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rdf:type |
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lifeskim:mentions |
umls-concept:C0003451,
umls-concept:C0019704,
umls-concept:C0031957,
umls-concept:C0185023,
umls-concept:C0237497,
umls-concept:C0243072,
umls-concept:C0243077,
umls-concept:C0449255,
umls-concept:C0449774,
umls-concept:C1280500,
umls-concept:C1314972,
umls-concept:C1555721,
umls-concept:C1706204,
umls-concept:C1947904,
umls-concept:C1999228,
umls-concept:C2603343,
umls-concept:C2825781
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pubmed:issue |
17
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pubmed:dateCreated |
2009-8-17
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pubmed:abstractText |
4-Fluoro- and 4-methoxy-1-(4-benzoylpiperazin-1-yl)-2-(1H-indol-3-yl)ethane-1,2-dione (2 and 3, respectively) have been characterized as potent inhibitors of HIV-1 attachment that interfere with the interaction of viral gp120 with the host cell receptor CD4. As part of an effort to understand fundamental aspects of this pharmacophore, discovered originally using a high throughput cell-based screen, modification and substitution of the piperazine ring was examined in the context of compounds 6a-ah. The piperazine ring was shown to be a critical element of the HIV-1 attachment inhibiting pharmacophore, acting as a scaffold to deploy the indole glyoxamide and benzamide in a topographical relationship that complements the binding site on gp120.
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pubmed:commentsCorrections |
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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 |
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pubmed:status |
MEDLINE
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pubmed:month |
Sep
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pubmed:issn |
1464-3405
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pubmed:author |
pubmed-author:BlairWade SWS,
pubmed-author:GongYi-FeiYF,
pubmed-author:HugWW,
pubmed-author:KadowJohn FJF,
pubmed-author:LinPin-FangPF,
pubmed-author:MeanwellNicholas ANA,
pubmed-author:ParkerDawn DiGiugnoDD,
pubmed-author:RobinsonBrett ABA,
pubmed-author:ShiPei-YongPY,
pubmed-author:SpicerTimothy PTP,
pubmed-author:WangTaoT,
pubmed-author:WuDedongD,
pubmed-author:YamanakaGregoryG,
pubmed-author:YangZhengZ,
pubmed-author:YinZhiweiZ,
pubmed-author:ZadjuraLisaL,
pubmed-author:ZhangZhongxingZ
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pubmed:issnType |
Electronic
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pubmed:day |
1
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pubmed:volume |
19
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
5140-5
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pubmed:dateRevised |
2010-6-2
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pubmed:meshHeading |
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pubmed:year |
2009
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pubmed:articleTitle |
Inhibitors of HIV-1 attachment. Part 4: A study of the effect of piperazine substitution patterns on antiviral potency in the context of indole-based derivatives.
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pubmed:affiliation |
Department of Chemistry, Bristol-Myers Squibb Research and Development, 5 Research Parkway, Wallingford, CT 06492, USA. Tao.Wang@bms.com
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pubmed:publicationType |
Journal Article
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