Amino acid derived sulfonamide hydroxamates as inhibitors of procollagen C-proteinase. Part 2: Solid-phase optimization of side chains
Optimization of the amino acid side chain and the N-alkyl group of the sulfonamide of amino acid derived sulfonamide hydroxamates is discussed. The solid-phase synthesis of these potent inhibitors of procollagen C-proteinase (PCP) is presented. In addition, novel carboxylic acid sulfonamides were di...
Gespeichert in:
Veröffentlicht in: | Bioorganic & medicinal chemistry letters 2002-04, Vol.12 (8), p.1233-1235 |
---|---|
Hauptverfasser: | , , , , , , , |
Format: | Artikel |
Sprache: | eng |
Schlagworte: | |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
container_end_page | 1235 |
---|---|
container_issue | 8 |
container_start_page | 1233 |
container_title | Bioorganic & medicinal chemistry letters |
container_volume | 12 |
creator | DANKWARDT, Sharon M ABBOT, Sarah C BROKA, Chris A MARTIN, Robert L CHAN, Christine S SPRINGMAN, Eric B VAN WART, Harold E WALKER, Keith A. M |
description | Optimization of the amino acid side chain and the N-alkyl group of the sulfonamide of amino acid derived sulfonamide hydroxamates is discussed. The solid-phase synthesis of these potent inhibitors of procollagen C-proteinase (PCP) is presented. In addition, novel carboxylic acid sulfonamides were discovered to be PCP inhibitors. |
doi_str_mv | 10.1016/S0960-894X(02)00117-8 |
format | Article |
fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_71584924</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>71584924</sourcerecordid><originalsourceid>FETCH-LOGICAL-c335t-5ab15a631b81f5a4da7f1801b4b1057977df23d9038aa8580d085c1592a763e73</originalsourceid><addsrcrecordid>eNpFkV1rFDEUhoModlv9CUpulHoxNZkkk4x3ZfELCi1UwbtwJsm4kZlkzZkV2x_Q3222XezV4Rye93y9hLzi7Iwz3r2_Zn3HGtPLH6esfccY57oxT8iKy042QjL1lKz-I0fkGPFXhSST8jk54rwXUvVqRe7O55gyBRc99aHEP8FT3E1jTjBHH-jmxpf8F2ZYAlJAGtMmDnHJBWke6bZkl6cJfoZE103NlhATYDijV1AW2n6g13mKvtluapHm7RLneAtLzGmvxv0At4GY8AV5NsKE4eUhnpDvnz5-W39pLi4_f12fXzROCLU0CgauoBN8MHxUID3okRvGBzlwpnSvtR9b4XsmDIBRhnlmlOOqb0F3ImhxQt4-9K27_t4FXOwc0YV6Qgp5h1ZzZWTfygqqB9CVjFjCaLclzlBuLGd2b4C9N8Duv2tZa-8NsKbqXh8G7IY5-EfV4eMVeHMAAB1MY4HkIj5yoi6gtRb_AHY1j7Y</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>71584924</pqid></control><display><type>article</type><title>Amino acid derived sulfonamide hydroxamates as inhibitors of procollagen C-proteinase. Part 2: Solid-phase optimization of side chains</title><source>MEDLINE</source><source>Elsevier ScienceDirect Journals Complete</source><creator>DANKWARDT, Sharon M ; ABBOT, Sarah C ; BROKA, Chris A ; MARTIN, Robert L ; CHAN, Christine S ; SPRINGMAN, Eric B ; VAN WART, Harold E ; WALKER, Keith A. M</creator><creatorcontrib>DANKWARDT, Sharon M ; ABBOT, Sarah C ; BROKA, Chris A ; MARTIN, Robert L ; CHAN, Christine S ; SPRINGMAN, Eric B ; VAN WART, Harold E ; WALKER, Keith A. M</creatorcontrib><description>Optimization of the amino acid side chain and the N-alkyl group of the sulfonamide of amino acid derived sulfonamide hydroxamates is discussed. The solid-phase synthesis of these potent inhibitors of procollagen C-proteinase (PCP) is presented. In addition, novel carboxylic acid sulfonamides were discovered to be PCP inhibitors.</description><identifier>ISSN: 0960-894X</identifier><identifier>EISSN: 1464-3405</identifier><identifier>DOI: 10.1016/S0960-894X(02)00117-8</identifier><identifier>PMID: 11934595</identifier><language>eng</language><publisher>Oxford: Elsevier</publisher><subject>Amino Acids - chemistry ; Biological and medical sciences ; Bone Morphogenetic Protein 1 ; Bone Morphogenetic Proteins - antagonists & inhibitors ; Bones, joints and connective tissue. Antiinflammatory agents ; Hydroxamic Acids - chemical synthesis ; Hydroxamic Acids - chemistry ; Hydroxamic Acids - pharmacology ; Medical sciences ; Metalloendopeptidases - antagonists & inhibitors ; Pharmacology. Drug treatments ; Protease Inhibitors - chemical synthesis ; Protease Inhibitors - chemistry ; Protease Inhibitors - pharmacology ; Structure-Activity Relationship ; Sulfonamides - chemistry</subject><ispartof>Bioorganic & medicinal chemistry letters, 2002-04, Vol.12 (8), p.1233-1235</ispartof><rights>2002 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c335t-5ab15a631b81f5a4da7f1801b4b1057977df23d9038aa8580d085c1592a763e73</citedby><cites>FETCH-LOGICAL-c335t-5ab15a631b81f5a4da7f1801b4b1057977df23d9038aa8580d085c1592a763e73</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=13584777$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/11934595$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>DANKWARDT, Sharon M</creatorcontrib><creatorcontrib>ABBOT, Sarah C</creatorcontrib><creatorcontrib>BROKA, Chris A</creatorcontrib><creatorcontrib>MARTIN, Robert L</creatorcontrib><creatorcontrib>CHAN, Christine S</creatorcontrib><creatorcontrib>SPRINGMAN, Eric B</creatorcontrib><creatorcontrib>VAN WART, Harold E</creatorcontrib><creatorcontrib>WALKER, Keith A. M</creatorcontrib><title>Amino acid derived sulfonamide hydroxamates as inhibitors of procollagen C-proteinase. Part 2: Solid-phase optimization of side chains</title><title>Bioorganic & medicinal chemistry letters</title><addtitle>Bioorg Med Chem Lett</addtitle><description>Optimization of the amino acid side chain and the N-alkyl group of the sulfonamide of amino acid derived sulfonamide hydroxamates is discussed. The solid-phase synthesis of these potent inhibitors of procollagen C-proteinase (PCP) is presented. In addition, novel carboxylic acid sulfonamides were discovered to be PCP inhibitors.</description><subject>Amino Acids - chemistry</subject><subject>Biological and medical sciences</subject><subject>Bone Morphogenetic Protein 1</subject><subject>Bone Morphogenetic Proteins - antagonists & inhibitors</subject><subject>Bones, joints and connective tissue. Antiinflammatory agents</subject><subject>Hydroxamic Acids - chemical synthesis</subject><subject>Hydroxamic Acids - chemistry</subject><subject>Hydroxamic Acids - pharmacology</subject><subject>Medical sciences</subject><subject>Metalloendopeptidases - antagonists & inhibitors</subject><subject>Pharmacology. Drug treatments</subject><subject>Protease Inhibitors - chemical synthesis</subject><subject>Protease Inhibitors - chemistry</subject><subject>Protease Inhibitors - pharmacology</subject><subject>Structure-Activity Relationship</subject><subject>Sulfonamides - chemistry</subject><issn>0960-894X</issn><issn>1464-3405</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2002</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpFkV1rFDEUhoModlv9CUpulHoxNZkkk4x3ZfELCi1UwbtwJsm4kZlkzZkV2x_Q3222XezV4Rye93y9hLzi7Iwz3r2_Zn3HGtPLH6esfccY57oxT8iKy042QjL1lKz-I0fkGPFXhSST8jk54rwXUvVqRe7O55gyBRc99aHEP8FT3E1jTjBHH-jmxpf8F2ZYAlJAGtMmDnHJBWke6bZkl6cJfoZE103NlhATYDijV1AW2n6g13mKvtluapHm7RLneAtLzGmvxv0At4GY8AV5NsKE4eUhnpDvnz5-W39pLi4_f12fXzROCLU0CgauoBN8MHxUID3okRvGBzlwpnSvtR9b4XsmDIBRhnlmlOOqb0F3ImhxQt4-9K27_t4FXOwc0YV6Qgp5h1ZzZWTfygqqB9CVjFjCaLclzlBuLGd2b4C9N8Duv2tZa-8NsKbqXh8G7IY5-EfV4eMVeHMAAB1MY4HkIj5yoi6gtRb_AHY1j7Y</recordid><startdate>20020422</startdate><enddate>20020422</enddate><creator>DANKWARDT, Sharon M</creator><creator>ABBOT, Sarah C</creator><creator>BROKA, Chris A</creator><creator>MARTIN, Robert L</creator><creator>CHAN, Christine S</creator><creator>SPRINGMAN, Eric B</creator><creator>VAN WART, Harold E</creator><creator>WALKER, Keith A. M</creator><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>7X8</scope></search><sort><creationdate>20020422</creationdate><title>Amino acid derived sulfonamide hydroxamates as inhibitors of procollagen C-proteinase. Part 2: Solid-phase optimization of side chains</title><author>DANKWARDT, Sharon M ; ABBOT, Sarah C ; BROKA, Chris A ; MARTIN, Robert L ; CHAN, Christine S ; SPRINGMAN, Eric B ; VAN WART, Harold E ; WALKER, Keith A. M</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c335t-5ab15a631b81f5a4da7f1801b4b1057977df23d9038aa8580d085c1592a763e73</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2002</creationdate><topic>Amino Acids - chemistry</topic><topic>Biological and medical sciences</topic><topic>Bone Morphogenetic Protein 1</topic><topic>Bone Morphogenetic Proteins - antagonists & inhibitors</topic><topic>Bones, joints and connective tissue. Antiinflammatory agents</topic><topic>Hydroxamic Acids - chemical synthesis</topic><topic>Hydroxamic Acids - chemistry</topic><topic>Hydroxamic Acids - pharmacology</topic><topic>Medical sciences</topic><topic>Metalloendopeptidases - antagonists & inhibitors</topic><topic>Pharmacology. Drug treatments</topic><topic>Protease Inhibitors - chemical synthesis</topic><topic>Protease Inhibitors - chemistry</topic><topic>Protease Inhibitors - pharmacology</topic><topic>Structure-Activity Relationship</topic><topic>Sulfonamides - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>DANKWARDT, Sharon M</creatorcontrib><creatorcontrib>ABBOT, Sarah C</creatorcontrib><creatorcontrib>BROKA, Chris A</creatorcontrib><creatorcontrib>MARTIN, Robert L</creatorcontrib><creatorcontrib>CHAN, Christine S</creatorcontrib><creatorcontrib>SPRINGMAN, Eric B</creatorcontrib><creatorcontrib>VAN WART, Harold E</creatorcontrib><creatorcontrib>WALKER, Keith A. M</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>MEDLINE - Academic</collection><jtitle>Bioorganic & medicinal chemistry letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>DANKWARDT, Sharon M</au><au>ABBOT, Sarah C</au><au>BROKA, Chris A</au><au>MARTIN, Robert L</au><au>CHAN, Christine S</au><au>SPRINGMAN, Eric B</au><au>VAN WART, Harold E</au><au>WALKER, Keith A. M</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Amino acid derived sulfonamide hydroxamates as inhibitors of procollagen C-proteinase. Part 2: Solid-phase optimization of side chains</atitle><jtitle>Bioorganic & medicinal chemistry letters</jtitle><addtitle>Bioorg Med Chem Lett</addtitle><date>2002-04-22</date><risdate>2002</risdate><volume>12</volume><issue>8</issue><spage>1233</spage><epage>1235</epage><pages>1233-1235</pages><issn>0960-894X</issn><eissn>1464-3405</eissn><abstract>Optimization of the amino acid side chain and the N-alkyl group of the sulfonamide of amino acid derived sulfonamide hydroxamates is discussed. The solid-phase synthesis of these potent inhibitors of procollagen C-proteinase (PCP) is presented. In addition, novel carboxylic acid sulfonamides were discovered to be PCP inhibitors.</abstract><cop>Oxford</cop><pub>Elsevier</pub><pmid>11934595</pmid><doi>10.1016/S0960-894X(02)00117-8</doi><tpages>3</tpages></addata></record> |
fulltext | fulltext |
identifier | ISSN: 0960-894X |
ispartof | Bioorganic & medicinal chemistry letters, 2002-04, Vol.12 (8), p.1233-1235 |
issn | 0960-894X 1464-3405 |
language | eng |
recordid | cdi_proquest_miscellaneous_71584924 |
source | MEDLINE; Elsevier ScienceDirect Journals Complete |
subjects | Amino Acids - chemistry Biological and medical sciences Bone Morphogenetic Protein 1 Bone Morphogenetic Proteins - antagonists & inhibitors Bones, joints and connective tissue. Antiinflammatory agents Hydroxamic Acids - chemical synthesis Hydroxamic Acids - chemistry Hydroxamic Acids - pharmacology Medical sciences Metalloendopeptidases - antagonists & inhibitors Pharmacology. Drug treatments Protease Inhibitors - chemical synthesis Protease Inhibitors - chemistry Protease Inhibitors - pharmacology Structure-Activity Relationship Sulfonamides - chemistry |
title | Amino acid derived sulfonamide hydroxamates as inhibitors of procollagen C-proteinase. Part 2: Solid-phase optimization of side chains |
url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-21T16%3A46%3A31IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Amino%20acid%20derived%20sulfonamide%20hydroxamates%20as%20inhibitors%20of%20procollagen%20C-proteinase.%20Part%202:%20Solid-phase%20optimization%20of%20side%20chains&rft.jtitle=Bioorganic%20&%20medicinal%20chemistry%20letters&rft.au=DANKWARDT,%20Sharon%20M&rft.date=2002-04-22&rft.volume=12&rft.issue=8&rft.spage=1233&rft.epage=1235&rft.pages=1233-1235&rft.issn=0960-894X&rft.eissn=1464-3405&rft_id=info:doi/10.1016/S0960-894X(02)00117-8&rft_dat=%3Cproquest_cross%3E71584924%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=71584924&rft_id=info:pmid/11934595&rfr_iscdi=true |