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rdf:type |
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lifeskim:mentions |
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pubmed:issue |
7
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pubmed:dateCreated |
2005-3-24
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pubmed:abstractText |
[reaction: see text] Both 6'- and 4'-fluoro-glycosylated indolo[2,3-a]carbazoles are substrates for base-induced loss of fluorine as a leaving group from sp3 carbon. In the case of alpha-N-glycosylated substrate 3, loss of fluorine from the 6'-position leads to 3,6-anhydroglucose analogue 1. A novel N12,N13-bridged sugar analogue 2 results from loss of 4'-fluorine from beta-N-glycosylated analogue 4. Both analogues 1 and 2 display topo I inhibitory potencies similar to camptothecin.
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pubmed:language |
eng
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pubmed:journal |
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pubmed:citationSubset |
IM
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pubmed:chemical |
http://linkedlifedata.com/resource/pubmed/chemical/Carbazoles,
http://linkedlifedata.com/resource/pubmed/chemical/Carbon,
http://linkedlifedata.com/resource/pubmed/chemical/Enzyme Inhibitors,
http://linkedlifedata.com/resource/pubmed/chemical/Fluorine,
http://linkedlifedata.com/resource/pubmed/chemical/Glycosides,
http://linkedlifedata.com/resource/pubmed/chemical/Heterocyclic Compounds, Bridged-Ring,
http://linkedlifedata.com/resource/pubmed/chemical/Hydrocarbons, Fluorinated,
http://linkedlifedata.com/resource/pubmed/chemical/Indoles,
http://linkedlifedata.com/resource/pubmed/chemical/Topoisomerase I Inhibitors
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pubmed:status |
MEDLINE
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pubmed:month |
Mar
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pubmed:issn |
1523-7060
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pubmed:author |
pubmed-author:BalasubramanianBalu NBN,
pubmed-author:FairchildCraig RCR,
pubmed-author:FrennessonDavid BDB,
pubmed-author:HuangStellaS,
pubmed-author:HugWW,
pubmed-author:LangleyDavid RDR,
pubmed-author:LongByron HBH,
pubmed-author:RuedigerEdwardE,
pubmed-author:SaulnierMark GMG,
pubmed-author:St LaurentDenis RDR,
pubmed-author:VyasDolatrai MDM,
pubmed-author:WuDedongD,
pubmed-author:ZimmermannKurtK
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pubmed:issnType |
Print
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pubmed:day |
31
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pubmed:volume |
7
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
1271-4
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pubmed:dateRevised |
2010-11-18
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pubmed:meshHeading |
pubmed-meshheading:15787484-Animals,
pubmed-meshheading:15787484-Carbazoles,
pubmed-meshheading:15787484-Carbon,
pubmed-meshheading:15787484-Enzyme Inhibitors,
pubmed-meshheading:15787484-Fluorine,
pubmed-meshheading:15787484-Glycosides,
pubmed-meshheading:15787484-Heterocyclic Compounds, Bridged-Ring,
pubmed-meshheading:15787484-Hydrocarbons, Fluorinated,
pubmed-meshheading:15787484-Indoles,
pubmed-meshheading:15787484-Leukemia P388,
pubmed-meshheading:15787484-Molecular Conformation,
pubmed-meshheading:15787484-Molecular Structure,
pubmed-meshheading:15787484-Structure-Activity Relationship,
pubmed-meshheading:15787484-Topoisomerase I Inhibitors
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pubmed:year |
2005
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pubmed:articleTitle |
Novel 3',6'-anhydro and N12,N13-bridged glycosylated fluoroindolo[2,3-a]carbazoles as topoisomerase I inhibitors. Fluorine as a leaving group from sp3 carbon.
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pubmed:affiliation |
Discovery Chemistry, Bristol-Myers Squibb Pharmaceutical Research Institute, 5 Research Parkway, Wallingford, Connecticut 06492, USA. mark.saulnier@bms.com
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pubmed:publicationType |
Journal Article
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