Matches in SemOpenAlex for { <https://semopenalex.org/work/W1983879296> ?p ?o ?g. }
Showing items 1 to 90 of
90
with 100 items per page.
- W1983879296 endingPage "1970" @default.
- W1983879296 startingPage "1963" @default.
- W1983879296 abstract "Heterocyclic derivatives of (R,S)/(S,R)-1-(2-chloro-4-hydroxyphenyl)-2-(2,6-dichloro-4-hydroxyphenyl)ethylenediamine (L1) were synthesized and tested for estrogen receptor binding. The selection of the heterocycles was based on theoretical consideration. (2R,3S)/(2S,3R)-2-(2-Chloro-4-hydroxyphenyl)-3-(2,6-dichloro-4-hydroxyphenyl)piperazine 2, (4R,5S)/(4S,5R)-4-(2-chloro-4-hydroxyphenyl)-5-(2,6-dichloro-4-hydroxyphenyl)-2-imidazoline 3, and 4-(2-chloro-4-hydroxyphenyl)-5-(2,6-dichloro-4-hydroxyphenyl)imidazole 4 possess a spatial structure with neighboring aromatic rings as is realized in hormonally active [1,2-diphenylethylenediamine]platinum(II) complexes. The 1,2-diphenylethane pharmacophor, however, cannot adapt an antiperiplanar conformation to interact with the estrogen receptor (ER) comparable to synthetic (e.g., diethylstilbestrol (DES)) or steroidal (e.g., estradiol (E2)) estrogens. Due to the different spatial structures, the heterocycles cause only a marginal displacement of E2 from its binding site (relative binding affinity (RBA) < 0.1%). Nevertheless, unequivocally ER mediated gene activation was verified on the MCF-7-2a cell line. Imidazoline 3 as the most active compound reached the maximum effect of E2 (100% activation) in a concentration of 5 x 10(-7) M, while piperazine 2 and imidazole 4 activate luciferase expression only in a small but significant amount of 20% and 27%, respectively. We therefore assigned these heterocyclic compounds to a second class of hormones (type-II-estrogens), which are attached at the ER at different amino acids than DES or E2 (type-I-estrogens)." @default.
- W1983879296 created "2016-06-24" @default.
- W1983879296 creator A5027613613 @default.
- W1983879296 creator A5057876555 @default.
- W1983879296 creator A5070842135 @default.
- W1983879296 date "2001-05-15" @default.
- W1983879296 modified "2023-10-11" @default.
- W1983879296 title "Investigations of New Lead Structures for the Design of Selective Estrogen Receptor Modulators" @default.
- W1983879296 cites W1561812513 @default.
- W1983879296 cites W1979336978 @default.
- W1983879296 cites W1984561564 @default.
- W1983879296 cites W1988641287 @default.
- W1983879296 cites W1995305891 @default.
- W1983879296 cites W2024518168 @default.
- W1983879296 cites W2042892879 @default.
- W1983879296 cites W2055397555 @default.
- W1983879296 cites W2056755200 @default.
- W1983879296 cites W2060331336 @default.
- W1983879296 cites W2091025576 @default.
- W1983879296 cites W2101738855 @default.
- W1983879296 cites W2111650618 @default.
- W1983879296 cites W2122969246 @default.
- W1983879296 cites W2151888740 @default.
- W1983879296 cites W4293247451 @default.
- W1983879296 doi "https://doi.org/10.1021/jm001131d" @default.
- W1983879296 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/11384241" @default.
- W1983879296 hasPublicationYear "2001" @default.
- W1983879296 type Work @default.
- W1983879296 sameAs 1983879296 @default.
- W1983879296 citedByCount "34" @default.
- W1983879296 countsByYear W19838792962012 @default.
- W1983879296 countsByYear W19838792962013 @default.
- W1983879296 countsByYear W19838792962015 @default.
- W1983879296 countsByYear W19838792962016 @default.
- W1983879296 countsByYear W19838792962017 @default.
- W1983879296 countsByYear W19838792962018 @default.
- W1983879296 countsByYear W19838792962019 @default.
- W1983879296 countsByYear W19838792962020 @default.
- W1983879296 crossrefType "journal-article" @default.
- W1983879296 hasAuthorship W1983879296A5027613613 @default.
- W1983879296 hasAuthorship W1983879296A5057876555 @default.
- W1983879296 hasAuthorship W1983879296A5070842135 @default.
- W1983879296 hasConcept C121608353 @default.
- W1983879296 hasConcept C123605464 @default.
- W1983879296 hasConcept C126322002 @default.
- W1983879296 hasConcept C178790620 @default.
- W1983879296 hasConcept C185592680 @default.
- W1983879296 hasConcept C2776201271 @default.
- W1983879296 hasConcept C2777164284 @default.
- W1983879296 hasConcept C2780728571 @default.
- W1983879296 hasConcept C2780874372 @default.
- W1983879296 hasConcept C530470458 @default.
- W1983879296 hasConcept C71240020 @default.
- W1983879296 hasConcept C71924100 @default.
- W1983879296 hasConcept C84606932 @default.
- W1983879296 hasConceptScore W1983879296C121608353 @default.
- W1983879296 hasConceptScore W1983879296C123605464 @default.
- W1983879296 hasConceptScore W1983879296C126322002 @default.
- W1983879296 hasConceptScore W1983879296C178790620 @default.
- W1983879296 hasConceptScore W1983879296C185592680 @default.
- W1983879296 hasConceptScore W1983879296C2776201271 @default.
- W1983879296 hasConceptScore W1983879296C2777164284 @default.
- W1983879296 hasConceptScore W1983879296C2780728571 @default.
- W1983879296 hasConceptScore W1983879296C2780874372 @default.
- W1983879296 hasConceptScore W1983879296C530470458 @default.
- W1983879296 hasConceptScore W1983879296C71240020 @default.
- W1983879296 hasConceptScore W1983879296C71924100 @default.
- W1983879296 hasConceptScore W1983879296C84606932 @default.
- W1983879296 hasIssue "12" @default.
- W1983879296 hasLocation W19838792961 @default.
- W1983879296 hasLocation W19838792962 @default.
- W1983879296 hasOpenAccess W1983879296 @default.
- W1983879296 hasPrimaryLocation W19838792961 @default.
- W1983879296 hasRelatedWork W1966259035 @default.
- W1983879296 hasRelatedWork W1991310507 @default.
- W1983879296 hasRelatedWork W2046572727 @default.
- W1983879296 hasRelatedWork W2187407093 @default.
- W1983879296 hasRelatedWork W2387871956 @default.
- W1983879296 hasRelatedWork W2391939838 @default.
- W1983879296 hasRelatedWork W2393892984 @default.
- W1983879296 hasRelatedWork W2440041482 @default.
- W1983879296 hasRelatedWork W2989291658 @default.
- W1983879296 hasRelatedWork W3032942734 @default.
- W1983879296 hasVolume "44" @default.
- W1983879296 isParatext "false" @default.
- W1983879296 isRetracted "false" @default.
- W1983879296 magId "1983879296" @default.
- W1983879296 workType "article" @default.