| pubmed-article:7636878 | rdf:type | pubmed:Citation | lld:pubmed |
| pubmed-article:7636878 | lifeskim:mentions | umls-concept:C0031673 | lld:lifeskim |
| pubmed-article:7636878 | lifeskim:mentions | umls-concept:C0220781 | lld:lifeskim |
| pubmed-article:7636878 | lifeskim:mentions | umls-concept:C0220825 | lld:lifeskim |
| pubmed-article:7636878 | lifeskim:mentions | umls-concept:C1883254 | lld:lifeskim |
| pubmed-article:7636878 | lifeskim:mentions | umls-concept:C0376211 | lld:lifeskim |
| pubmed-article:7636878 | lifeskim:mentions | umls-concept:C0205460 | lld:lifeskim |
| pubmed-article:7636878 | pubmed:issue | 16 | lld:pubmed |
| pubmed-article:7636878 | pubmed:dateCreated | 1995-9-14 | lld:pubmed |
| pubmed-article:7636878 | pubmed:abstractText | Radioiodinated phospholipid ethers have shown the remarkable ability to selectively accumulate in a variety of animal tumors as well as in human tumor xenografts. It has been suggested that this tumor avidity may arise as a consequence of metabolic differences between tumor and corresponding normal tissue. One such compound, 1-O-[12-(m-iodophenyl)dodecyl]-2-O-methyl-rac-glycero-3-phosphocholine (NM-294), contains a chiral center at the sn-2 position. The unnatural S- and natural R-enantiomers (4 and 5, respectively) of NM-294 were synthesized in order to provide further information on the mechanism(s) responsible for the tumor avidity of phospholipid ethers. In vitro cytotoxicity studies demonstrated a lack of stereospecificity. Biodistribution studies in rats bearing the Walker 256 tumor demonstrated the S- and R-isomers to have similar tissue uptake at 24 and 48 h after administration. Tumor-to-blood ratios at 24 h were 11.1 and 11.0 for the S- and R-isomers, respectively. In addition, gamma-camera scintigrams of tumor-bearing rats at various time points after iv administration of the S- and R-isomers did not show any qualitative differences in the distribution of radioactivity. Prior studies have shown that rac-NM-294 was not a substrate for phosphatidylcholine specific phospholipase C, but was a substrate for two forms of phospholipase D (PLD). Therefore, metabolism studies with 4 and 5 with various forms of PLD were performed. PLD from cabbage demonstrated a degree of stereoselectivity. In the presence of 1% ethanol, the R-isomer was metabolized to the greatest extent, followed by rac-NM-294 and the S-isomer. PLD isolated from Streptomyces chromofuscus failed to demonstrate any stereoselectivity. The results suggest that the mechanism(s) of retention of these compounds in tumors may not involve a highly stereoselective component. | lld:pubmed |
| pubmed-article:7636878 | pubmed:grant | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:7636878 | pubmed:language | eng | lld:pubmed |
| pubmed-article:7636878 | pubmed:journal | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:7636878 | pubmed:citationSubset | IM | lld:pubmed |
| pubmed-article:7636878 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:7636878 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:7636878 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:7636878 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:7636878 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:7636878 | pubmed:status | MEDLINE | lld:pubmed |
| pubmed-article:7636878 | pubmed:month | Aug | lld:pubmed |
| pubmed-article:7636878 | pubmed:issn | 0022-2623 | lld:pubmed |
| pubmed-article:7636878 | pubmed:author | pubmed-author:CounsellR ERE | lld:pubmed |
| pubmed-article:7636878 | pubmed:author | pubmed-author:GrossM DMD | lld:pubmed |
| pubmed-article:7636878 | pubmed:author | pubmed-author:FisherS JSJ | lld:pubmed |
| pubmed-article:7636878 | pubmed:author | pubmed-author:SkinnerR WRW | lld:pubmed |
| pubmed-article:7636878 | pubmed:author | pubmed-author:VIGLHH | lld:pubmed |
| pubmed-article:7636878 | pubmed:author | pubmed-author:WeichertJ PJP | lld:pubmed |
| pubmed-article:7636878 | pubmed:author | pubmed-author:PinchukA NAN | lld:pubmed |
| pubmed-article:7636878 | pubmed:author | pubmed-author:RampyM AMA | lld:pubmed |
| pubmed-article:7636878 | pubmed:issnType | Print | lld:pubmed |
| pubmed-article:7636878 | pubmed:day | 4 | lld:pubmed |
| pubmed-article:7636878 | pubmed:volume | 38 | lld:pubmed |
| pubmed-article:7636878 | pubmed:owner | NLM | lld:pubmed |
| pubmed-article:7636878 | pubmed:authorsComplete | Y | lld:pubmed |
| pubmed-article:7636878 | pubmed:pagination | 3156-62 | lld:pubmed |
| pubmed-article:7636878 | pubmed:dateRevised | 2007-11-14 | lld:pubmed |
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| pubmed-article:7636878 | pubmed:meshHeading | pubmed-meshheading:7636878-... | lld:pubmed |
| pubmed-article:7636878 | pubmed:year | 1995 | lld:pubmed |
| pubmed-article:7636878 | pubmed:articleTitle | Synthesis and biological evaluation of radioiodinated phospholipid ether stereoisomers. | lld:pubmed |
| pubmed-article:7636878 | pubmed:affiliation | Department of Pharmacology, University of Michigan Medical School, Ann Arbor 48109-0632, USA. | lld:pubmed |
| pubmed-article:7636878 | pubmed:publicationType | Journal Article | lld:pubmed |
| pubmed-article:7636878 | pubmed:publicationType | Research Support, U.S. Gov't, P.H.S. | lld:pubmed |
| http://linkedlifedata.com/r... | http://linkedlifedata.com/r... | pubmed-article:7636878 | lld:chembl |
| http://linkedlifedata.com/r... | pubmed:referesTo | pubmed-article:7636878 | lld:pubmed |
