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rdf:type |
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lifeskim:mentions |
umls-concept:C0031951,
umls-concept:C0058171,
umls-concept:C0220781,
umls-concept:C0220908,
umls-concept:C0439855,
umls-concept:C0682972,
umls-concept:C1367690,
umls-concept:C1426330,
umls-concept:C1428424,
umls-concept:C1441547,
umls-concept:C1521840,
umls-concept:C1883254,
umls-concept:C2348042
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pubmed:issue |
23
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pubmed:dateCreated |
2006-11-3
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pubmed:abstractText |
A convergent approach to highly functionalized diketopiperazines (DKPs) using enantioenriched pipecolic acids is described. Scandium triflate-catalyzed [4 + 2] aza-annulation was employed to produce stereochemically well-defined building blocks. A resin "catch and release" strategy was devised to convert annulation products to pipecolic acid monomers. Complex diketopiperazines were efficiently assembled utilizing one-pot cyclodimerization of pipecolic acids. Massively parallel screening of the complex DKPs against a panel of molecular targets identified novel ligands for a number of G-protein-coupled receptors (GPCRs).
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pubmed:grant |
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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 |
Nov
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pubmed:issn |
0022-3263
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pubmed:author |
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pubmed:issnType |
Print
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pubmed:day |
10
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pubmed:volume |
71
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
8934-45
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pubmed:dateRevised |
2007-11-15
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pubmed:meshHeading |
pubmed-meshheading:17081025-Aza Compounds,
pubmed-meshheading:17081025-Catalysis,
pubmed-meshheading:17081025-Combinatorial Chemistry Techniques,
pubmed-meshheading:17081025-Crystallography, X-Ray,
pubmed-meshheading:17081025-Diketopiperazines,
pubmed-meshheading:17081025-Drug Evaluation, Preclinical,
pubmed-meshheading:17081025-Models, Molecular,
pubmed-meshheading:17081025-Molecular Conformation,
pubmed-meshheading:17081025-Pipecolic Acids,
pubmed-meshheading:17081025-Piperazines,
pubmed-meshheading:17081025-Receptors, G-Protein-Coupled,
pubmed-meshheading:17081025-Stereoisomerism,
pubmed-meshheading:17081025-Structure-Activity Relationship
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pubmed:year |
2006
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pubmed:articleTitle |
Convergent synthesis of complex diketopiperazines derived from pipecolic acid scaffolds and parallel screening against GPCR targets.
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pubmed:affiliation |
Department of Chemistry and Center for Chemical Methodology and Library Development (CMLD-BU), Boston University, 590 Commonwealth Avenue, Boston, Massachusetts 02215, USA.
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pubmed:publicationType |
Journal Article,
Research Support, N.I.H., Extramural
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