Design and synthesis of novel imidazo[1,2-a]quinoxalines as PDE4 inhibitors
New imidazo[1,2-a]quinoxaline derivatives have been synthesised by condensation of an appropriate alpha-aminoalcohol with a quinoxaline followed by intramolecular cyclisation and nucleophilic substitutions. Their phosphodiesterase inhibitory activities have been assessed on a preparation of the PDE4...
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| Veröffentlicht in: | Bioorganic & medicinal chemistry 2004-03, Vol.12 (5), p.1129-1139 |
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| container_title | Bioorganic & medicinal chemistry |
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| creator | DELEUZE-MASQUBFA, Carine GEREBTZOFF, Grégori SUBRA, Guy FABREGUETTES, Jean-Roch OVENS, Annabel CARRAZ, Maëlle STRUB, Marie-Paule BOMPART, Jacques GEORGE, Pascal BONNET, Pierre-Antoine |
| description | New imidazo[1,2-a]quinoxaline derivatives have been synthesised by condensation of an appropriate alpha-aminoalcohol with a quinoxaline followed by intramolecular cyclisation and nucleophilic substitutions. Their phosphodiesterase inhibitory activities have been assessed on a preparation of the PDE4 isoform purified from a human alveolar epithelial cell line (A549). These studies showed potent inhibitory properties that emphasize the importance of a methyl amino group at position 4 and a weakly hindered group at position 1. |
| doi_str_mv | 10.1016/j.bmc.2003.11.034 |
| format | Article |
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Their phosphodiesterase inhibitory activities have been assessed on a preparation of the PDE4 isoform purified from a human alveolar epithelial cell line (A549). 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Drug treatments</topic><topic>Quinoxalines - chemical synthesis</topic><topic>Quinoxalines - pharmacology</topic><topic>Respiratory system</topic><topic>Structure-Activity Relationship</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>DELEUZE-MASQUBFA, Carine</creatorcontrib><creatorcontrib>GEREBTZOFF, Grégori</creatorcontrib><creatorcontrib>SUBRA, Guy</creatorcontrib><creatorcontrib>FABREGUETTES, Jean-Roch</creatorcontrib><creatorcontrib>OVENS, Annabel</creatorcontrib><creatorcontrib>CARRAZ, Maëlle</creatorcontrib><creatorcontrib>STRUB, Marie-Paule</creatorcontrib><creatorcontrib>BOMPART, Jacques</creatorcontrib><creatorcontrib>GEORGE, Pascal</creatorcontrib><creatorcontrib>BONNET, Pierre-Antoine</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>Hyper Article en Ligne (HAL)</collection><jtitle>Bioorganic & medicinal chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>DELEUZE-MASQUBFA, Carine</au><au>GEREBTZOFF, Grégori</au><au>SUBRA, Guy</au><au>FABREGUETTES, Jean-Roch</au><au>OVENS, Annabel</au><au>CARRAZ, Maëlle</au><au>STRUB, Marie-Paule</au><au>BOMPART, Jacques</au><au>GEORGE, Pascal</au><au>BONNET, Pierre-Antoine</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Design and synthesis of novel imidazo[1,2-a]quinoxalines as PDE4 inhibitors</atitle><jtitle>Bioorganic & medicinal chemistry</jtitle><addtitle>Bioorg Med Chem</addtitle><date>2004-03-01</date><risdate>2004</risdate><volume>12</volume><issue>5</issue><spage>1129</spage><epage>1139</epage><pages>1129-1139</pages><issn>0968-0896</issn><eissn>1464-3391</eissn><abstract>New imidazo[1,2-a]quinoxaline derivatives have been synthesised by condensation of an appropriate alpha-aminoalcohol with a quinoxaline followed by intramolecular cyclisation and nucleophilic substitutions. 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| ispartof | Bioorganic & medicinal chemistry, 2004-03, Vol.12 (5), p.1129-1139 |
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| source | MEDLINE; Elsevier ScienceDirect Journals |
| subjects | 3',5'-Cyclic-AMP Phosphodiesterases - antagonists & inhibitors 3',5'-Cyclic-AMP Phosphodiesterases - isolation & purification Biological and medical sciences Cell Line Chemical Sciences Cyclic Nucleotide Phosphodiesterases, Type 4 Drug Design Epithelial Cells - enzymology Humans Inflammation - prevention & control Inhibitory Concentration 50 Lung - cytology Medical sciences Medicinal Chemistry Pharmacology. Drug treatments Quinoxalines - chemical synthesis Quinoxalines - pharmacology Respiratory system Structure-Activity Relationship |
| title | Design and synthesis of novel imidazo[1,2-a]quinoxalines as PDE4 inhibitors |
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