pubmed-article:8893848 | rdf:type | pubmed:Citation | lld:pubmed |
pubmed-article:8893848 | lifeskim:mentions | umls-concept:C1257890 | lld:lifeskim |
pubmed-article:8893848 | lifeskim:mentions | umls-concept:C0018670 | lld:lifeskim |
pubmed-article:8893848 | lifeskim:mentions | umls-concept:C1172779 | lld:lifeskim |
pubmed-article:8893848 | lifeskim:mentions | umls-concept:C0023688 | lld:lifeskim |
pubmed-article:8893848 | lifeskim:mentions | umls-concept:C0243071 | lld:lifeskim |
pubmed-article:8893848 | lifeskim:mentions | umls-concept:C0211726 | lld:lifeskim |
pubmed-article:8893848 | pubmed:issue | 22 | lld:pubmed |
pubmed-article:8893848 | pubmed:dateCreated | 1996-12-10 | lld:pubmed |
pubmed-article:8893848 | pubmed:abstractText | Several analogs of an endogenous cannabimimetic, arachidonylethanolamide (anandamide), were synthesized to study the structural requirements of the ethanolamide head group. CB1 receptor affinities of the analogs were evaluated by a standard receptor binding assay using tritiated CP-55,940 as the radioligand and compared to anandamide which was shown to have a Ki of 78 nM. Replacement of the amide carbonyl oxygen by a sulfur atom had a detrimental effect on the CB1 affinity. The thio analogs of both anandamide and (R)-methanandamide showed very weak affinity for CB1. The secondary nature of the amidic nitrogen was also shown to be important for affinity, indicating a possible hydrogen-bonding interaction between the amide NH and the receptor. Introduction of a phenolic moiety in the head group resulted in the loss of receptor affinity except when a methylene spacer was introduced between the amidic nitrogen and the phenol. A select group of analogs were also tested for their affinity for the CB2 receptor using a mouse spleen preparation and were found to possess low affinities for the CB2 sites. Notably, anandamide and (R)-methanandamide demonstrated high selectivity for the CB1 receptor. Overall, the data presented here show that structural requirements of the head group of anandamide are rather stringent. | lld:pubmed |
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pubmed-article:8893848 | pubmed:grant | http://linkedlifedata.com/r... | lld:pubmed |
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pubmed-article:8893848 | pubmed:language | eng | lld:pubmed |
pubmed-article:8893848 | pubmed:journal | http://linkedlifedata.com/r... | lld:pubmed |
pubmed-article:8893848 | pubmed:citationSubset | IM | lld:pubmed |
pubmed-article:8893848 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
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pubmed-article:8893848 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
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pubmed-article:8893848 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
pubmed-article:8893848 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
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pubmed-article:8893848 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
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pubmed-article:8893848 | pubmed:status | MEDLINE | lld:pubmed |
pubmed-article:8893848 | pubmed:month | Oct | lld:pubmed |
pubmed-article:8893848 | pubmed:issn | 0022-2623 | lld:pubmed |
pubmed-article:8893848 | pubmed:author | pubmed-author:LimRR | lld:pubmed |
pubmed-article:8893848 | pubmed:author | pubmed-author:MennSS | lld:pubmed |
pubmed-article:8893848 | pubmed:author | pubmed-author:MakriyannisAA | lld:pubmed |
pubmed-article:8893848 | pubmed:author | pubmed-author:FanPP | lld:pubmed |
pubmed-article:8893848 | pubmed:author | pubmed-author:HillW AWA | lld:pubmed |
pubmed-article:8893848 | pubmed:author | pubmed-author:AbadjiVV | lld:pubmed |
pubmed-article:8893848 | pubmed:author | pubmed-author:KhanolkarA... | lld:pubmed |
pubmed-article:8893848 | pubmed:author | pubmed-author:TahaGG | lld:pubmed |
pubmed-article:8893848 | pubmed:author | pubmed-author:AbouzidKK | lld:pubmed |
pubmed-article:8893848 | pubmed:issnType | Print | lld:pubmed |
pubmed-article:8893848 | pubmed:day | 25 | lld:pubmed |
pubmed-article:8893848 | pubmed:volume | 39 | lld:pubmed |
pubmed-article:8893848 | pubmed:owner | NLM | lld:pubmed |
pubmed-article:8893848 | pubmed:authorsComplete | Y | lld:pubmed |
pubmed-article:8893848 | pubmed:pagination | 4515-9 | lld:pubmed |
pubmed-article:8893848 | pubmed:dateRevised | 2009-9-4 | lld:pubmed |
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pubmed-article:8893848 | pubmed:meshHeading | pubmed-meshheading:8893848-... | lld:pubmed |
pubmed-article:8893848 | pubmed:year | 1996 | lld:pubmed |
pubmed-article:8893848 | pubmed:articleTitle | Head group analogs of arachidonylethanolamide, the endogenous cannabinoid ligand. | lld:pubmed |
pubmed-article:8893848 | pubmed:affiliation | Department of Pharmaceutical Sciences, University of Connecticut, Storrs 06269, USA. | lld:pubmed |
pubmed-article:8893848 | pubmed:publicationType | Journal Article | lld:pubmed |
pubmed-article:8893848 | pubmed:publicationType | Research Support, U.S. Gov't, P.H.S. | lld:pubmed |
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