{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,3,4]],"date-time":"2026-03-04T06:02:10Z","timestamp":1772604130236,"version":"3.50.1"},"reference-count":34,"publisher":"Elsevier BV","license":[{"start":{"date-parts":[[2017,10,1]],"date-time":"2017-10-01T00:00:00Z","timestamp":1506816000000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/tdm\/userlicense\/1.0\/"},{"start":{"date-parts":[[2017,10,1]],"date-time":"2017-10-01T00:00:00Z","timestamp":1506816000000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/legal\/tdmrep-license"}],"content-domain":{"domain":["elsevier.com","sciencedirect.com"],"crossmark-restriction":true},"short-container-title":["The Journal of Steroid Biochemistry and Molecular Biology"],"published-print":{"date-parts":[[2017,10]]},"DOI":"10.1016\/j.jsbmb.2016.07.003","type":"journal-article","created":{"date-parts":[[2016,7,18]],"date-time":"2016-07-18T11:34:44Z","timestamp":1468841684000},"page":"64-68","update-policy":"https:\/\/doi.org\/10.1016\/elsevier_cm_policy","source":"Crossref","is-referenced-by-count":3,"special_numbering":"C","title":["A-Ring Synthons of 19-Nor Type Vitamin D Derivatives"],"prefix":"10.1016","volume":"173","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-4303-8733","authenticated-orcid":false,"given":"Yusuke","family":"Akagi","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Koji","family":"Yasui","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Kazuo","family":"Nagasawa","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"78","reference":[{"key":"10.1016\/j.jsbmb.2016.07.003_sbref0005a","doi-asserted-by":"crossref","first-page":"1193","DOI":"10.1152\/physrev.1998.78.4.1193","article-title":"Current understanding of the molecular actions of vitamin D","volume":"78","author":"Jones","year":"1998","journal-title":"Physiol. Rev."},{"key":"10.1016\/j.jsbmb.2016.07.003_sbref0005b","doi-asserted-by":"crossref","first-page":"F8","DOI":"10.1152\/ajprenal.00336.2004","article-title":"Vitamin D","volume":"289","author":"Dusso","year":"2005","journal-title":"Am. J. Physiol. Renal. Physiol."},{"key":"10.1016\/j.jsbmb.2016.07.003_bib0010","doi-asserted-by":"crossref","first-page":"726","DOI":"10.1210\/er.2008-0004","article-title":"Vitamin D and human health: lessons from vitamin D receptor null mice","volume":"29","author":"Bouillon","year":"2008","journal-title":"Endocr. Rev."},{"key":"10.1016\/j.jsbmb.2016.07.003_sbref0015a","doi-asserted-by":"crossref","first-page":"662","DOI":"10.1210\/er.2004-0002","article-title":"Noncalcemic actions of vitamin D receptor ligands","volume":"26","author":"Nagpal","year":"2005","journal-title":"Endocr. Rev."},{"key":"10.1016\/j.jsbmb.2016.07.003_sbref0015b","doi-asserted-by":"crossref","first-page":"514","DOI":"10.1002\/med.20146","article-title":"New insights on therapy with vitamin D analogs targeting the intracellular pathways that control repigmentation in human vitiligo","volume":"29","author":"Birlea","year":"2009","journal-title":"Med. Res. Rev."},{"key":"10.1016\/j.jsbmb.2016.07.003_sbref0015c","doi-asserted-by":"crossref","first-page":"51","DOI":"10.1016\/j.jsbmb.2010.03.063","article-title":"1-Desoxy analog of 2MD: synthesis and biological activity of (20S)-25-hydroxy-2-methylene-19-norvitamin D3","volume":"121","author":"Sibilska","year":"2010","journal-title":"J. Steroid Biochem. Mol. Biol."},{"key":"10.1016\/j.jsbmb.2016.07.003_sbref0015d","doi-asserted-by":"crossref","first-page":"48","DOI":"10.1016\/j.abb.2011.11.010","article-title":"A-ring analogs of 1, 25-dihydroxyvitamin D3","volume":"523","author":"Glebocka","year":"2012","journal-title":"Arch. Biochem. Biophys."},{"key":"10.1016\/j.jsbmb.2016.07.003_sbref0015e","doi-asserted-by":"crossref","first-page":"528","DOI":"10.2174\/156802612799436623","article-title":"Current status of vitamin D signaling and its therapeutic applications","volume":"12","author":"Carlberg","year":"2012","journal-title":"Curr. Top. Med. Chem."},{"key":"10.1016\/j.jsbmb.2016.07.003_bib0020","doi-asserted-by":"crossref","first-page":"122","DOI":"10.3389\/fphys.2014.00122","article-title":"The future of vitamin D analogs","volume":"5","author":"Leyssens","year":"2014","journal-title":"Front. Physiol."},{"key":"10.1016\/j.jsbmb.2016.07.003_sbref0025a","doi-asserted-by":"crossref","first-page":"279","DOI":"10.1016\/0304-4165(93)90026-5","article-title":"1\u03b1,25-dihydroxyvitamin D3 and 19-nor-1\u03b1,25-dihydroxyvitamin 32 suppress immunoglobulin production and thymic lymphocyte proliferation in vivo","volume":"1158","author":"Yang","year":"1993","journal-title":"Biochim. Biophys. Acta."},{"key":"10.1016\/j.jsbmb.2016.07.003_sbref0025b","doi-asserted-by":"crossref","first-page":"559","DOI":"10.2165\/00003495-200565040-00008","article-title":"Paricalcitol","volume":"65","author":"Robinson","year":"2005","journal-title":"Drugs"},{"key":"10.1016\/j.jsbmb.2016.07.003_sbref0025c","doi-asserted-by":"crossref","first-page":"1249","DOI":"10.1002\/cmdc.201300160","article-title":"Recent developments of 19-nor-1,25-dihydroxyvitamin D3 analogues","volume":"8","author":"Zhang","year":"2013","journal-title":"ChemMedChem"},{"key":"10.1016\/j.jsbmb.2016.07.003_bib0030","doi-asserted-by":"crossref","first-page":"333","DOI":"10.1139\/cjpp-2014-0452","article-title":"19-Norvitamin D analogs for breast cancer therapy 1","volume":"93","author":"Matsumoto","year":"2015","journal-title":"Can. J. Physiol. Pharmacol."},{"key":"10.1016\/j.jsbmb.2016.07.003_sbref0035a","doi-asserted-by":"crossref","first-page":"1823","DOI":"10.1016\/S0040-4039(00)98795-1","article-title":"1\u03b1,25-Dihydroxy-19-nor-vitamin D3, a novel vitamin D-related compound with potential therapeutic activity","volume":"31","author":"Perlman","year":"1990","journal-title":"Tetrahedron Lett."},{"key":"10.1016\/j.jsbmb.2016.07.003_sbref0035b","doi-asserted-by":"crossref","first-page":"10002","DOI":"10.1016\/j.tet.2009.09.115","article-title":"Novel synthesis of 1\u03b1,25-dihydroxy-19-norvitamin D from 25-hydroxyvitamin D","volume":"65","author":"Toyoda","year":"2009","journal-title":"Tetrahedron"},{"key":"10.1016\/j.jsbmb.2016.07.003_sbref0040a","doi-asserted-by":"crossref","first-page":"7663","DOI":"10.1016\/0040-4039(91)80559-O","article-title":"Novel synthesis of 19-nor-vitamin D compounds","volume":"32","author":"Perlman","year":"1991","journal-title":"Tetrahedron Lett."},{"key":"10.1016\/j.jsbmb.2016.07.003_sbref0040b","doi-asserted-by":"crossref","first-page":"8299","DOI":"10.1016\/0040-4039(95)01730-6","article-title":"Novel synthesis of 19-nor 1\u03b1,25-dihydroxyvitamin D3 and related analogues","volume":"36","author":"Huang","year":"1995","journal-title":"Tetrahedron Lett."},{"key":"10.1016\/j.jsbmb.2016.07.003_sbref0045a","doi-asserted-by":"crossref","first-page":"3730","DOI":"10.1021\/jm00048a009","article-title":"Synthesis and biological activity of 2-hydroxy and 2-alkoxy analogs of 1alpha,25-dihydroxy-19-norvitamin D3","volume":"37","author":"Sicinski","year":"1994","journal-title":"J. Med. Chem."},{"key":"10.1016\/j.jsbmb.2016.07.003_sbref0045b","doi-asserted-by":"crossref","first-page":"3359","DOI":"10.1016\/S0040-4039(98)00272-X","article-title":"\u201cSymmetry\u201d in the synthesis of the A-ring of a vitamin D hybrid analogue with significant transactivation activity: a combinatorial sequence of regioselective propiolate-ene, catalytic enantioselective epoxidation and carbonyl-ene cyclization reactions","volume":"39","author":"Mikami","year":"1998","journal-title":"Tetrahedron Lett."},{"key":"10.1016\/j.jsbmb.2016.07.003_sbref0045c","doi-asserted-by":"crossref","first-page":"3363","DOI":"10.1016\/S0040-4039(98)00682-0","article-title":"Asymmetric synthesis of a key ring A synthon for 1\u03b1-hydroxy-19-nor vitamin D","volume":"39","author":"Courtney","year":"1998","journal-title":"Tetrahedron Lett."},{"key":"10.1016\/j.jsbmb.2016.07.003_sbref0045d","doi-asserted-by":"crossref","first-page":"681","DOI":"10.1016\/S0040-4020(00)01035-8","article-title":"Novel versatile approach to an enantiopure 19-nor, des-C,D vitamin D3 derivative","volume":"57","author":"Hilpert","year":"2001","journal-title":"Tetrahedron"},{"key":"10.1016\/j.jsbmb.2016.07.003_sbref0045e","doi-asserted-by":"crossref","first-page":"809","DOI":"10.1016\/S0960-894X(03)00005-2","article-title":"Novel synthesis of 2-substituted 19-norvitamin D A-ring phosphine oxide from D-glucose as a building block","volume":"13","author":"Shimizu","year":"2003","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"10.1016\/j.jsbmb.2016.07.003_sbref0045f","doi-asserted-by":"crossref","first-page":"1451","DOI":"10.1016\/j.bmcl.2004.12.090","article-title":"New derivatives of 1\u03b1,25-dihydroxy-19-norvitamin D3 with two substituents at C-2: synthesis and biological activity","volume":"15","author":"Shimizu","year":"2005","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"10.1016\/j.jsbmb.2016.07.003_sbref0045g","doi-asserted-by":"crossref","first-page":"1141","DOI":"10.1080\/00397910500503645","article-title":"Facile construction of the 7,8-olefin linkage in vitamin D3: a practical synthesis benefiting the vitamin D3 analog study","volume":"36","author":"Ono","year":"2006","journal-title":"Synth. Commun."},{"key":"10.1016\/j.jsbmb.2016.07.003_sbref0045h","doi-asserted-by":"crossref","first-page":"6832","DOI":"10.1021\/jm200743p","article-title":"Synthesis and biological activity of 2-(3\u2032-hydroxypropylidene)-1\u03b1-hydroxy-19-norvitamin D analogues with shortened alkyl side chains","volume":"54","author":"Glebocka","year":"2011","journal-title":"J. Med. Chem."},{"key":"10.1016\/j.jsbmb.2016.07.003_sbref0045i","doi-asserted-by":"crossref","first-page":"2315","DOI":"10.1016\/j.tetlet.2015.03.064","article-title":"Preparation of 2-hydroxy A-ring precursors for synthesis of vitamin D3 analogues from lyxose","volume":"56","author":"Ibe","year":"2015","journal-title":"Tetrahedron Lett."},{"key":"10.1016\/j.jsbmb.2016.07.003_sbref0050a","doi-asserted-by":"crossref","first-page":"7407","DOI":"10.1021\/jo034787y","article-title":"Efficient synthesis of 2-modified 1\u03b1,25-dihydroxy-19-norvitamin D3 with Julia olefination: High potency in induction of differentiation on HL-60 cells","volume":"68","author":"Ono","year":"2003","journal-title":"J. Org. Chem."},{"key":"10.1016\/j.jsbmb.2016.07.003_sbref0050b","first-page":"2621","article-title":"Novel 2-Alkyl-1\u03b1,25-dihydroxy-19-norvitamin D3: Efficient synthesis with Julia olefination, evaluation of biological activity and development of new analyzing system for co-activator recruitment","volume":"26","author":"Arai","year":"2006","journal-title":"Anticancer Res."},{"key":"10.1016\/j.jsbmb.2016.07.003_sbref0050c","doi-asserted-by":"crossref","first-page":"6158","DOI":"10.1021\/jm900711d","article-title":"Synthesis, conformational analysis, and biological evaluation of 19-nor-vitamin D3 analogues with A-ring modifications","volume":"52","author":"S\u00e1nchez-Abella","year":"2009","journal-title":"J. Med. Chem."},{"key":"10.1016\/j.jsbmb.2016.07.003_sbref0050d","doi-asserted-by":"crossref","first-page":"46","DOI":"10.1016\/j.jsbmb.2010.03.011","article-title":"New 1\u03b1,25-dihydroxy-19-norvitamin D3 analogs with a frozen A-ring conformation","volume":"121","author":"Glebocka","year":"2010","journal-title":"J. Steroid Biochem. Mol. Biol."},{"key":"10.1016\/j.jsbmb.2016.07.003_sbref0055a","doi-asserted-by":"crossref","first-page":"3975","DOI":"10.1021\/ol016908r","article-title":"Novel synthetic approach to 19-nor-1\u03b1,25-dihydroxyvitamin D3 and Iis derivatives by Suzuki-Miyaura coupling in solution and on solid support","volume":"3","author":"Hanazawa","year":"2001","journal-title":"Org. Lett."},{"key":"10.1016\/j.jsbmb.2016.07.003_sbref0055b","doi-asserted-by":"crossref","first-page":"30","DOI":"10.1016\/j.jsbmb.2012.10.016","article-title":"Synthesis and biological evaluation of novel 6-substituted analogs of 1\u03b1,25-dihydroxy-19-norvitamin D3","volume":"136","author":"Sokolowska","year":"2013","journal-title":"J. Steroid Biochem. Mol. Biol."},{"key":"10.1016\/j.jsbmb.2016.07.003_sbref0055c","doi-asserted-by":"crossref","first-page":"994","DOI":"10.1002\/ajoc.201402109","article-title":"Synthesis of 19-nor-vitamin D A-ring synthons via ring-closing olefin metathesis","volume":"3","author":"Nagai","year":"2014","journal-title":"Asian J. Org. Chem."},{"key":"10.1016\/j.jsbmb.2016.07.003_bib0060","doi-asserted-by":"crossref","first-page":"7637","DOI":"10.1016\/0040-4039(96)01700-5","article-title":"A practical synthesis of A-ring precursors for 19-nor-1\u03b1,25-dihydroxyvitamin D3 analogues","volume":"37","author":"Zhou","year":"1996","journal-title":"Tetrahedron Lett."}],"container-title":["The Journal of Steroid Biochemistry and Molecular Biology"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0960076016302023?httpAccept=text\/xml","content-type":"text\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0960076016302023?httpAccept=text\/plain","content-type":"text\/plain","content-version":"vor","intended-application":"text-mining"}],"deposited":{"date-parts":[[2025,10,17]],"date-time":"2025-10-17T23:59:00Z","timestamp":1760745540000},"score":1,"resource":{"primary":{"URL":"https:\/\/linkinghub.elsevier.com\/retrieve\/pii\/S0960076016302023"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2017,10]]},"references-count":34,"alternative-id":["S0960076016302023"],"URL":"https:\/\/doi.org\/10.1016\/j.jsbmb.2016.07.003","relation":{},"ISSN":["0960-0760"],"issn-type":[{"value":"0960-0760","type":"print"}],"subject":[],"published":{"date-parts":[[2017,10]]},"assertion":[{"value":"Elsevier","name":"publisher","label":"This article is maintained by"},{"value":"A-Ring Synthons of 19-Nor Type Vitamin D Derivatives","name":"articletitle","label":"Article Title"},{"value":"The Journal of Steroid Biochemistry and Molecular Biology","name":"journaltitle","label":"Journal Title"},{"value":"https:\/\/doi.org\/10.1016\/j.jsbmb.2016.07.003","name":"articlelink","label":"CrossRef DOI link to publisher maintained version"},{"value":"article","name":"content_type","label":"Content Type"},{"value":"\u00a9 2016 Elsevier Ltd. All rights reserved.","name":"copyright","label":"Copyright"}]}}