{"id":"https://openalex.org/W2087203144","doi":"https://doi.org/10.3109/00498259609046693","title":"Enantioselective binding of Casodex to the androgen receptor","display_name":"Enantioselective binding of Casodex to the androgen receptor","publication_year":1996,"publication_date":"1996-01-01","ids":{"openalex":"https://openalex.org/W2087203144","doi":"https://doi.org/10.3109/00498259609046693","mag":"2087203144","pmid":"https://pubmed.ncbi.nlm.nih.gov/8867996"},"language":"en","primary_location":{"id":"doi:10.3109/00498259609046693","doi":"https://doi.org/10.3109/00498259609046693","is_oa":false,"landing_page_url":"https://doi.org/10.3109/00498259609046693","pdf_url":null,"source":{"id":"https://openalex.org/S48760969","display_name":"Xenobiotica","issn_l":"0049-8254","issn":["0049-8254","1366-5928"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-d","doyens","jufo-1","ki-jl-1","medline","norway-1","poland-40","russia-white-list-3"],"host_organization":"https://openalex.org/P4310320547","host_organization_name":"Taylor & Francis","host_organization_lineage":["https://openalex.org/P4310320547","https://openalex.org/P4310320449"],"host_organization_lineage_names":["Taylor & Francis","Informa"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Xenobiotica","raw_type":"journal-article"},"volume":null,"type":"article","indexed_in":["crossref","pubmed"],"open_access":{"is_oa":false,"oa_status":"closed","oa_url":null,"any_repository_has_fulltext":false},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5104057242","display_name":"Atish Mukherjee","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"A. Mukherjee","raw_affiliation_strings":["Department of Pharmaceutical Sciences, University of Tennessee, Memphis 38163, USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Pharmaceutical Sciences, University of Tennessee, Memphis 38163, USA","institution_ids":[]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5000856731","display_name":"Leonid I. Kirkovsky","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"L. Kirkovsky","raw_affiliation_strings":["Department of Pharmaceutical Sciences, College of Pharmacy, 874 Union Avenue, University of Tennessee, Memphis, TN, 32, USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Pharmaceutical Sciences, College of Pharmacy, 874 Union Avenue, University of Tennessee, Memphis, TN, 32, USA","institution_ids":[]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5043046491","display_name":"Xilin Yao","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"X. T. Yao","raw_affiliation_strings":["Department of Pharmaceutical Sciences, College of Pharmacy, 874 Union Avenue, University of Tennessee, Memphis, TN, 32, USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Pharmaceutical Sciences, College of Pharmacy, 874 Union Avenue, University of Tennessee, Memphis, TN, 32, USA","institution_ids":[]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5006234676","display_name":"Ryan Yates","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"R. C. Yates","raw_affiliation_strings":["Department of Pharmaceutical Sciences, College of Pharmacy, 874 Union Avenue, University of Tennessee, Memphis, TN, 32, USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Pharmaceutical Sciences, College of Pharmacy, 874 Union Avenue, University of Tennessee, Memphis, TN, 32, USA","institution_ids":[]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5016676195","display_name":"Duane D. Miller","orcid":"https://orcid.org/0000-0002-6093-0985","observed_orcids":["https://orcid.org/0000-0002-6093-0985"]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"D. D. Miller","raw_affiliation_strings":["Department of Pharmaceutical Sciences, College of Pharmacy, 874 Union Avenue, University of Tennessee, Memphis, TN, 32, USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Pharmaceutical Sciences, College of Pharmacy, 874 Union Avenue, University of Tennessee, Memphis, TN, 32, USA","institution_ids":[]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5002243266","display_name":"James T. Dalton","orcid":"https://orcid.org/0000-0002-3915-7326","observed_orcids":["https://orcid.org/0000-0002-3915-7326"]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"J. T. Dalton","raw_affiliation_strings":["Department of Pharmaceutical Sciences, College of Pharmacy, 874 Union Avenue, University of Tennessee, Memphis, TN, 32, USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Pharmaceutical Sciences, College of Pharmacy, 874 Union Avenue, University of Tennessee, Memphis, TN, 32, USA","institution_ids":[]}]}],"institutions":[],"countries_distinct_count":0,"institutions_distinct_count":0,"corresponding_author_ids":[],"corresponding_institution_ids":[],"apc_list":null,"apc_paid":null,"fwci":1.9622,"has_fulltext":false,"cited_by_count":73,"citation_normalized_percentile":{"value":0.86456676,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":88,"max":98},"biblio":{"volume":"26","issue":"2","first_page":"117","last_page":"122"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10543","display_name":"Prostate Cancer Treatment and Research","score":0.923799991607666,"subfield":{"id":"https://openalex.org/subfields/2740","display_name":"Pulmonary and Respiratory Medicine"},"field":{"id":"https://openalex.org/fields/27","display_name":"Medicine"},"domain":{"id":"https://openalex.org/domains/4","display_name":"Health Sciences"}},"topics":[{"id":"https://openalex.org/T10543","display_name":"Prostate Cancer Treatment and Research","score":0.923799991607666,"subfield":{"id":"https://openalex.org/subfields/2740","display_name":"Pulmonary and Respiratory Medicine"},"field":{"id":"https://openalex.org/fields/27","display_name":"Medicine"},"domain":{"id":"https://openalex.org/domains/4","display_name":"Health Sciences"}},{"id":"https://openalex.org/T10756","display_name":"Estrogen and related hormone effects","score":0.02319999970495701,"subfield":{"id":"https://openalex.org/subfields/1311","display_name":"Genetics"},"field":{"id":"https://openalex.org/fields/13","display_name":"Biochemistry, Genetics and Molecular Biology"},"domain":{"id":"https://openalex.org/domains/1","display_name":"Life Sciences"}},{"id":"https://openalex.org/T10211","display_name":"Computational Drug Discovery Methods","score":0.004100000020116568,"subfield":{"id":"https://openalex.org/subfields/1703","display_name":"Computational Theory and Mathematics"},"field":{"id":"https://openalex.org/fields/17","display_name":"Computer Science"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/bicalutamide","display_name":"bicalutamide","score":0.824999988079071},{"id":"https://openalex.org/keywords/androgen-receptor","display_name":"androgen receptor","score":0.8069999814033508},{"id":"https://openalex.org/keywords/enantioselective-binding","display_name":"enantioselective binding","score":0.8960000276565552},{"id":"https://openalex.org/keywords/stereoisomers","display_name":"stereoisomers","score":0.8019999861717224},{"id":"https://openalex.org/keywords/androgen-receptor-antagonists","display_name":"androgen receptor antagonists","score":0.8399999737739563},{"id":"https://openalex.org/keywords/binding-affinity","display_name":"binding affinity","score":0.6420000195503235},{"id":"https://openalex.org/keywords/racemate","display_name":"racemic mixtures","score":0.6050000190734863},{"id":"https://openalex.org/keywords/prostate-cancer","display_name":"prostate cancer","score":0.6140000224113464}],"concepts":[{"id":"https://openalex.org/C61367390","wikidata":"https://www.wikidata.org/wiki/Q416601","display_name":"Androgen receptor","level":4,"score":0.7306090593338013},{"id":"https://openalex.org/C2910016293","wikidata":"https://www.wikidata.org/wiki/Q574820","display_name":"Antiandrogens","level":5,"score":0.6581441760063171},{"id":"https://openalex.org/C2777911890","wikidata":"https://www.wikidata.org/wiki/Q62614","display_name":"Androgen","level":3,"score":0.4898952841758728},{"id":"https://openalex.org/C98539663","wikidata":"https://www.wikidata.org/wiki/Q220599","display_name":"Cytosol","level":3,"score":0.4875730872154236},{"id":"https://openalex.org/C86803240","wikidata":"https://www.wikidata.org/wiki/Q420","display_name":"Biology","level":0,"score":0.45821020007133484},{"id":"https://openalex.org/C2779322244","wikidata":"https://www.wikidata.org/wiki/Q574820","display_name":"Antiandrogen","level":4,"score":0.44397497177124023},{"id":"https://openalex.org/C170493617","wikidata":"https://www.wikidata.org/wiki/Q208467","display_name":"Receptor","level":2,"score":0.43624651432037354},{"id":"https://openalex.org/C126322002","wikidata":"https://www.wikidata.org/wiki/Q11180","display_name":"Internal medicine","level":1,"score":0.43581897020339966},{"id":"https://openalex.org/C134018914","wikidata":"https://www.wikidata.org/wiki/Q162606","display_name":"Endocrinology","level":1,"score":0.42023614048957825},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.41709595918655396},{"id":"https://openalex.org/C55493867","wikidata":"https://www.wikidata.org/wiki/Q7094","display_name":"Biochemistry","level":1,"score":0.387195348739624},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.3641471266746521},{"id":"https://openalex.org/C2780192828","wikidata":"https://www.wikidata.org/wiki/Q181257","display_name":"Prostate cancer","level":3,"score":0.24836397171020508},{"id":"https://openalex.org/C181199279","wikidata":"https://www.wikidata.org/wiki/Q8047","display_name":"Enzyme","level":2,"score":0.13348424434661865},{"id":"https://openalex.org/C71315377","wikidata":"https://www.wikidata.org/wiki/Q11364","display_name":"Hormone","level":2,"score":0.11506223678588867},{"id":"https://openalex.org/C71924100","wikidata":"https://www.wikidata.org/wiki/Q11190","display_name":"Medicine","level":0,"score":0.09917095303535461},{"id":"https://openalex.org/C121608353","wikidata":"https://www.wikidata.org/wiki/Q12078","display_name":"Cancer","level":2,"score":0.0}],"mesh":[{"descriptor_ui":"D000726","descriptor_name":"Androgen Antagonists","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":true},{"descriptor_ui":"D000726","descriptor_name":"Androgen Antagonists","qualifier_ui":"Q000493","qualifier_name":"pharmacokinetics","is_major_topic":false},{"descriptor_ui":"D000813","descriptor_name":"Anilides","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":true},{"descriptor_ui":"D000813","descriptor_name":"Anilides","qualifier_ui":"Q000493","qualifier_name":"pharmacokinetics","is_major_topic":false},{"descriptor_ui":"D000818","descriptor_name":"Animals","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D001667","descriptor_name":"Binding, Competitive","qualifier_ui":"Q000187","qualifier_name":"drug effects","is_major_topic":false},{"descriptor_ui":"D003600","descriptor_name":"Cytosol","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":false},{"descriptor_ui":"D007700","descriptor_name":"Kinetics","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D008297","descriptor_name":"Male","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D009277","descriptor_name":"Nandrolone","qualifier_ui":"Q000031","qualifier_name":"analogs & derivatives","is_major_topic":false},{"descriptor_ui":"D009277","descriptor_name":"Nandrolone","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":false},{"descriptor_ui":"D009570","descriptor_name":"Nitriles","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D009919","descriptor_name":"Orchiectomy","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D011467","descriptor_name":"Prostate","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":false},{"descriptor_ui":"D011944","descriptor_name":"Receptors, Androgen","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":true},{"descriptor_ui":"D013237","descriptor_name":"Stereoisomerism","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D014105","descriptor_name":"Tosyl Compounds","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D017207","descriptor_name":"Rats, Sprague-Dawley","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D051381","descriptor_name":"Rats","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false}],"locations_count":2,"locations":[{"id":"doi:10.3109/00498259609046693","doi":"https://doi.org/10.3109/00498259609046693","is_oa":false,"landing_page_url":"https://doi.org/10.3109/00498259609046693","pdf_url":null,"source":{"id":"https://openalex.org/S48760969","display_name":"Xenobiotica","issn_l":"0049-8254","issn":["0049-8254","1366-5928"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-d","doyens","jufo-1","ki-jl-1","medline","norway-1","poland-40","russia-white-list-3"],"host_organization":"https://openalex.org/P4310320547","host_organization_name":"Taylor & Francis","host_organization_lineage":["https://openalex.org/P4310320547","https://openalex.org/P4310320449"],"host_organization_lineage_names":["Taylor & Francis","Informa"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Xenobiotica","raw_type":"journal-article"},{"id":"pmid:8867996","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/8867996","pdf_url":null,"source":{"id":"https://openalex.org/S4306525036","display_name":"PubMed","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I1299303238","host_organization_name":"National Institutes of Health","host_organization_lineage":["https://openalex.org/I1299303238"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Xenobiotica; the fate of foreign compounds in biological systems","raw_type":"Journal Article"}],"best_oa_location":null,"sustainable_development_goals":[{"display_name":"Good health and well-being","id":"https://metadata.un.org/sdg/3","score":0.5683000087738037}],"study_designs":[],"awards":[],"funders":[],"has_content":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":13,"referenced_works":["https://openalex.org/W8603049","https://openalex.org/W1775749144","https://openalex.org/W1985312562","https://openalex.org/W1992704183","https://openalex.org/W2008738896","https://openalex.org/W2011838655","https://openalex.org/W2030819637","https://openalex.org/W2048844095","https://openalex.org/W2049912063","https://openalex.org/W2092907094","https://openalex.org/W2095566073","https://openalex.org/W2407323255","https://openalex.org/W2423588545"],"related_works":["https://openalex.org/W1964493480","https://openalex.org/W1969536119","https://openalex.org/W25487609","https://openalex.org/W2009948262","https://openalex.org/W2002383901","https://openalex.org/W2090353048","https://openalex.org/W2952951670","https://openalex.org/W2010488726","https://openalex.org/W2022363700","https://openalex.org/W1987152042"],"abstract_inverted_index":{"1.":[0],"The":[1,49,70],"biologic":[2],"activity":[3,206],"of":[4,11,24,32,38,51,63,67,75,129,142,172,207],"androgens":[5],"is":[6,42,210],"mediated":[7],"through":[8],"the":[9,30,57,64,81,97,118,130,180,204,215],"formation":[10,23],"a":[12,46,194],"non-covalent":[13],"androgen":[14],"receptor":[15,119],"(AR)-steroid":[16],"complex.":[17],"Casodex":[18,41,76,209],"and":[19,27,112,115,139,201],"other":[20],"antiandrogens":[21],"inhibit":[22],"this":[25,52],"complex":[26],"thus":[28],"negate":[29],"role":[31],"endogenous":[33],"steroids":[34],"in":[35,58],"androgen-dependent":[36],"growth":[37],"prostate.":[39],"2.":[40],"currently":[43],"available":[44],"as":[45,96,117],"racemic":[47,208],"mixture.":[48],"goal":[50],"investigation":[53],"was":[54,151,165,182],"to":[55,80,214],"determine":[56],"vitro":[59],"AR":[60,122],"binding":[61,123,196],"affinities":[62],"individual":[65],"isomers":[66,74],"Casodex.":[68],"3.":[69],"(R)":[71,93],"or":[72,94],"(S)":[73],"were":[77,103,125],"synthesized":[78],"according":[79],"general":[82],"synthetic":[83,137],"scheme":[84],"proposed":[85],"by":[86,110,127,153],"Tucker":[87],"et":[88],"al.":[89],"for":[90,159,179],"(S)-Casodex,":[91],"using":[92],"(S)-proline":[95],"chiral":[98],"matrix":[99],"respectively.":[100],"4.":[101],"ARs":[102],"isolated":[104],"from":[105],"rat":[106],"ventral":[107],"prostate":[108],"tissue":[109],"homogenization":[111],"differential":[113],"centrifugation,":[114],"used":[116],"source.":[120],"5.":[121],"studies":[124],"conducted":[126],"incubation":[128],"cytosol":[131],"with":[132],"1":[133],"nM":[134],"3H-mibolerone":[135],"(a":[136],"androgen)":[138],"increasing":[140],"concentrations":[141],"each":[143],"isomer":[144],"(10(-12)":[145],"-":[146],"10(-5)":[147],"M).":[148],"Bound":[149],"radioligand":[150],"quantitated":[152],"liquid":[154],"scintillation":[155],"counting.":[156],"6.":[157],"Ki":[158,178],"(R)-Casodex":[160,192],"(11.0":[161],"+/-":[162,175,184],"1.5":[163],"nM)":[164],"about":[166],"30":[167],"times":[168],"lower":[169],"than":[170,198],"that":[171,191,203],"(S)-Casodex":[173],"(364":[174],"10":[176],"nM).":[177],"racemate":[181],"20.2":[183],"2.0":[185],"nM.":[186],"7.":[187],"This":[188],"study":[189],"demonstrated":[190],"has":[193],"higher":[195],"affinity":[197],"its":[199],"stereoisomer":[200],"suggests":[202],"antiandrogenic":[205],"almost":[211],"completely":[212],"due":[213],"(R)-isomer.":[216]},"counts_by_year":[{"year":2025,"cited_by_count":2},{"year":2024,"cited_by_count":2},{"year":2023,"cited_by_count":1},{"year":2022,"cited_by_count":2},{"year":2021,"cited_by_count":4},{"year":2020,"cited_by_count":2},{"year":2019,"cited_by_count":2},{"year":2018,"cited_by_count":2},{"year":2016,"cited_by_count":1},{"year":2015,"cited_by_count":1},{"year":2014,"cited_by_count":3},{"year":2013,"cited_by_count":2},{"year":2012,"cited_by_count":4}],"updated_date":"2026-11-04T10:54:05.112534","created_date":"2016-06-24T00:00:00"}