5'-[2-(2-nitrophenyl)-2-methylpropionyl]-2'-deoxy-5-fluorouridine as a potential bioreductively activated prodrug of FUDR: Synthesis, stability and reductive activation
5'-[2-(2-Nitrophenyl)-2-methylpropionyl]-2'-deoxy-5-fluorouridine was synthesized as a potential bioreductively activated prodrug of 5-fluoro-2'-deoxyuridine (FUDR). The target compound was stable in both phosphate buffer and human serum and was found to release quickly the parent dru...
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Veröffentlicht in: | Bioorganic & medicinal chemistry letters 2000-04, Vol.10 (8), p.797-800 |
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creator | LONGQIN HU BIN LIU HACKING, D. R |
description | 5'-[2-(2-Nitrophenyl)-2-methylpropionyl]-2'-deoxy-5-fluorouridine was synthesized as a potential bioreductively activated prodrug of 5-fluoro-2'-deoxyuridine (FUDR). The target compound was stable in both phosphate buffer and human serum and was found to release quickly the parent drug FUDR in quantitative yield upon mild chemical reduction. |
doi_str_mv | 10.1016/S0960-894X(00)00108-6 |
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The target compound was stable in both phosphate buffer and human serum and was found to release quickly the parent drug FUDR in quantitative yield upon mild chemical reduction.</description><identifier>ISSN: 0960-894X</identifier><identifier>EISSN: 1464-3405</identifier><identifier>DOI: 10.1016/S0960-894X(00)00108-6</identifier><identifier>PMID: 10782689</identifier><language>eng</language><publisher>Oxford: Elsevier</publisher><subject>Antineoplastic agents ; Biological and medical sciences ; Biological Availability ; Biotransformation ; Drug Stability ; Floxuridine - analogs & derivatives ; Floxuridine - chemical synthesis ; Floxuridine - chemistry ; Floxuridine - pharmacokinetics ; General aspects ; Humans ; Medical sciences ; Oxidation-Reduction ; Pharmacology. Drug treatments ; Prodrugs - pharmacokinetics</subject><ispartof>Bioorganic & medicinal chemistry letters, 2000-04, Vol.10 (8), p.797-800</ispartof><rights>2000 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c334t-5d6bc25effc18c027b3d13ad1f517ffaee3153b71922d348fe458d30dec1ef9c3</citedby><cites>FETCH-LOGICAL-c334t-5d6bc25effc18c027b3d13ad1f517ffaee3153b71922d348fe458d30dec1ef9c3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=1342947$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/10782689$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>LONGQIN HU</creatorcontrib><creatorcontrib>BIN LIU</creatorcontrib><creatorcontrib>HACKING, D. R</creatorcontrib><title>5'-[2-(2-nitrophenyl)-2-methylpropionyl]-2'-deoxy-5-fluorouridine as a potential bioreductively activated prodrug of FUDR: Synthesis, stability and reductive activation</title><title>Bioorganic & medicinal chemistry letters</title><addtitle>Bioorg Med Chem Lett</addtitle><description>5'-[2-(2-Nitrophenyl)-2-methylpropionyl]-2'-deoxy-5-fluorouridine was synthesized as a potential bioreductively activated prodrug of 5-fluoro-2'-deoxyuridine (FUDR). The target compound was stable in both phosphate buffer and human serum and was found to release quickly the parent drug FUDR in quantitative yield upon mild chemical reduction.</description><subject>Antineoplastic agents</subject><subject>Biological and medical sciences</subject><subject>Biological Availability</subject><subject>Biotransformation</subject><subject>Drug Stability</subject><subject>Floxuridine - analogs & derivatives</subject><subject>Floxuridine - chemical synthesis</subject><subject>Floxuridine - chemistry</subject><subject>Floxuridine - pharmacokinetics</subject><subject>General aspects</subject><subject>Humans</subject><subject>Medical sciences</subject><subject>Oxidation-Reduction</subject><subject>Pharmacology. Drug treatments</subject><subject>Prodrugs - pharmacokinetics</subject><issn>0960-894X</issn><issn>1464-3405</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2000</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpNkduKFDEQhoMo7rr6CEouZA9gNKc-eSerq8KC4LogiIR0UnEimc6YpMV-Ix_TzM64elVF8f1VP_Uj9JjR54yy9sUVHVpK-kF-PqX0jFJGe9LeQYdMtpIISZu76PAWOUAPcv5eIUmlvI8OGO163vbDIfrdnJAvnJxyMvmS4mYF0xLOCCdrKKslbOrIxzr6SvgJsRB_LaQhLswxxTl56yfAOmONN7HAVLwOePQxgZ1N8T8hLFhvG13A4rrLpvkbjg5fXL_--BJfLVNZQfb5Gc5Fjz74UvnJ4lv9X3W18BDdczpkeLSvR-j64s2n83fk8sPb9-evLokRQhbS2HY0vAHnDOsN5d0oLBPaMtewzjkNIFgjxo4NnFshewey6a2gFgwDNxhxhI53e6vdHzPkotY-GwhBTxDnrDpGW8p5V8FmB5oUc07g1Cb5tU6LYlRtI1I3Eant_xWl6iYi1Vbdk_2BeVyD_U-1y6QCT_eAzkYHl_RkfP7HCckH2Yk_jbKdCw</recordid><startdate>20000417</startdate><enddate>20000417</enddate><creator>LONGQIN HU</creator><creator>BIN LIU</creator><creator>HACKING, D. 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R</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c334t-5d6bc25effc18c027b3d13ad1f517ffaee3153b71922d348fe458d30dec1ef9c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2000</creationdate><topic>Antineoplastic agents</topic><topic>Biological and medical sciences</topic><topic>Biological Availability</topic><topic>Biotransformation</topic><topic>Drug Stability</topic><topic>Floxuridine - analogs & derivatives</topic><topic>Floxuridine - chemical synthesis</topic><topic>Floxuridine - chemistry</topic><topic>Floxuridine - pharmacokinetics</topic><topic>General aspects</topic><topic>Humans</topic><topic>Medical sciences</topic><topic>Oxidation-Reduction</topic><topic>Pharmacology. Drug treatments</topic><topic>Prodrugs - pharmacokinetics</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>LONGQIN HU</creatorcontrib><creatorcontrib>BIN LIU</creatorcontrib><creatorcontrib>HACKING, D. R</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>LONGQIN HU</au><au>BIN LIU</au><au>HACKING, D. 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The target compound was stable in both phosphate buffer and human serum and was found to release quickly the parent drug FUDR in quantitative yield upon mild chemical reduction.</abstract><cop>Oxford</cop><pub>Elsevier</pub><pmid>10782689</pmid><doi>10.1016/S0960-894X(00)00108-6</doi><tpages>4</tpages></addata></record> |
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ispartof | Bioorganic & medicinal chemistry letters, 2000-04, Vol.10 (8), p.797-800 |
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source | MEDLINE; Access via ScienceDirect (Elsevier) |
subjects | Antineoplastic agents Biological and medical sciences Biological Availability Biotransformation Drug Stability Floxuridine - analogs & derivatives Floxuridine - chemical synthesis Floxuridine - chemistry Floxuridine - pharmacokinetics General aspects Humans Medical sciences Oxidation-Reduction Pharmacology. Drug treatments Prodrugs - pharmacokinetics |
title | 5'-[2-(2-nitrophenyl)-2-methylpropionyl]-2'-deoxy-5-fluorouridine as a potential bioreductively activated prodrug of FUDR: Synthesis, stability and reductive activation |
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