Source:http://linkedlifedata.com/resource/pubmed/id/16610783
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| Predicate | Object |
|---|---|
| rdf:type | |
| lifeskim:mentions | |
| pubmed:issue |
8
|
| pubmed:dateCreated |
2006-4-13
|
| pubmed:abstractText |
A practical synthetic route to novel vitamin D antagonists of DLAM (1alpha,25-dihydroxyvitamin D(3)-26,23-lactam) was developed from vitamin D(2) via the 1,3-dipolar cycloaddition reaction as a key step. Six DLAM derivatives (24 compounds) with a variety of nitrogen substituents and stereochemistries at C23 and C25 were synthesized. Among these new derivatives, (23S,25S)-DLAM isomers bound effectively to VDRs and showed antagonistic activity in the HL-60 cell differentiation inhibition assay. The importance of the substituent on the nitrogen of DLAMs for antagonistic activity was also suggested by computational docking studies.
|
| pubmed:language |
eng
|
| pubmed:journal | |
| pubmed:citationSubset |
IM
|
| pubmed:chemical | |
| pubmed:status |
MEDLINE
|
| pubmed:month |
Apr
|
| pubmed:issn |
0022-2623
|
| pubmed:author | |
| pubmed:issnType |
Print
|
| pubmed:day |
20
|
| pubmed:volume |
49
|
| pubmed:owner |
NLM
|
| pubmed:authorsComplete |
Y
|
| pubmed:pagination |
2398-406
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| pubmed:dateRevised |
2006-11-15
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| pubmed:meshHeading |
pubmed-meshheading:16610783-Animals,
pubmed-meshheading:16610783-Binding Sites,
pubmed-meshheading:16610783-COS Cells,
pubmed-meshheading:16610783-Calcitriol,
pubmed-meshheading:16610783-Cell Differentiation,
pubmed-meshheading:16610783-Cercopithecus aethiops,
pubmed-meshheading:16610783-Computational Biology,
pubmed-meshheading:16610783-Crystallography, X-Ray,
pubmed-meshheading:16610783-Drug Design,
pubmed-meshheading:16610783-HL-60 Cells,
pubmed-meshheading:16610783-Humans,
pubmed-meshheading:16610783-Lactams,
pubmed-meshheading:16610783-Models, Molecular,
pubmed-meshheading:16610783-Molecular Conformation,
pubmed-meshheading:16610783-Protein Structure, Secondary,
pubmed-meshheading:16610783-Stereoisomerism,
pubmed-meshheading:16610783-Structure-Activity Relationship,
pubmed-meshheading:16610783-Vitamin D
|
| pubmed:year |
2006
|
| pubmed:articleTitle |
Practical synthesis and evaluation of the biological activities of 1alpha,25-dihydroxyvitamin D3 antagonists, 1alpha,25-dihydroxyvitamin D3-26,23-lactams. Designed on the basis of the helix 12-folding inhibition hypothesis.
|
| pubmed:affiliation |
Institute of Molecular and Cellular Biosciences, University of Tokyo, 1-1-1 Yayoi, Bunkyo-ku, Tokyo 113-0032, Japan.
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| pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
|