity relationship of decahydroisoquinoline derivatives with various benzoic acid substitutions as GluK1 antagonists are described. Potent and selective antagonists were selected for a tailored prodrug approach in order to facilitate the evaluation of the new...
Ausführliche Beschreibung
Gespeichert in:
| Autor*in: |
Martinez-Perez, Jose A. [verfasserIn] |
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| Format: |
E-Artikel |
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| Sprache: |
Englisch |
| Erschienen: |
2013 |
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| Schlagwörter: |
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| Umfang: |
4 |
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| Übergeordnetes Werk: |
Enthalten in: Feeding European sea bass ( - Torrecillas, S. ELSEVIER, 2018, a Tetrahedron publication for rapid dissemination of preliminary communications on all aspects of bioorganic chemistry, medicinal chemistry, bioinorganic chemistry and related disciplines, Amsterdam [u.a.] |
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| Übergeordnetes Werk: |
volume:23 ; year:2013 ; number:23 ; day:1 ; month:12 ; pages:6459-6462 ; extent:4 |
| Links: |
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| DOI / URN: |
10.1016/j.bmcl.2013.09.046 |
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ELV011755350 |
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| 520 | |a Abstract The synthesis and structure–activity relationship of decahydroisoquinoline derivatives with various benzoic acid substitutions as GluK1 antagonists are described. Potent and selective antagonists were selected for a tailored prodrug approach in order to facilitate the evaluation of the new compounds in pain models after oral administration. Several diester prodrugs allowed for acceptable amino acid exposure and moderate efficacy in vivo. | ||
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| 700 | 1 | |a Arnold, Brian M. |4 oth | |
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| 700 | 1 | |a Dominguez, Esteban |4 oth | |
| 700 | 1 | |a Escribano, Ana M. |4 oth | |
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| 700 | 1 | |a Ho, Ken H. |4 oth | |
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10.1016/j.bmcl.2013.09.046 doi GBVA2013016000014.pica (DE-627)ELV011755350 (ELSEVIER)S0960-894X(13)01120-7 DE-627 ger DE-627 rakwb eng 540 610 540 DE-600 610 DE-600 630 VZ 22 ssgn 46.00 bkl Martinez-Perez, Jose A. verfasserin aut GluK1 antagonists from 6-(carboxy)phenyl decahydroisoquinoline derivatives. SAR and evaluation of a prodrug strategy for oral efficacy in pain models 2013 4 nicht spezifiziert zzz rdacontent nicht spezifiziert z rdamedia nicht spezifiziert zu rdacarrier Abstract The synthesis and structure–activity relationship of decahydroisoquinoline derivatives with various benzoic acid substitutions as GluK1 antagonists are described. Potent and selective antagonists were selected for a tailored prodrug approach in order to facilitate the evaluation of the new compounds in pain models after oral administration. Several diester prodrugs allowed for acceptable amino acid exposure and moderate efficacy in vivo. Pain Elsevier Decahydroisoquinolines Elsevier GluA2 Elsevier Prodrug Elsevier GluK1 antagonists Elsevier Iyengar, Smriti oth Shannon, Harlan E. oth Bleakman, David oth Alt, Andrew oth Arnold, Brian M. oth Bell, Michael G. oth Bleisch, Thomas J. oth Castaño, Ana M. oth Del Prado, Miriam oth Dominguez, Esteban oth Escribano, Ana M. oth Filla, Sandra A. oth Ho, Ken H. oth Hudziak, Kevin J. oth Jones, Carrie K. oth Mateo, Ana oth Mathes, Brian M. oth Mattiuz, Edward L. oth Ogden, Ann Marie L. oth Simmons, Rosa Maria A. oth Stack, Douglas R. oth Stratford, Robert E. oth Winter, Mark A. oth Wu, Zhipei oth Ornstein, Paul L. oth Enthalten in Elsevier Science Torrecillas, S. ELSEVIER Feeding European sea bass ( 2018 a Tetrahedron publication for rapid dissemination of preliminary communications on all aspects of bioorganic chemistry, medicinal chemistry, bioinorganic chemistry and related disciplines Amsterdam [u.a.] (DE-627)ELV000272361 volume:23 year:2013 number:23 day:1 month:12 pages:6459-6462 extent:4 https://doi.org/10.1016/j.bmcl.2013.09.046 Volltext GBV_USEFLAG_U GBV_ELV SYSFLAG_U 46.00 Tiermedizin: Allgemeines VZ AR 23 2013 23 1 1201 6459-6462 4 045F 540 |
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10.1016/j.bmcl.2013.09.046 doi GBVA2013016000014.pica (DE-627)ELV011755350 (ELSEVIER)S0960-894X(13)01120-7 DE-627 ger DE-627 rakwb eng 540 610 540 DE-600 610 DE-600 630 VZ 22 ssgn 46.00 bkl Martinez-Perez, Jose A. verfasserin aut GluK1 antagonists from 6-(carboxy)phenyl decahydroisoquinoline derivatives. SAR and evaluation of a prodrug strategy for oral efficacy in pain models 2013 4 nicht spezifiziert zzz rdacontent nicht spezifiziert z rdamedia nicht spezifiziert zu rdacarrier Abstract The synthesis and structure–activity relationship of decahydroisoquinoline derivatives with various benzoic acid substitutions as GluK1 antagonists are described. Potent and selective antagonists were selected for a tailored prodrug approach in order to facilitate the evaluation of the new compounds in pain models after oral administration. Several diester prodrugs allowed for acceptable amino acid exposure and moderate efficacy in vivo. Pain Elsevier Decahydroisoquinolines Elsevier GluA2 Elsevier Prodrug Elsevier GluK1 antagonists Elsevier Iyengar, Smriti oth Shannon, Harlan E. oth Bleakman, David oth Alt, Andrew oth Arnold, Brian M. oth Bell, Michael G. oth Bleisch, Thomas J. oth Castaño, Ana M. oth Del Prado, Miriam oth Dominguez, Esteban oth Escribano, Ana M. oth Filla, Sandra A. oth Ho, Ken H. oth Hudziak, Kevin J. oth Jones, Carrie K. oth Mateo, Ana oth Mathes, Brian M. oth Mattiuz, Edward L. oth Ogden, Ann Marie L. oth Simmons, Rosa Maria A. oth Stack, Douglas R. oth Stratford, Robert E. oth Winter, Mark A. oth Wu, Zhipei oth Ornstein, Paul L. oth Enthalten in Elsevier Science Torrecillas, S. ELSEVIER Feeding European sea bass ( 2018 a Tetrahedron publication for rapid dissemination of preliminary communications on all aspects of bioorganic chemistry, medicinal chemistry, bioinorganic chemistry and related disciplines Amsterdam [u.a.] (DE-627)ELV000272361 volume:23 year:2013 number:23 day:1 month:12 pages:6459-6462 extent:4 https://doi.org/10.1016/j.bmcl.2013.09.046 Volltext GBV_USEFLAG_U GBV_ELV SYSFLAG_U 46.00 Tiermedizin: Allgemeines VZ AR 23 2013 23 1 1201 6459-6462 4 045F 540 |
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10.1016/j.bmcl.2013.09.046 doi GBVA2013016000014.pica (DE-627)ELV011755350 (ELSEVIER)S0960-894X(13)01120-7 DE-627 ger DE-627 rakwb eng 540 610 540 DE-600 610 DE-600 630 VZ 22 ssgn 46.00 bkl Martinez-Perez, Jose A. verfasserin aut GluK1 antagonists from 6-(carboxy)phenyl decahydroisoquinoline derivatives. SAR and evaluation of a prodrug strategy for oral efficacy in pain models 2013 4 nicht spezifiziert zzz rdacontent nicht spezifiziert z rdamedia nicht spezifiziert zu rdacarrier Abstract The synthesis and structure–activity relationship of decahydroisoquinoline derivatives with various benzoic acid substitutions as GluK1 antagonists are described. Potent and selective antagonists were selected for a tailored prodrug approach in order to facilitate the evaluation of the new compounds in pain models after oral administration. Several diester prodrugs allowed for acceptable amino acid exposure and moderate efficacy in vivo. Pain Elsevier Decahydroisoquinolines Elsevier GluA2 Elsevier Prodrug Elsevier GluK1 antagonists Elsevier Iyengar, Smriti oth Shannon, Harlan E. oth Bleakman, David oth Alt, Andrew oth Arnold, Brian M. oth Bell, Michael G. oth Bleisch, Thomas J. oth Castaño, Ana M. oth Del Prado, Miriam oth Dominguez, Esteban oth Escribano, Ana M. oth Filla, Sandra A. oth Ho, Ken H. oth Hudziak, Kevin J. oth Jones, Carrie K. oth Mateo, Ana oth Mathes, Brian M. oth Mattiuz, Edward L. oth Ogden, Ann Marie L. oth Simmons, Rosa Maria A. oth Stack, Douglas R. oth Stratford, Robert E. oth Winter, Mark A. oth Wu, Zhipei oth Ornstein, Paul L. oth Enthalten in Elsevier Science Torrecillas, S. ELSEVIER Feeding European sea bass ( 2018 a Tetrahedron publication for rapid dissemination of preliminary communications on all aspects of bioorganic chemistry, medicinal chemistry, bioinorganic chemistry and related disciplines Amsterdam [u.a.] (DE-627)ELV000272361 volume:23 year:2013 number:23 day:1 month:12 pages:6459-6462 extent:4 https://doi.org/10.1016/j.bmcl.2013.09.046 Volltext GBV_USEFLAG_U GBV_ELV SYSFLAG_U 46.00 Tiermedizin: Allgemeines VZ AR 23 2013 23 1 1201 6459-6462 4 045F 540 |
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10.1016/j.bmcl.2013.09.046 doi GBVA2013016000014.pica (DE-627)ELV011755350 (ELSEVIER)S0960-894X(13)01120-7 DE-627 ger DE-627 rakwb eng 540 610 540 DE-600 610 DE-600 630 VZ 22 ssgn 46.00 bkl Martinez-Perez, Jose A. verfasserin aut GluK1 antagonists from 6-(carboxy)phenyl decahydroisoquinoline derivatives. SAR and evaluation of a prodrug strategy for oral efficacy in pain models 2013 4 nicht spezifiziert zzz rdacontent nicht spezifiziert z rdamedia nicht spezifiziert zu rdacarrier Abstract The synthesis and structure–activity relationship of decahydroisoquinoline derivatives with various benzoic acid substitutions as GluK1 antagonists are described. Potent and selective antagonists were selected for a tailored prodrug approach in order to facilitate the evaluation of the new compounds in pain models after oral administration. Several diester prodrugs allowed for acceptable amino acid exposure and moderate efficacy in vivo. Pain Elsevier Decahydroisoquinolines Elsevier GluA2 Elsevier Prodrug Elsevier GluK1 antagonists Elsevier Iyengar, Smriti oth Shannon, Harlan E. oth Bleakman, David oth Alt, Andrew oth Arnold, Brian M. oth Bell, Michael G. oth Bleisch, Thomas J. oth Castaño, Ana M. oth Del Prado, Miriam oth Dominguez, Esteban oth Escribano, Ana M. oth Filla, Sandra A. oth Ho, Ken H. oth Hudziak, Kevin J. oth Jones, Carrie K. oth Mateo, Ana oth Mathes, Brian M. oth Mattiuz, Edward L. oth Ogden, Ann Marie L. oth Simmons, Rosa Maria A. oth Stack, Douglas R. oth Stratford, Robert E. oth Winter, Mark A. oth Wu, Zhipei oth Ornstein, Paul L. oth Enthalten in Elsevier Science Torrecillas, S. ELSEVIER Feeding European sea bass ( 2018 a Tetrahedron publication for rapid dissemination of preliminary communications on all aspects of bioorganic chemistry, medicinal chemistry, bioinorganic chemistry and related disciplines Amsterdam [u.a.] (DE-627)ELV000272361 volume:23 year:2013 number:23 day:1 month:12 pages:6459-6462 extent:4 https://doi.org/10.1016/j.bmcl.2013.09.046 Volltext GBV_USEFLAG_U GBV_ELV SYSFLAG_U 46.00 Tiermedizin: Allgemeines VZ AR 23 2013 23 1 1201 6459-6462 4 045F 540 |
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10.1016/j.bmcl.2013.09.046 doi GBVA2013016000014.pica (DE-627)ELV011755350 (ELSEVIER)S0960-894X(13)01120-7 DE-627 ger DE-627 rakwb eng 540 610 540 DE-600 610 DE-600 630 VZ 22 ssgn 46.00 bkl Martinez-Perez, Jose A. verfasserin aut GluK1 antagonists from 6-(carboxy)phenyl decahydroisoquinoline derivatives. SAR and evaluation of a prodrug strategy for oral efficacy in pain models 2013 4 nicht spezifiziert zzz rdacontent nicht spezifiziert z rdamedia nicht spezifiziert zu rdacarrier Abstract The synthesis and structure–activity relationship of decahydroisoquinoline derivatives with various benzoic acid substitutions as GluK1 antagonists are described. Potent and selective antagonists were selected for a tailored prodrug approach in order to facilitate the evaluation of the new compounds in pain models after oral administration. Several diester prodrugs allowed for acceptable amino acid exposure and moderate efficacy in vivo. Pain Elsevier Decahydroisoquinolines Elsevier GluA2 Elsevier Prodrug Elsevier GluK1 antagonists Elsevier Iyengar, Smriti oth Shannon, Harlan E. oth Bleakman, David oth Alt, Andrew oth Arnold, Brian M. oth Bell, Michael G. oth Bleisch, Thomas J. oth Castaño, Ana M. oth Del Prado, Miriam oth Dominguez, Esteban oth Escribano, Ana M. oth Filla, Sandra A. oth Ho, Ken H. oth Hudziak, Kevin J. oth Jones, Carrie K. oth Mateo, Ana oth Mathes, Brian M. oth Mattiuz, Edward L. oth Ogden, Ann Marie L. oth Simmons, Rosa Maria A. oth Stack, Douglas R. oth Stratford, Robert E. oth Winter, Mark A. oth Wu, Zhipei oth Ornstein, Paul L. oth Enthalten in Elsevier Science Torrecillas, S. ELSEVIER Feeding European sea bass ( 2018 a Tetrahedron publication for rapid dissemination of preliminary communications on all aspects of bioorganic chemistry, medicinal chemistry, bioinorganic chemistry and related disciplines Amsterdam [u.a.] (DE-627)ELV000272361 volume:23 year:2013 number:23 day:1 month:12 pages:6459-6462 extent:4 https://doi.org/10.1016/j.bmcl.2013.09.046 Volltext GBV_USEFLAG_U GBV_ELV SYSFLAG_U 46.00 Tiermedizin: Allgemeines VZ AR 23 2013 23 1 1201 6459-6462 4 045F 540 |
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Enthalten in Feeding European sea bass ( Amsterdam [u.a.] volume:23 year:2013 number:23 day:1 month:12 pages:6459-6462 extent:4 |
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Pain Decahydroisoquinolines GluA2 Prodrug GluK1 antagonists |
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Martinez-Perez, Jose A. @@aut@@ Iyengar, Smriti @@oth@@ Shannon, Harlan E. @@oth@@ Bleakman, David @@oth@@ Alt, Andrew @@oth@@ Arnold, Brian M. @@oth@@ Bell, Michael G. @@oth@@ Bleisch, Thomas J. @@oth@@ Castaño, Ana M. @@oth@@ Del Prado, Miriam @@oth@@ Dominguez, Esteban @@oth@@ Escribano, Ana M. @@oth@@ Filla, Sandra A. @@oth@@ Ho, Ken H. @@oth@@ Hudziak, Kevin J. @@oth@@ Jones, Carrie K. @@oth@@ Mateo, Ana @@oth@@ Mathes, Brian M. @@oth@@ Mattiuz, Edward L. @@oth@@ Ogden, Ann Marie L. @@oth@@ Simmons, Rosa Maria A. @@oth@@ Stack, Douglas R. @@oth@@ Stratford, Robert E. @@oth@@ Winter, Mark A. @@oth@@ Wu, Zhipei @@oth@@ Ornstein, Paul L. @@oth@@ |
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GluK1 antagonists from 6-(carboxy)phenyl decahydroisoquinoline derivatives. SAR and evaluation of a prodrug strategy for oral efficacy in pain models |
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Abstract The synthesis and structure–activity relationship of decahydroisoquinoline derivatives with various benzoic acid substitutions as GluK1 antagonists are described. Potent and selective antagonists were selected for a tailored prodrug approach in order to facilitate the evaluation of the new compounds in pain models after oral administration. Several diester prodrugs allowed for acceptable amino acid exposure and moderate efficacy in vivo. |
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Abstract The synthesis and structure–activity relationship of decahydroisoquinoline derivatives with various benzoic acid substitutions as GluK1 antagonists are described. Potent and selective antagonists were selected for a tailored prodrug approach in order to facilitate the evaluation of the new compounds in pain models after oral administration. Several diester prodrugs allowed for acceptable amino acid exposure and moderate efficacy in vivo. |
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Abstract The synthesis and structure–activity relationship of decahydroisoquinoline derivatives with various benzoic acid substitutions as GluK1 antagonists are described. Potent and selective antagonists were selected for a tailored prodrug approach in order to facilitate the evaluation of the new compounds in pain models after oral administration. Several diester prodrugs allowed for acceptable amino acid exposure and moderate efficacy in vivo. |
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GluK1 antagonists from 6-(carboxy)phenyl decahydroisoquinoline derivatives. SAR and evaluation of a prodrug strategy for oral efficacy in pain models |
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