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rdf:type |
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lifeskim:mentions |
umls-concept:C0022173,
umls-concept:C0033634,
umls-concept:C0037791,
umls-concept:C0043791,
umls-concept:C0178696,
umls-concept:C0243071,
umls-concept:C0243126,
umls-concept:C0392756,
umls-concept:C0598631,
umls-concept:C1167622,
umls-concept:C1513371,
umls-concept:C1552861,
umls-concept:C1707494
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pubmed:issue |
25
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pubmed:dateCreated |
2001-11-30
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pubmed:abstractText |
An approach to reduce the log P in a series of diacylglycerol (DAG)-lactones known for their high binding affinity for protein kinase C (PK-C) is presented. Branched alkyl groups with reduced lipophilicity were selected and combined with the replacement of the ester or lactone oxygens by NH or NOH groups. Compound 6a with an isosteric N-hydroxyl amide arm represents the most potent and least lipophilic DAG analogue known to date.
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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 |
Dec
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pubmed:issn |
0022-2623
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pubmed:author |
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pubmed:issnType |
Print
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pubmed:day |
6
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pubmed:volume |
44
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
4309-12
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pubmed:dateRevised |
2007-11-15
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pubmed:meshHeading |
pubmed-meshheading:11728178-4-Butyrolactone,
pubmed-meshheading:11728178-Diglycerides,
pubmed-meshheading:11728178-Drug Design,
pubmed-meshheading:11728178-Hydroxamic Acids,
pubmed-meshheading:11728178-Isoenzymes,
pubmed-meshheading:11728178-Lactones,
pubmed-meshheading:11728178-Ligands,
pubmed-meshheading:11728178-Models, Molecular,
pubmed-meshheading:11728178-Molecular Conformation,
pubmed-meshheading:11728178-Protein Binding,
pubmed-meshheading:11728178-Protein Kinase C,
pubmed-meshheading:11728178-Structure-Activity Relationship
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pubmed:year |
2001
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pubmed:articleTitle |
Conformationally constrained analogues of diacylglycerol. 18. The incorporation of a hydroxamate moiety into diacylglycerol-lactones reduces lipophilicity and helps discriminate between sn-1 and sn-2 binding modes to protein kinase C (PK-C). Implications for isozyme specificity.
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pubmed:affiliation |
Laboratory of Medicinal Chemistry, College of Pharmacy, Seoul National University, Shinlin Dong, Kwanak-ku, Seoul 151-742, South Korea. jeewoo@snu.ac.kr
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
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