Syntheses of Analogues of the Insect Neuropeptide Proctolin Containing an Oxazole Ring as an Amide Bond Replacement
Three oxazole analogues of the insect neuropeptide proctolin (H-Arg-Tyr-Leu-Pro-Thr-OH) have been prepared, containing a single oxazole between Tyr and Pro and between Pro and Thr, respectively. A compound containing an oxazole moiety between Tyr and Pro and between Pro and Thr has also been prepare...
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| Veröffentlicht in: | Organic letters 2001-11, Vol.3 (22), p.3427-3430 |
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| container_title | Organic letters |
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| creator | Plant, Andrew Stieber, Frank Scherkenbeck, Jürgen Lösel, Peter Dyker, Hubert |
| description | Three oxazole analogues of the insect neuropeptide proctolin (H-Arg-Tyr-Leu-Pro-Thr-OH) have been prepared, containing a single oxazole between Tyr and Pro and between Pro and Thr, respectively. A compound containing an oxazole moiety between Tyr and Pro and between Pro and Thr has also been prepared. All compounds have been tested for myotropic activity. |
| doi_str_mv | 10.1021/ol016269k |
| format | Article |
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A compound containing an oxazole moiety between Tyr and Pro and between Pro and Thr has also been prepared. All compounds have been tested for myotropic activity.</description><identifier>ISSN: 1523-7060</identifier><identifier>EISSN: 1523-7052</identifier><identifier>DOI: 10.1021/ol016269k</identifier><identifier>PMID: 11678674</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><subject>Amides - chemistry ; Animals ; Digestive System - drug effects ; Grasshoppers - chemistry ; Grasshoppers - physiology ; In Vitro Techniques ; Indicators and Reagents ; Muscle Contraction - drug effects ; Neuropeptides - chemical synthesis ; Neuropeptides - chemistry ; Neuropeptides - pharmacology ; Oligopeptides - chemical synthesis ; Oligopeptides - chemistry ; Oligopeptides - pharmacology ; Oxazoles - chemical synthesis ; Oxidation-Reduction</subject><ispartof>Organic letters, 2001-11, Vol.3 (22), p.3427-3430</ispartof><rights>Copyright © 2001 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a311t-2e6423c9fa21a8aa4835a031cf1525df88057cbc8b824daf0bfafce78ce150003</citedby><cites>FETCH-LOGICAL-a311t-2e6423c9fa21a8aa4835a031cf1525df88057cbc8b824daf0bfafce78ce150003</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/ol016269k$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/ol016269k$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,780,784,2765,27076,27924,27925,56738,56788</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/11678674$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Plant, Andrew</creatorcontrib><creatorcontrib>Stieber, Frank</creatorcontrib><creatorcontrib>Scherkenbeck, Jürgen</creatorcontrib><creatorcontrib>Lösel, Peter</creatorcontrib><creatorcontrib>Dyker, Hubert</creatorcontrib><title>Syntheses of Analogues of the Insect Neuropeptide Proctolin Containing an Oxazole Ring as an Amide Bond Replacement</title><title>Organic letters</title><addtitle>Org. 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All compounds have been tested for myotropic activity.</description><subject>Amides - chemistry</subject><subject>Animals</subject><subject>Digestive System - drug effects</subject><subject>Grasshoppers - chemistry</subject><subject>Grasshoppers - physiology</subject><subject>In Vitro Techniques</subject><subject>Indicators and Reagents</subject><subject>Muscle Contraction - drug effects</subject><subject>Neuropeptides - chemical synthesis</subject><subject>Neuropeptides - chemistry</subject><subject>Neuropeptides - pharmacology</subject><subject>Oligopeptides - chemical synthesis</subject><subject>Oligopeptides - chemistry</subject><subject>Oligopeptides - pharmacology</subject><subject>Oxazoles - chemical synthesis</subject><subject>Oxidation-Reduction</subject><issn>1523-7060</issn><issn>1523-7052</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2001</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNptkEtPwzAQhC0EolA48AeQLyBxCNjOyz2WikeliqIC52jjrEtKYoc4kSi_npRU5cJpd0ffjjRDyBln15wJfmMLxiMRjT72yBEPhe_FLBT7uz1iA3Ls3Iox3imjQzLgPIplFAdHxL2sTfOODh21mo4NFHbZ9kcn06lxqBr6hG1tK6yaPEP6XFvV2CI3dGJNA7nJzZKCofMv-LYF0sXv7TbSuNw83FqT0QVWBSgs0TQn5EBD4fB0O4fk7f7udfLozeYP08l45oHPeeMJjALhq5EGwUECBNIPgflc6S5FmGkpWRirVMlUiiADzVINWmEsFfKQMeYPyWXvW9X2swvVJGXuFBYFGLStS2IhfCZGsgOvelDV1rkadVLVeQn1OuEs2TSc7Bru2POtaZuWmP2R20o74KIHQLlkZdu669T9Y_QDf9uDXw</recordid><startdate>20011101</startdate><enddate>20011101</enddate><creator>Plant, Andrew</creator><creator>Stieber, Frank</creator><creator>Scherkenbeck, Jürgen</creator><creator>Lösel, Peter</creator><creator>Dyker, Hubert</creator><general>American Chemical Society</general><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>20011101</creationdate><title>Syntheses of Analogues of the Insect Neuropeptide Proctolin Containing an Oxazole Ring as an Amide Bond Replacement</title><author>Plant, Andrew ; Stieber, Frank ; Scherkenbeck, Jürgen ; Lösel, Peter ; Dyker, Hubert</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a311t-2e6423c9fa21a8aa4835a031cf1525df88057cbc8b824daf0bfafce78ce150003</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2001</creationdate><topic>Amides - chemistry</topic><topic>Animals</topic><topic>Digestive System - drug effects</topic><topic>Grasshoppers - chemistry</topic><topic>Grasshoppers - physiology</topic><topic>In Vitro Techniques</topic><topic>Indicators and Reagents</topic><topic>Muscle Contraction - drug effects</topic><topic>Neuropeptides - chemical synthesis</topic><topic>Neuropeptides - chemistry</topic><topic>Neuropeptides - pharmacology</topic><topic>Oligopeptides - chemical synthesis</topic><topic>Oligopeptides - chemistry</topic><topic>Oligopeptides - pharmacology</topic><topic>Oxazoles - chemical synthesis</topic><topic>Oxidation-Reduction</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Plant, Andrew</creatorcontrib><creatorcontrib>Stieber, Frank</creatorcontrib><creatorcontrib>Scherkenbeck, Jürgen</creatorcontrib><creatorcontrib>Lösel, Peter</creatorcontrib><creatorcontrib>Dyker, Hubert</creatorcontrib><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>Organic letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Plant, Andrew</au><au>Stieber, Frank</au><au>Scherkenbeck, Jürgen</au><au>Lösel, Peter</au><au>Dyker, Hubert</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Syntheses of Analogues of the Insect Neuropeptide Proctolin Containing an Oxazole Ring as an Amide Bond Replacement</atitle><jtitle>Organic letters</jtitle><addtitle>Org. Lett</addtitle><date>2001-11-01</date><risdate>2001</risdate><volume>3</volume><issue>22</issue><spage>3427</spage><epage>3430</epage><pages>3427-3430</pages><issn>1523-7060</issn><eissn>1523-7052</eissn><abstract>Three oxazole analogues of the insect neuropeptide proctolin (H-Arg-Tyr-Leu-Pro-Thr-OH) have been prepared, containing a single oxazole between Tyr and Pro and between Pro and Thr, respectively. A compound containing an oxazole moiety between Tyr and Pro and between Pro and Thr has also been prepared. All compounds have been tested for myotropic activity.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>11678674</pmid><doi>10.1021/ol016269k</doi><tpages>4</tpages></addata></record> |
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| identifier | ISSN: 1523-7060 |
| ispartof | Organic letters, 2001-11, Vol.3 (22), p.3427-3430 |
| issn | 1523-7060 1523-7052 |
| language | eng |
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| source | MEDLINE; American Chemical Society Journals |
| subjects | Amides - chemistry Animals Digestive System - drug effects Grasshoppers - chemistry Grasshoppers - physiology In Vitro Techniques Indicators and Reagents Muscle Contraction - drug effects Neuropeptides - chemical synthesis Neuropeptides - chemistry Neuropeptides - pharmacology Oligopeptides - chemical synthesis Oligopeptides - chemistry Oligopeptides - pharmacology Oxazoles - chemical synthesis Oxidation-Reduction |
| title | Syntheses of Analogues of the Insect Neuropeptide Proctolin Containing an Oxazole Ring as an Amide Bond Replacement |
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