{"id":"https://openalex.org/W2094670933","doi":"https://doi.org/10.1016/j.bmcl.2012.06.056","title":"An efficient synthesis of 3-OBn-6\u03b2,14-epoxy-bridged opiates from naltrexone and identification of a related dual MOR inverse agonist/KOR agonist","display_name":"An efficient synthesis of 3-OBn-6\u03b2,14-epoxy-bridged opiates from naltrexone and identification of a related dual MOR inverse agonist/KOR agonist","publication_year":2012,"publication_date":"2012-06-23","ids":{"openalex":"https://openalex.org/W2094670933","doi":"https://doi.org/10.1016/j.bmcl.2012.06.056","mag":"2094670933","pmid":"https://pubmed.ncbi.nlm.nih.gov/22771010"},"language":"nl","primary_location":{"id":"doi:10.1016/j.bmcl.2012.06.056","doi":"https://doi.org/10.1016/j.bmcl.2012.06.056","is_oa":false,"landing_page_url":"https://doi.org/10.1016/j.bmcl.2012.06.056","pdf_url":null,"source":{"id":"https://openalex.org/S30970080","display_name":"Bioorganic & Medicinal Chemistry Letters","issn_l":"0960-894X","issn":["0960-894X","1464-3405"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["anvur-scientific","cwts-core","dongbi-b","jufo-1","ki-jl-1","medline","norway-1","poland-70","russia-white-list-2","vabb-shw"],"host_organization":"https://openalex.org/P4310320990","host_organization_name":"Elsevier BV","host_organization_lineage":["https://openalex.org/P4310320990"],"host_organization_lineage_names":["Elsevier BV"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Bioorganic &amp; Medicinal Chemistry Letters","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":null,"display_name":"David J. Martin","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I275799156","display_name":"University of New England","ror":"https://ror.org/02n2ava60","country_code":"US","type":"education","lineage":["https://openalex.org/I275799156"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"David J. Martin","raw_affiliation_strings":["University of New England, College of Arts and Sciences, Chemistry & Physics Department, Biddeford, ME 04005, USA","University of New England, College of Osteopathic Medicine, Biddeford, ME 04005, USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"University of New England, College of Arts and Sciences, Chemistry & Physics Department, Biddeford, ME 04005, USA","institution_ids":["https://openalex.org/I275799156"]},{"raw_affiliation_string":"University of New England, College of Osteopathic Medicine, Biddeford, ME 04005, USA","institution_ids":["https://openalex.org/I275799156"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5075942917","display_name":"Paul E. FitzMorris","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I275799156","display_name":"University of New England","ror":"https://ror.org/02n2ava60","country_code":"US","type":"education","lineage":["https://openalex.org/I275799156"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Paul E. FitzMorris","raw_affiliation_strings":["University of New England, College of Arts and Sciences, Chemistry & Physics Department, Biddeford, ME 04005, USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"University of New England, College of Arts and Sciences, Chemistry & Physics Department, Biddeford, ME 04005, USA","institution_ids":["https://openalex.org/I275799156"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5100766197","display_name":"\u0411\u043e \u041b\u0456","orcid":"https://orcid.org/0000-0003-2726-2900","observed_orcids":["https://orcid.org/0000-0003-2726-2900"]},"institutions":[{"id":"https://openalex.org/I103531236","display_name":"Boston College","ror":"https://ror.org/02n2fzt79","country_code":"US","type":"education","lineage":["https://openalex.org/I103531236"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Bo Li","raw_affiliation_strings":["Boston College, Chemistry Department, X-ray Crystallography Center, Chestnut Hill, MA 02467, USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Boston College, Chemistry Department, X-ray Crystallography Center, Chestnut Hill, MA 02467, USA","institution_ids":["https://openalex.org/I103531236"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5047863021","display_name":"MARIO A. AYESTAS","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I1299303238","display_name":"National Institutes of Health","ror":"https://ror.org/01cwqze88","country_code":"US","type":"government","lineage":["https://openalex.org/I1299022934","https://openalex.org/I1299303238"]},{"id":"https://openalex.org/I1327069482","display_name":"National Institute on Drug Abuse","ror":"https://ror.org/00fq5cm18","country_code":"US","type":"facility","lineage":["https://openalex.org/I1299022934","https://openalex.org/I1299303238","https://openalex.org/I1327069482"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Mario Ayestas","raw_affiliation_strings":["National Institute on Drug Abuse/National Institutes of Health, Addiction Research Center, Baltimore, MD 21224, USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"National Institute on Drug Abuse/National Institutes of Health, Addiction Research Center, Baltimore, MD 21224, USA","institution_ids":["https://openalex.org/I1299303238","https://openalex.org/I1327069482"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5086692197","display_name":"Ellicott J. Sally","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I1299303238","display_name":"National Institutes of Health","ror":"https://ror.org/01cwqze88","country_code":"US","type":"government","lineage":["https://openalex.org/I1299022934","https://openalex.org/I1299303238"]},{"id":"https://openalex.org/I1327069482","display_name":"National Institute on Drug Abuse","ror":"https://ror.org/00fq5cm18","country_code":"US","type":"facility","lineage":["https://openalex.org/I1299022934","https://openalex.org/I1299303238","https://openalex.org/I1327069482"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Ellicott J. Sally","raw_affiliation_strings":["National Institute on Drug Abuse/National Institutes of Health, Addiction Research Center, Baltimore, MD 21224, USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"National Institute on Drug Abuse/National Institutes of Health, Addiction Research Center, Baltimore, MD 21224, USA","institution_ids":["https://openalex.org/I1299303238","https://openalex.org/I1327069482"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5014962738","display_name":"Christina M. Dersch","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I1299303238","display_name":"National Institutes of Health","ror":"https://ror.org/01cwqze88","country_code":"US","type":"government","lineage":["https://openalex.org/I1299022934","https://openalex.org/I1299303238"]},{"id":"https://openalex.org/I1327069482","display_name":"National Institute on Drug Abuse","ror":"https://ror.org/00fq5cm18","country_code":"US","type":"facility","lineage":["https://openalex.org/I1299022934","https://openalex.org/I1299303238","https://openalex.org/I1327069482"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Christina M. Dersch","raw_affiliation_strings":["National Institute on Drug Abuse/National Institutes of Health, Addiction Research Center, Baltimore, MD 21224, USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"National Institute on Drug Abuse/National Institutes of Health, Addiction Research Center, Baltimore, MD 21224, USA","institution_ids":["https://openalex.org/I1299303238","https://openalex.org/I1327069482"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5103446078","display_name":"Richard B. Rothman","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I1299303238","display_name":"National Institutes of Health","ror":"https://ror.org/01cwqze88","country_code":"US","type":"government","lineage":["https://openalex.org/I1299022934","https://openalex.org/I1299303238"]},{"id":"https://openalex.org/I1327069482","display_name":"National Institute on Drug Abuse","ror":"https://ror.org/00fq5cm18","country_code":"US","type":"facility","lineage":["https://openalex.org/I1299022934","https://openalex.org/I1299303238","https://openalex.org/I1327069482"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Richard B. Rothman","raw_affiliation_strings":["National Institute on Drug Abuse/National Institutes of Health, Addiction Research Center, Baltimore, MD 21224, USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"National Institute on Drug Abuse/National Institutes of Health, Addiction Research Center, Baltimore, MD 21224, USA","institution_ids":["https://openalex.org/I1299303238","https://openalex.org/I1327069482"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5068530556","display_name":"Amy Morin Deveau","orcid":"https://orcid.org/0000-0002-1778-6746","observed_orcids":["https://orcid.org/0000-0002-1778-6746"]},"institutions":[{"id":"https://openalex.org/I275799156","display_name":"University of New England","ror":"https://ror.org/02n2ava60","country_code":"US","type":"education","lineage":["https://openalex.org/I275799156"]}],"countries":["US"],"is_corresponding":true,"raw_author_name":"Amy M. Deveau","raw_affiliation_strings":["University of New England, College of Arts and Sciences, Chemistry & Physics Department, Biddeford, ME 04005, USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"University of New England, College of Arts and Sciences, Chemistry & Physics Department, Biddeford, ME 04005, USA","institution_ids":["https://openalex.org/I275799156"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":4,"corresponding_author_ids":["https://openalex.org/A5068530556"],"corresponding_institution_ids":["https://openalex.org/I275799156"],"apc_list":{"value":3880,"currency":"USD","value_usd":3880},"apc_paid":null,"fwci":0.2636,"has_fulltext":false,"cited_by_count":3,"citation_normalized_percentile":{"value":0.50855236,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":89,"max":96},"biblio":{"volume":"22","issue":"22","first_page":"6801","last_page":"6805"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10814","display_name":"Neuropeptides and Animal Physiology","score":0.2703000009059906,"subfield":{"id":"https://openalex.org/subfields/2804","display_name":"Cellular and Molecular Neuroscience"},"field":{"id":"https://openalex.org/fields/28","display_name":"Neuroscience"},"domain":{"id":"https://openalex.org/domains/1","display_name":"Life Sciences"}},"topics":[{"id":"https://openalex.org/T10814","display_name":"Neuropeptides and Animal Physiology","score":0.2703000009059906,"subfield":{"id":"https://openalex.org/subfields/2804","display_name":"Cellular and Molecular Neuroscience"},"field":{"id":"https://openalex.org/fields/28","display_name":"Neuroscience"},"domain":{"id":"https://openalex.org/domains/1","display_name":"Life Sciences"}},{"id":"https://openalex.org/T12649","display_name":"Alkaloids: synthesis and pharmacology","score":0.1906999945640564,"subfield":{"id":"https://openalex.org/subfields/3004","display_name":"Pharmacology"},"field":{"id":"https://openalex.org/fields/30","display_name":"Pharmacology, Toxicology and Pharmaceutics"},"domain":{"id":"https://openalex.org/domains/1","display_name":"Life Sciences"}},{"id":"https://openalex.org/T13649","display_name":"Advanced Synthetic Organic Chemistry","score":0.19030000269412994,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/naltrexone","display_name":"naltrexone","score":0.9279999732971191},{"id":"https://openalex.org/keywords/kappa-opioid-receptor-agonists","display_name":"kappa opioid receptor agonists","score":0.9990000128746033},{"id":"https://openalex.org/keywords/conformational-preferences","display_name":"conformational preferences","score":0.6959999799728394},{"id":"https://openalex.org/keywords/boat-conformation","display_name":"boat conformation","score":0.7590000033378601},{"id":"https://openalex.org/keywords/x-ray-crystal-structure","display_name":"X-ray crystal structure","score":0.640999972820282},{"id":"https://openalex.org/keywords/opioid-receptor-ligands","display_name":"opioid receptor ligands","score":0.5230000019073486}],"concepts":[{"id":"https://openalex.org/C89951826","wikidata":"https://www.wikidata.org/wiki/Q1671731","display_name":"Inverse agonist","level":4,"score":0.8897393345832825},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.8060352206230164},{"id":"https://openalex.org/C2777972943","wikidata":"https://www.wikidata.org/wiki/Q409587","display_name":"Naltrexone","level":4,"score":0.8032166361808777},{"id":"https://openalex.org/C2778938600","wikidata":"https://www.wikidata.org/wiki/Q389934","display_name":"Agonist","level":3,"score":0.7219991683959961},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.6306240558624268},{"id":"https://openalex.org/C134121241","wikidata":"https://www.wikidata.org/wiki/Q899301","display_name":"Yield (engineering)","level":2,"score":0.5014111995697021},{"id":"https://openalex.org/C111771559","wikidata":"https://www.wikidata.org/wiki/Q66295","display_name":"Derivative (finance)","level":2,"score":0.47581177949905396},{"id":"https://openalex.org/C2779886867","wikidata":"https://www.wikidata.org/wiki/Q421797","display_name":"Opioid receptor","level":4,"score":0.45376718044281006},{"id":"https://openalex.org/C170493617","wikidata":"https://www.wikidata.org/wiki/Q208467","display_name":"Receptor","level":2,"score":0.4071701765060425},{"id":"https://openalex.org/C2781063702","wikidata":"https://www.wikidata.org/wiki/Q427523","display_name":"Opioid","level":3,"score":0.40630975365638733},{"id":"https://openalex.org/C55493867","wikidata":"https://www.wikidata.org/wiki/Q7094","display_name":"Biochemistry","level":1,"score":0.14158746600151062},{"id":"https://openalex.org/C121332964","wikidata":"https://www.wikidata.org/wiki/Q413","display_name":"Physics","level":0,"score":0.08798134326934814},{"id":"https://openalex.org/C162324750","wikidata":"https://www.wikidata.org/wiki/Q8134","display_name":"Economics","level":0,"score":0.0},{"id":"https://openalex.org/C97355855","wikidata":"https://www.wikidata.org/wiki/Q11473","display_name":"Thermodynamics","level":1,"score":0.0},{"id":"https://openalex.org/C106159729","wikidata":"https://www.wikidata.org/wiki/Q2294553","display_name":"Financial economics","level":1,"score":0.0}],"mesh":[{"descriptor_ui":"D008968","descriptor_name":"Molecular Conformation","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D009271","descriptor_name":"Naltrexone","qualifier_ui":"Q000031","qualifier_name":"analogs & derivatives","is_major_topic":true},{"descriptor_ui":"D009271","descriptor_name":"Naltrexone","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":false},{"descriptor_ui":"D009271","descriptor_name":"Naltrexone","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":false},{"descriptor_ui":"D009271","descriptor_name":"Naltrexone","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D011485","descriptor_name":"Protein Binding","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D017450","descriptor_name":"Receptors, Opioid, mu","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":false},{"descriptor_ui":"D017450","descriptor_name":"Receptors, Opioid, mu","qualifier_ui":"Q000819","qualifier_name":"agonists","is_major_topic":true},{"descriptor_ui":"D017473","descriptor_name":"Receptors, Opioid, kappa","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":false},{"descriptor_ui":"D017473","descriptor_name":"Receptors, Opioid, kappa","qualifier_ui":"Q000819","qualifier_name":"agonists","is_major_topic":true},{"descriptor_ui":"D018360","descriptor_name":"Crystallography, X-Ray","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D054314","descriptor_name":"Drug Inverse Agonism","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false}],"locations_count":2,"locations":[{"id":"doi:10.1016/j.bmcl.2012.06.056","doi":"https://doi.org/10.1016/j.bmcl.2012.06.056","is_oa":false,"landing_page_url":"https://doi.org/10.1016/j.bmcl.2012.06.056","pdf_url":null,"source":{"id":"https://openalex.org/S30970080","display_name":"Bioorganic & Medicinal Chemistry Letters","issn_l":"0960-894X","issn":["0960-894X","1464-3405"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["anvur-scientific","cwts-core","dongbi-b","jufo-1","ki-jl-1","medline","norway-1","poland-70","russia-white-list-2","vabb-shw"],"host_organization":"https://openalex.org/P4310320990","host_organization_name":"Elsevier BV","host_organization_lineage":["https://openalex.org/P4310320990"],"host_organization_lineage_names":["Elsevier BV"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Bioorganic &amp; Medicinal Chemistry Letters","raw_type":"journal-article"},{"id":"pmid:22771010","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/22771010","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":"Bioorganic & medicinal chemistry letters","raw_type":"Journal Article"}],"best_oa_location":null,"sustainable_development_goals":[],"sustainable_development_goals_aurora":[{"display_name":"Life below water","id":"https://metadata.un.org/sdg/14","score":0.6700000166893005}],"study_designs":[],"awards":[],"funders":[{"id":"https://openalex.org/F4320332161","display_name":"National Institutes of Health","ror":"https://ror.org/01cwqze88"}],"has_content":{"grobid_xml":false,"pdf":false},"content_urls":null,"referenced_works_count":44,"referenced_works":["https://openalex.org/W1568488961","https://openalex.org/W1637983788","https://openalex.org/W1722020637","https://openalex.org/W1964916807","https://openalex.org/W1965022564","https://openalex.org/W1970125345","https://openalex.org/W1982538469","https://openalex.org/W1985094131","https://openalex.org/W1988729605","https://openalex.org/W1997837647","https://openalex.org/W2001271898","https://openalex.org/W2006861368","https://openalex.org/W2008836462","https://openalex.org/W2008980117","https://openalex.org/W2014862375","https://openalex.org/W2020898323","https://openalex.org/W2026678894","https://openalex.org/W2042097750","https://openalex.org/W2042608319","https://openalex.org/W2050804956","https://openalex.org/W2051991575","https://openalex.org/W2058407793","https://openalex.org/W2058816513","https://openalex.org/W2068110425","https://openalex.org/W2068850482","https://openalex.org/W2070357349","https://openalex.org/W2077491137","https://openalex.org/W2079893389","https://openalex.org/W2081474391","https://openalex.org/W2081943145","https://openalex.org/W2083347192","https://openalex.org/W2083362331","https://openalex.org/W2084668477","https://openalex.org/W2086037511","https://openalex.org/W2090241673","https://openalex.org/W2092844870","https://openalex.org/W2120122043","https://openalex.org/W2121473111","https://openalex.org/W2128918211","https://openalex.org/W2158839757","https://openalex.org/W2273924248","https://openalex.org/W2317297101","https://openalex.org/W2326359616","https://openalex.org/W2952213386"],"related_works":["https://openalex.org/W2952957542","https://openalex.org/W2003590447","https://openalex.org/W4246766254","https://openalex.org/W2158839757","https://openalex.org/W3058275270","https://openalex.org/W2001736235","https://openalex.org/W2003464561","https://openalex.org/W2067111532","https://openalex.org/W1999752223","https://openalex.org/W2019543888"],"abstract_inverted_index":null,"counts_by_year":[{"year":2019,"cited_by_count":1},{"year":2013,"cited_by_count":2}],"updated_date":"2026-10-31T12:09:11.096373","created_date":"2016-06-24T00:00:00"}
