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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
7
|
pubmed:dateCreated |
1995-5-11
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pubmed:abstractText |
A series of alkyl lysophospholipid (ALP) analogs of ET-18-OCH3 (1-O-octadecyl-2-O-methyl-rac-glycero-3-phosphocholine) containing modifications in the long C-1 chain has been synthesized and evaluated in human tumor cell line cytotoxicity assays. The compounds have also been evaluated in platelet activating factor (PAF) receptor agonism and hemolysis tests. Two modifications have been studied, introduction of a carbonyl group at different positions of the C-1 chain and branching of this chain, in some compounds with incorporation of a phenyl group. Several compounds showed a cytotoxic potency comparable to that of the reference compound ET-18-OCH3, associated with reduced proaggregating and hemolytic effects. The two enantiomers of 1-O-(7-oxooctadecyl)-2-O-methyl-rac-glycero-3-phosphocholine (2) showed the same level of cytotoxicity or antiproliferative activity, with the PAF-agonistic effect confined to R-2. The very low stereoselectivity found in the in vitro cytotoxicity confirms earlier results and indicates a lack of stereospecific interactions with a macromolecular target.
|
pubmed:language |
eng
|
pubmed:journal | |
pubmed:citationSubset |
IM
|
pubmed:chemical | |
pubmed:status |
MEDLINE
|
pubmed:month |
Mar
|
pubmed:issn |
0022-2623
|
pubmed:author | |
pubmed:issnType |
Print
|
pubmed:day |
31
|
pubmed:volume |
38
|
pubmed:owner |
NLM
|
pubmed:authorsComplete |
Y
|
pubmed:pagination |
1216-28
|
pubmed:dateRevised |
2008-11-21
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pubmed:meshHeading |
pubmed-meshheading:7707324-Animals,
pubmed-meshheading:7707324-Cell Division,
pubmed-meshheading:7707324-Cell Survival,
pubmed-meshheading:7707324-Chemistry, Physical,
pubmed-meshheading:7707324-Growth Inhibitors,
pubmed-meshheading:7707324-Hemolysis,
pubmed-meshheading:7707324-Humans,
pubmed-meshheading:7707324-Lysophospholipids,
pubmed-meshheading:7707324-Physicochemical Phenomena,
pubmed-meshheading:7707324-Platelet Activating Factor,
pubmed-meshheading:7707324-Rabbits,
pubmed-meshheading:7707324-Structure-Activity Relationship,
pubmed-meshheading:7707324-Tumor Cells, Cultured
|
pubmed:year |
1995
|
pubmed:articleTitle |
Synthesis of alkyl chain-modified ether lipids and evaluation of their in vitro cytotoxicity.
|
pubmed:affiliation |
Research and Development, Laboratorios Menarini SA, Badalona, Spain.
|
pubmed:publicationType |
Journal Article,
In Vitro,
Research Support, Non-U.S. Gov't
|