| pubmed-article:16884312 | rdf:type | pubmed:Citation | lld:pubmed |
| pubmed-article:16884312 | lifeskim:mentions | umls-concept:C0034804 | lld:lifeskim |
| pubmed-article:16884312 | lifeskim:mentions | umls-concept:C0220781 | lld:lifeskim |
| pubmed-article:16884312 | lifeskim:mentions | umls-concept:C1167622 | lld:lifeskim |
| pubmed-article:16884312 | lifeskim:mentions | umls-concept:C1516769 | lld:lifeskim |
| pubmed-article:16884312 | lifeskim:mentions | umls-concept:C1883254 | lld:lifeskim |
| pubmed-article:16884312 | lifeskim:mentions | umls-concept:C0681842 | lld:lifeskim |
| pubmed-article:16884312 | lifeskim:mentions | umls-concept:C1621296 | lld:lifeskim |
| pubmed-article:16884312 | lifeskim:mentions | umls-concept:C1880157 | lld:lifeskim |
| pubmed-article:16884312 | lifeskim:mentions | umls-concept:C1513371 | lld:lifeskim |
| pubmed-article:16884312 | lifeskim:mentions | umls-concept:C0243072 | lld:lifeskim |
| pubmed-article:16884312 | pubmed:issue | 16 | lld:pubmed |
| pubmed-article:16884312 | pubmed:dateCreated | 2006-8-3 | lld:pubmed |
| pubmed-article:16884312 | pubmed:abstractText | N-Me-anthranylaldoximes possess a hydrogen-bonded pseudocyclic A' ring in place of the typical phenolic A-ring that is characteristic of most estrogen receptor (ER) ligands. We have investigated the role played by substituents introduced into either one or both of the peripheral 3- and 4-phenyl rings in modulating ER binding affinity. An efficient synthetic strategy was employed for the preparation of differentially substituted 3- and 4-aryl derivatives that involved exploiting the different reactivity of bromo- versus chloro-aryl groups in palladium-catalyzed cross-couplings. The binding data showed that ERalpha affinity could be improved by a single p-OH group in the 4-phenyl ring, whereas the same substitution on the 3-phenyl ring caused a dramatic reduction of ERbeta affinity. The most ERalpha-selective compound was the one with two p-OH groups on both phenyl substituents. To rationalize these results, ligand docking followed by molecular mechanics Poisson-Boltzmann/surface area (MM-PBSA) studies were carried out. These analyses suggested a molecular basis for the interaction of these compounds with the ERs and enabled the development of models able to predict the mode of ligand binding. | lld:pubmed |
| pubmed-article:16884312 | pubmed:grant | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:16884312 | pubmed:grant | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:16884312 | pubmed:grant | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:16884312 | pubmed:language | eng | lld:pubmed |
| pubmed-article:16884312 | pubmed:journal | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:16884312 | pubmed:citationSubset | IM | lld:pubmed |
| pubmed-article:16884312 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:16884312 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:16884312 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:16884312 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:16884312 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:16884312 | pubmed:status | MEDLINE | lld:pubmed |
| pubmed-article:16884312 | pubmed:month | Aug | lld:pubmed |
| pubmed-article:16884312 | pubmed:issn | 0022-2623 | lld:pubmed |
| pubmed-article:16884312 | pubmed:author | pubmed-author:Katzenellenbo... | lld:pubmed |
| pubmed-article:16884312 | pubmed:author | pubmed-author:MartinelliAdr... | lld:pubmed |
| pubmed-article:16884312 | pubmed:author | pubmed-author:BertiniSimone... | lld:pubmed |
| pubmed-article:16884312 | pubmed:author | pubmed-author:RapposelliSim... | lld:pubmed |
| pubmed-article:16884312 | pubmed:author | pubmed-author:MinutoloFilip... | lld:pubmed |
| pubmed-article:16884312 | pubmed:author | pubmed-author:OrtoreGabriel... | lld:pubmed |
| pubmed-article:16884312 | pubmed:author | pubmed-author:MacchiaMarcoM | lld:pubmed |
| pubmed-article:16884312 | pubmed:author | pubmed-author:CarlsonKathry... | lld:pubmed |
| pubmed-article:16884312 | pubmed:author | pubmed-author:PlacanicaGior... | lld:pubmed |
| pubmed-article:16884312 | pubmed:author | pubmed-author:TuccinardiTiz... | lld:pubmed |
| pubmed-article:16884312 | pubmed:author | pubmed-author:ProtaGiovanni... | lld:pubmed |
| pubmed-article:16884312 | pubmed:issnType | Print | lld:pubmed |
| pubmed-article:16884312 | pubmed:day | 10 | lld:pubmed |
| pubmed-article:16884312 | pubmed:volume | 49 | lld:pubmed |
| pubmed-article:16884312 | pubmed:owner | NLM | lld:pubmed |
| pubmed-article:16884312 | pubmed:authorsComplete | Y | lld:pubmed |
| pubmed-article:16884312 | pubmed:pagination | 5001-12 | lld:pubmed |
| pubmed-article:16884312 | pubmed:dateRevised | 2007-11-14 | lld:pubmed |
| pubmed-article:16884312 | pubmed:meshHeading | pubmed-meshheading:16884312... | lld:pubmed |
| pubmed-article:16884312 | pubmed:meshHeading | pubmed-meshheading:16884312... | lld:pubmed |
| pubmed-article:16884312 | pubmed:meshHeading | pubmed-meshheading:16884312... | lld:pubmed |
| pubmed-article:16884312 | pubmed:meshHeading | pubmed-meshheading:16884312... | lld:pubmed |
| pubmed-article:16884312 | pubmed:meshHeading | pubmed-meshheading:16884312... | lld:pubmed |
| pubmed-article:16884312 | pubmed:meshHeading | pubmed-meshheading:16884312... | lld:pubmed |
| pubmed-article:16884312 | pubmed:meshHeading | pubmed-meshheading:16884312... | lld:pubmed |
| pubmed-article:16884312 | pubmed:meshHeading | pubmed-meshheading:16884312... | lld:pubmed |
| pubmed-article:16884312 | pubmed:meshHeading | pubmed-meshheading:16884312... | lld:pubmed |
| pubmed-article:16884312 | pubmed:meshHeading | pubmed-meshheading:16884312... | lld:pubmed |
| pubmed-article:16884312 | pubmed:meshHeading | pubmed-meshheading:16884312... | lld:pubmed |
| pubmed-article:16884312 | pubmed:meshHeading | pubmed-meshheading:16884312... | lld:pubmed |
| pubmed-article:16884312 | pubmed:meshHeading | pubmed-meshheading:16884312... | lld:pubmed |
| pubmed-article:16884312 | pubmed:meshHeading | pubmed-meshheading:16884312... | lld:pubmed |
| pubmed-article:16884312 | pubmed:year | 2006 | lld:pubmed |
| pubmed-article:16884312 | pubmed:articleTitle | Synthesis of anthranylaldoxime derivatives as estrogen receptor ligands and computational prediction of binding modes. | lld:pubmed |
| pubmed-article:16884312 | pubmed:affiliation | Dipartimento di Scienze Farmaceutiche, Università di Pisa, Via Bonanno 6, 56126 Pisa, Italy. | lld:pubmed |
| pubmed-article:16884312 | pubmed:publicationType | Journal Article | lld:pubmed |
| pubmed-article:16884312 | pubmed:publicationType | Research Support, N.I.H., Extramural | lld:pubmed |
| http://linkedlifedata.com/r... | http://linkedlifedata.com/r... | pubmed-article:16884312 | lld:chembl |
