Synthesis of Five Cholecystokinin-like Peptides and Determination of Their Analgesic Effects
Five CCK (cholecystokinin)-like peptides [CCK(27-32)amide, CCK-6, CCK-7, Boc-CCK-7 and nonsulfated CCK-7] were prepared by stepwise condensation in combination with fragment condensation by the active ester procedure. The analgesic effects of these CCK-like peptides were measured in the writhing tes...
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| Veröffentlicht in: | Chemical & pharmaceutical bulletin 1986/01/25, Vol.34(1), pp.115-120 |
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| container_title | Chemical & pharmaceutical bulletin |
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| creator | IUCHI, KOJI NITTA, MASAHIRO ITO, KEIZO MORIMOTO, YASUO TSUKAMOTO, GORO |
| description | Five CCK (cholecystokinin)-like peptides [CCK(27-32)amide, CCK-6, CCK-7, Boc-CCK-7 and nonsulfated CCK-7] were prepared by stepwise condensation in combination with fragment condensation by the active ester procedure. The analgesic effects of these CCK-like peptides were measured in the writhing test. The ED50 value of CCK-7 was 1500 nmol/kg (1.8 mg/kg). Boc-CCK-7 appeared to reduce writhing between doses of 1 and 8 mg/kg but did not show a dose-dependent response. Other synthesic peptides produced no response even at a dose of 8 mg/kg. Our results suggested that CCK-7 is one of the shortest CCK-fragments that can retain the analgesic effect. |
| doi_str_mv | 10.1248/cpb.34.115 |
| format | Article |
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The analgesic effects of these CCK-like peptides were measured in the writhing test. The ED50 value of CCK-7 was 1500 nmol/kg (1.8 mg/kg). Boc-CCK-7 appeared to reduce writhing between doses of 1 and 8 mg/kg but did not show a dose-dependent response. Other synthesic peptides produced no response even at a dose of 8 mg/kg. Our results suggested that CCK-7 is one of the shortest CCK-fragments that can retain the analgesic effect.</description><identifier>ISSN: 0009-2363</identifier><identifier>EISSN: 1347-5223</identifier><identifier>DOI: 10.1248/cpb.34.115</identifier><identifier>PMID: 3698123</identifier><identifier>CODEN: CPBTAL</identifier><language>eng</language><publisher>Tokyo: The Pharmaceutical Society of Japan</publisher><subject>analgesia ; analgesic effect ; Analgesics - chemical synthesis ; Animals ; Chemical Phenomena ; Chemistry ; cholecystokinin ; Cholecystokinin - analogs & derivatives ; Cholecystokinin - chemical synthesis ; Cholecystokinin - pharmacology ; Exact sciences and technology ; Mice ; Organic chemistry ; Peptide Fragments - chemical synthesis ; Peptide Fragments - pharmacology ; peptide synthesis ; Peptides ; Preparations and properties</subject><ispartof>Chemical and Pharmaceutical Bulletin, 1986/01/25, Vol.34(1), pp.115-120</ispartof><rights>The Pharmaceutical Society of Japan</rights><rights>1986 INIST-CNRS</rights><rights>Copyright Japan Science and Technology Agency 1986</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>315,781,785,1884,4025,27928,27929,27930</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=8639843$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/3698123$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>IUCHI, KOJI</creatorcontrib><creatorcontrib>NITTA, MASAHIRO</creatorcontrib><creatorcontrib>ITO, KEIZO</creatorcontrib><creatorcontrib>MORIMOTO, YASUO</creatorcontrib><creatorcontrib>TSUKAMOTO, GORO</creatorcontrib><title>Synthesis of Five Cholecystokinin-like Peptides and Determination of Their Analgesic Effects</title><title>Chemical & pharmaceutical bulletin</title><addtitle>Chem. Pharm. Bull.</addtitle><description>Five CCK (cholecystokinin)-like peptides [CCK(27-32)amide, CCK-6, CCK-7, Boc-CCK-7 and nonsulfated CCK-7] were prepared by stepwise condensation in combination with fragment condensation by the active ester procedure. The analgesic effects of these CCK-like peptides were measured in the writhing test. The ED50 value of CCK-7 was 1500 nmol/kg (1.8 mg/kg). Boc-CCK-7 appeared to reduce writhing between doses of 1 and 8 mg/kg but did not show a dose-dependent response. Other synthesic peptides produced no response even at a dose of 8 mg/kg. Our results suggested that CCK-7 is one of the shortest CCK-fragments that can retain the analgesic effect.</description><subject>analgesia</subject><subject>analgesic effect</subject><subject>Analgesics - chemical synthesis</subject><subject>Animals</subject><subject>Chemical Phenomena</subject><subject>Chemistry</subject><subject>cholecystokinin</subject><subject>Cholecystokinin - analogs & derivatives</subject><subject>Cholecystokinin - chemical synthesis</subject><subject>Cholecystokinin - pharmacology</subject><subject>Exact sciences and technology</subject><subject>Mice</subject><subject>Organic chemistry</subject><subject>Peptide Fragments - chemical synthesis</subject><subject>Peptide Fragments - pharmacology</subject><subject>peptide synthesis</subject><subject>Peptides</subject><subject>Preparations and properties</subject><issn>0009-2363</issn><issn>1347-5223</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1986</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkcFrFDEUxoModVu9eBcGFA_CrEleJpMcy9pWoaBgvQlDNvPSzXY2syZZYf97M-6yhV68vHf4fu_7SD5C3jA6Z1yoT3a7nIOYM9Y8IzMGoq0bzuE5mVFKdc1BwktyntKaUt7QFs7IGUitGIcZ-fVjH_IKk0_V6Kpr_werxWoc0O5THh988KEe_ANW33GbfY-pMqGvPmPGuPHBZD-G6e5uhT5Wl8EM98XKVlfOoc3pFXnhzJDw9XFfkJ_XV3eLL_Xtt5uvi8vb2gpomlpQx5QxQvfcYbnUCkAJ3UgptZBMq4bKni6tQIstUAVccydao3tmwLUCLsiHg-82jr93mHK38cniMJiA4y51rWy1VKL9L8iEYBoULeC7J-B63MXyvomR5VdBsMnu44GycUwpouu20W9M3HeMdlMzXWmmA9GVZgr89mi5W26wP6HHKor-_qibZM3gognWpxOmJGglJmxxwNYpm3s86SZmbwecEplu1L_Uwyjhj-rKxA4D_AVXvqvp</recordid><startdate>1986</startdate><enddate>1986</enddate><creator>IUCHI, KOJI</creator><creator>NITTA, MASAHIRO</creator><creator>ITO, KEIZO</creator><creator>MORIMOTO, YASUO</creator><creator>TSUKAMOTO, GORO</creator><general>The Pharmaceutical Society of Japan</general><general>Maruzen</general><general>Japan Science and Technology Agency</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>7TK</scope><scope>7TM</scope><scope>7U9</scope><scope>H94</scope><scope>7QL</scope><scope>7SQ</scope><scope>C1K</scope><scope>7X8</scope></search><sort><creationdate>1986</creationdate><title>Synthesis of Five Cholecystokinin-like Peptides and Determination of Their Analgesic Effects</title><author>IUCHI, KOJI ; NITTA, MASAHIRO ; ITO, KEIZO ; MORIMOTO, YASUO ; TSUKAMOTO, GORO</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4355-40f18aa49d2feffe98338495666946198506d0bc4ece73083292f47a9d1a3f743</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1986</creationdate><topic>analgesia</topic><topic>analgesic effect</topic><topic>Analgesics - chemical synthesis</topic><topic>Animals</topic><topic>Chemical Phenomena</topic><topic>Chemistry</topic><topic>cholecystokinin</topic><topic>Cholecystokinin - analogs & derivatives</topic><topic>Cholecystokinin - chemical synthesis</topic><topic>Cholecystokinin - pharmacology</topic><topic>Exact sciences and technology</topic><topic>Mice</topic><topic>Organic chemistry</topic><topic>Peptide Fragments - chemical synthesis</topic><topic>Peptide Fragments - pharmacology</topic><topic>peptide synthesis</topic><topic>Peptides</topic><topic>Preparations and properties</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>IUCHI, KOJI</creatorcontrib><creatorcontrib>NITTA, MASAHIRO</creatorcontrib><creatorcontrib>ITO, KEIZO</creatorcontrib><creatorcontrib>MORIMOTO, YASUO</creatorcontrib><creatorcontrib>TSUKAMOTO, GORO</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>Neurosciences Abstracts</collection><collection>Nucleic Acids Abstracts</collection><collection>Virology and AIDS Abstracts</collection><collection>AIDS and Cancer Research Abstracts</collection><collection>Bacteriology Abstracts (Microbiology B)</collection><collection>Endocrinology Abstracts</collection><collection>Environmental Sciences and Pollution Management</collection><collection>MEDLINE - Academic</collection><jtitle>Chemical & pharmaceutical bulletin</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>IUCHI, KOJI</au><au>NITTA, MASAHIRO</au><au>ITO, KEIZO</au><au>MORIMOTO, YASUO</au><au>TSUKAMOTO, GORO</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of Five Cholecystokinin-like Peptides and Determination of Their Analgesic Effects</atitle><jtitle>Chemical & pharmaceutical bulletin</jtitle><addtitle>Chem. Pharm. Bull.</addtitle><date>1986</date><risdate>1986</risdate><volume>34</volume><issue>1</issue><spage>115</spage><epage>120</epage><pages>115-120</pages><issn>0009-2363</issn><eissn>1347-5223</eissn><coden>CPBTAL</coden><abstract>Five CCK (cholecystokinin)-like peptides [CCK(27-32)amide, CCK-6, CCK-7, Boc-CCK-7 and nonsulfated CCK-7] were prepared by stepwise condensation in combination with fragment condensation by the active ester procedure. The analgesic effects of these CCK-like peptides were measured in the writhing test. The ED50 value of CCK-7 was 1500 nmol/kg (1.8 mg/kg). Boc-CCK-7 appeared to reduce writhing between doses of 1 and 8 mg/kg but did not show a dose-dependent response. Other synthesic peptides produced no response even at a dose of 8 mg/kg. Our results suggested that CCK-7 is one of the shortest CCK-fragments that can retain the analgesic effect.</abstract><cop>Tokyo</cop><pub>The Pharmaceutical Society of Japan</pub><pmid>3698123</pmid><doi>10.1248/cpb.34.115</doi><tpages>6</tpages><oa>free_for_read</oa></addata></record> |
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| ispartof | Chemical and Pharmaceutical Bulletin, 1986/01/25, Vol.34(1), pp.115-120 |
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| language | eng |
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| source | MEDLINE; Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals; J-STAGE (Japan Science & Technology Information Aggregator, Electronic) Freely Available Titles - Japanese; Free Full-Text Journals in Chemistry |
| subjects | analgesia analgesic effect Analgesics - chemical synthesis Animals Chemical Phenomena Chemistry cholecystokinin Cholecystokinin - analogs & derivatives Cholecystokinin - chemical synthesis Cholecystokinin - pharmacology Exact sciences and technology Mice Organic chemistry Peptide Fragments - chemical synthesis Peptide Fragments - pharmacology peptide synthesis Peptides Preparations and properties |
| title | Synthesis of Five Cholecystokinin-like Peptides and Determination of Their Analgesic Effects |
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