Design and synthesis of highly potent and selective human peroxisome proliferator-activated receptor α agonists
A combination of benzoxazole, phenoxyalkyl side chain and phenoxybutyric acids was identified as highly potent and selective h-PPARα agonists. The synthesis, SAR studies and in vivo activities of the representative compounds are described. A combination of benzoxazole, phenoxyalkyl side chain, and p...
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| Veröffentlicht in: | Bioorganic & medicinal chemistry letters 2007-08, Vol.17 (16), p.4689-4693 |
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| container_title | Bioorganic & medicinal chemistry letters |
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| creator | Yamazaki, Yukiyoshi Abe, Kazutoyo Toma, Tsutomu Nishikawa, Masahiro Ozawa, Hidefumi Okuda, Ayumu Araki, Takaaki Oda, Soichi Inoue, Keisuke Shibuya, Kimiyuki Staels, Bart Fruchart, Jean-Charles |
| description | A combination of benzoxazole, phenoxyalkyl side chain and phenoxybutyric acids was identified as highly potent and selective h-PPARα agonists. The synthesis, SAR studies and in vivo activities of the representative compounds are described.
A combination of benzoxazole, phenoxyalkyl side chain, and phenoxybutyric acids was identified as a highly potent and selective human peroxisome proliferator-activated receptor α (PPARα) agonist. The synthesis, structure–activity relationship (SAR) studies, and in vivo activities of the representative compounds are described. |
| doi_str_mv | 10.1016/j.bmcl.2007.05.066 |
| format | Article |
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A combination of benzoxazole, phenoxyalkyl side chain, and phenoxybutyric acids was identified as a highly potent and selective human peroxisome proliferator-activated receptor α (PPARα) agonist. The synthesis, structure–activity relationship (SAR) studies, and in vivo activities of the representative compounds are described.</description><identifier>ISSN: 0960-894X</identifier><identifier>EISSN: 1464-3405</identifier><identifier>DOI: 10.1016/j.bmcl.2007.05.066</identifier><identifier>PMID: 17553678</identifier><language>eng</language><publisher>Oxford: Elsevier Ltd</publisher><subject>Allergens ; Animals ; Antigens, Plant ; Biological and medical sciences ; Design ; Drug Design ; Fibrates ; General and cellular metabolism. Vitamins ; HDL-cholesterol ; Heterocyclic Compounds - chemistry ; Heterocyclic Compounds - pharmacology ; Humans ; Hypolipidemic Agents - chemistry ; Hypolipidemic Agents - pharmacology ; Lipid abnormalities ; Medical sciences ; Mice ; Mice, Transgenic ; Molecular Structure ; Nuclear receptor ; Pharmacology. Drug treatments ; Plant Proteins ; PPAR alpha - agonists ; PPARα ; PPARα-selective ; Rats ; Rats, Sprague-Dawley ; Structure-Activity Relationship ; Synthesis ; Triglyceride</subject><ispartof>Bioorganic & medicinal chemistry letters, 2007-08, Vol.17 (16), p.4689-4693</ispartof><rights>2007 Elsevier Ltd</rights><rights>2008 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c415t-9ec10483d496ebf143d3628941b3939f0ed4b3946b6ba1ab51928dfef48c41e03</citedby><cites>FETCH-LOGICAL-c415t-9ec10483d496ebf143d3628941b3939f0ed4b3946b6ba1ab51928dfef48c41e03</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0960894X07006348$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65306</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=18951793$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/17553678$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Yamazaki, Yukiyoshi</creatorcontrib><creatorcontrib>Abe, Kazutoyo</creatorcontrib><creatorcontrib>Toma, Tsutomu</creatorcontrib><creatorcontrib>Nishikawa, Masahiro</creatorcontrib><creatorcontrib>Ozawa, Hidefumi</creatorcontrib><creatorcontrib>Okuda, Ayumu</creatorcontrib><creatorcontrib>Araki, Takaaki</creatorcontrib><creatorcontrib>Oda, Soichi</creatorcontrib><creatorcontrib>Inoue, Keisuke</creatorcontrib><creatorcontrib>Shibuya, Kimiyuki</creatorcontrib><creatorcontrib>Staels, Bart</creatorcontrib><creatorcontrib>Fruchart, Jean-Charles</creatorcontrib><title>Design and synthesis of highly potent and selective human peroxisome proliferator-activated receptor α agonists</title><title>Bioorganic & medicinal chemistry letters</title><addtitle>Bioorg Med Chem Lett</addtitle><description>A combination of benzoxazole, phenoxyalkyl side chain and phenoxybutyric acids was identified as highly potent and selective h-PPARα agonists. The synthesis, SAR studies and in vivo activities of the representative compounds are described.
A combination of benzoxazole, phenoxyalkyl side chain, and phenoxybutyric acids was identified as a highly potent and selective human peroxisome proliferator-activated receptor α (PPARα) agonist. The synthesis, structure–activity relationship (SAR) studies, and in vivo activities of the representative compounds are described.</description><subject>Allergens</subject><subject>Animals</subject><subject>Antigens, Plant</subject><subject>Biological and medical sciences</subject><subject>Design</subject><subject>Drug Design</subject><subject>Fibrates</subject><subject>General and cellular metabolism. Vitamins</subject><subject>HDL-cholesterol</subject><subject>Heterocyclic Compounds - chemistry</subject><subject>Heterocyclic Compounds - pharmacology</subject><subject>Humans</subject><subject>Hypolipidemic Agents - chemistry</subject><subject>Hypolipidemic Agents - pharmacology</subject><subject>Lipid abnormalities</subject><subject>Medical sciences</subject><subject>Mice</subject><subject>Mice, Transgenic</subject><subject>Molecular Structure</subject><subject>Nuclear receptor</subject><subject>Pharmacology. Drug treatments</subject><subject>Plant Proteins</subject><subject>PPAR alpha - agonists</subject><subject>PPARα</subject><subject>PPARα-selective</subject><subject>Rats</subject><subject>Rats, Sprague-Dawley</subject><subject>Structure-Activity Relationship</subject><subject>Synthesis</subject><subject>Triglyceride</subject><issn>0960-894X</issn><issn>1464-3405</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2007</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkc2OFCEUhYlx4rSjL-DCsNFd1UBB0UXixsz4l0ziRhN3hIJLN50qKIGe2I81LzLPJJ3uZHa64u-7517OQegNJS0lVFzv2nE2U9sRsm5J3xIhnqEV5YI3jJP-OVoRKUgzSP7rEr3MeUcI5YTzF-iSrvueifWwQsstZL8JWAeL8yGUbT1mHB3e-s12OuAlFgjl9AwTmOLvAW_3sw54gRT_-BxnwEuKk3eQdImp0UdIF7A4gYGlXuHHB6w3Mfhc8it04fSU4fV5vUI_P3_6cfO1ufv-5dvNx7vGcNqXRoKhhA_McilgdJQzy0RX_0JHJpl0BCyvOy5GMWqqx57KbrAOHB-qABB2hd6fdOtsv_eQi5p9NjBNOkDcZyWG6o6g3X9BKnsqBOMV7E6gSTHnBE4tyc86HRQl6hiI2qljIOoYiCK9qoHUordn9f04g30qOSdQgXdnQGejJ5d0MD4_cUNtv5asch9OHFTT7j0klY2HYMD6anNRNvp_zfEXxKisJQ</recordid><startdate>20070815</startdate><enddate>20070815</enddate><creator>Yamazaki, Yukiyoshi</creator><creator>Abe, Kazutoyo</creator><creator>Toma, Tsutomu</creator><creator>Nishikawa, Masahiro</creator><creator>Ozawa, Hidefumi</creator><creator>Okuda, Ayumu</creator><creator>Araki, Takaaki</creator><creator>Oda, Soichi</creator><creator>Inoue, Keisuke</creator><creator>Shibuya, Kimiyuki</creator><creator>Staels, Bart</creator><creator>Fruchart, Jean-Charles</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>7QO</scope><scope>8FD</scope><scope>FR3</scope><scope>P64</scope><scope>7X8</scope></search><sort><creationdate>20070815</creationdate><title>Design and synthesis of highly potent and selective human peroxisome proliferator-activated receptor α agonists</title><author>Yamazaki, Yukiyoshi ; Abe, Kazutoyo ; Toma, Tsutomu ; Nishikawa, Masahiro ; Ozawa, Hidefumi ; Okuda, Ayumu ; Araki, Takaaki ; Oda, Soichi ; Inoue, Keisuke ; Shibuya, Kimiyuki ; Staels, Bart ; Fruchart, Jean-Charles</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c415t-9ec10483d496ebf143d3628941b3939f0ed4b3946b6ba1ab51928dfef48c41e03</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2007</creationdate><topic>Allergens</topic><topic>Animals</topic><topic>Antigens, Plant</topic><topic>Biological and medical sciences</topic><topic>Design</topic><topic>Drug Design</topic><topic>Fibrates</topic><topic>General and cellular metabolism. Vitamins</topic><topic>HDL-cholesterol</topic><topic>Heterocyclic Compounds - chemistry</topic><topic>Heterocyclic Compounds - pharmacology</topic><topic>Humans</topic><topic>Hypolipidemic Agents - chemistry</topic><topic>Hypolipidemic Agents - pharmacology</topic><topic>Lipid abnormalities</topic><topic>Medical sciences</topic><topic>Mice</topic><topic>Mice, Transgenic</topic><topic>Molecular Structure</topic><topic>Nuclear receptor</topic><topic>Pharmacology. Drug treatments</topic><topic>Plant Proteins</topic><topic>PPAR alpha - agonists</topic><topic>PPARα</topic><topic>PPARα-selective</topic><topic>Rats</topic><topic>Rats, Sprague-Dawley</topic><topic>Structure-Activity Relationship</topic><topic>Synthesis</topic><topic>Triglyceride</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Yamazaki, Yukiyoshi</creatorcontrib><creatorcontrib>Abe, Kazutoyo</creatorcontrib><creatorcontrib>Toma, Tsutomu</creatorcontrib><creatorcontrib>Nishikawa, Masahiro</creatorcontrib><creatorcontrib>Ozawa, Hidefumi</creatorcontrib><creatorcontrib>Okuda, Ayumu</creatorcontrib><creatorcontrib>Araki, Takaaki</creatorcontrib><creatorcontrib>Oda, Soichi</creatorcontrib><creatorcontrib>Inoue, Keisuke</creatorcontrib><creatorcontrib>Shibuya, Kimiyuki</creatorcontrib><creatorcontrib>Staels, Bart</creatorcontrib><creatorcontrib>Fruchart, Jean-Charles</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>Biotechnology Research Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Bioorganic & medicinal chemistry letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Yamazaki, Yukiyoshi</au><au>Abe, Kazutoyo</au><au>Toma, Tsutomu</au><au>Nishikawa, Masahiro</au><au>Ozawa, Hidefumi</au><au>Okuda, Ayumu</au><au>Araki, Takaaki</au><au>Oda, Soichi</au><au>Inoue, Keisuke</au><au>Shibuya, Kimiyuki</au><au>Staels, Bart</au><au>Fruchart, Jean-Charles</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Design and synthesis of highly potent and selective human peroxisome proliferator-activated receptor α agonists</atitle><jtitle>Bioorganic & medicinal chemistry letters</jtitle><addtitle>Bioorg Med Chem Lett</addtitle><date>2007-08-15</date><risdate>2007</risdate><volume>17</volume><issue>16</issue><spage>4689</spage><epage>4693</epage><pages>4689-4693</pages><issn>0960-894X</issn><eissn>1464-3405</eissn><abstract>A combination of benzoxazole, phenoxyalkyl side chain and phenoxybutyric acids was identified as highly potent and selective h-PPARα agonists. The synthesis, SAR studies and in vivo activities of the representative compounds are described.
A combination of benzoxazole, phenoxyalkyl side chain, and phenoxybutyric acids was identified as a highly potent and selective human peroxisome proliferator-activated receptor α (PPARα) agonist. The synthesis, structure–activity relationship (SAR) studies, and in vivo activities of the representative compounds are described.</abstract><cop>Oxford</cop><pub>Elsevier Ltd</pub><pmid>17553678</pmid><doi>10.1016/j.bmcl.2007.05.066</doi><tpages>5</tpages></addata></record> |
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| ispartof | Bioorganic & medicinal chemistry letters, 2007-08, Vol.17 (16), p.4689-4693 |
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| subjects | Allergens Animals Antigens, Plant Biological and medical sciences Design Drug Design Fibrates General and cellular metabolism. Vitamins HDL-cholesterol Heterocyclic Compounds - chemistry Heterocyclic Compounds - pharmacology Humans Hypolipidemic Agents - chemistry Hypolipidemic Agents - pharmacology Lipid abnormalities Medical sciences Mice Mice, Transgenic Molecular Structure Nuclear receptor Pharmacology. Drug treatments Plant Proteins PPAR alpha - agonists PPARα PPARα-selective Rats Rats, Sprague-Dawley Structure-Activity Relationship Synthesis Triglyceride |
| title | Design and synthesis of highly potent and selective human peroxisome proliferator-activated receptor α agonists |
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