{"id":"https://openalex.org/W2117194232","doi":"https://doi.org/10.1071/ch14121","title":"The Preparation of Macrocyclic Calpain Inhibitors by Ring Closing Metathesis and Cross Metathesis*","display_name":"The Preparation of Macrocyclic Calpain Inhibitors by Ring Closing Metathesis and Cross Metathesis*","publication_year":2014,"publication_date":"2014-05-14","ids":{"openalex":"https://openalex.org/W2117194232","doi":"https://doi.org/10.1071/ch14121","mag":"2117194232"},"language":"en","primary_location":{"id":"doi:10.1071/ch14121","doi":"https://doi.org/10.1071/ch14121","is_oa":false,"landing_page_url":"https://doi.org/10.1071/ch14121","pdf_url":null,"source":{"id":"https://openalex.org/S91238560","display_name":"Australian Journal of Chemistry","issn_l":"0004-9425","issn":["0004-9425","1445-0038"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["anvur-scientific","cwts-core","dongbi-c","jufo-1","norway-1","poland-40","russia-white-list-3"],"host_organization":"https://openalex.org/P4310320302","host_organization_name":"CSIRO Publishing","host_organization_lineage":["https://openalex.org/P4310320302"],"host_organization_lineage_names":["CSIRO Publishing"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Australian Journal of Chemistry","raw_type":"journal-article"},"volume":null,"type":"article","indexed_in":["crossref"],"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/A5067105658","display_name":"Seth A. Jones","orcid":"https://orcid.org/0000-0002-1153-4724","observed_orcids":["https://orcid.org/0000-0002-1153-4724"]},"institutions":[{"id":"https://openalex.org/I5681781","display_name":"The University of Adelaide","ror":"https://ror.org/00892tw58","country_code":"AU","type":"education","lineage":["https://openalex.org/I4405259444","https://openalex.org/I5681781"]}],"countries":["AU"],"is_corresponding":false,"raw_author_name":"Seth A. Jones","raw_affiliation_strings":["ASchool of Chemistry and Physics, The University of Adelaide, North Terrace, Adelaide, SA 5005, Australia","School of Chemistry & Physics, The University of Adelaide, North Terrace, Adelaide, SA 5005 (Australia)"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"ASchool of Chemistry and Physics, The University of Adelaide, North Terrace, Adelaide, SA 5005, Australia","institution_ids":["https://openalex.org/I5681781"]},{"raw_affiliation_string":"School of Chemistry & Physics, The University of Adelaide, North Terrace, Adelaide, SA 5005 (Australia)","institution_ids":["https://openalex.org/I5681781"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5003083592","display_name":"Joanna Kimberley Duncan","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I5681781","display_name":"The University of Adelaide","ror":"https://ror.org/00892tw58","country_code":"AU","type":"education","lineage":["https://openalex.org/I4405259444","https://openalex.org/I5681781"]}],"countries":["AU"],"is_corresponding":false,"raw_author_name":"Joanna Duncan","raw_affiliation_strings":["ASchool of Chemistry and Physics, The University of Adelaide, North Terrace, Adelaide, SA 5005, Australia","School of Chemistry & Physics, The University of Adelaide, North Terrace, Adelaide, SA 5005 (Australia)"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"ASchool of Chemistry and Physics, The University of Adelaide, North Terrace, Adelaide, SA 5005, Australia","institution_ids":["https://openalex.org/I5681781"]},{"raw_affiliation_string":"School of Chemistry & Physics, The University of Adelaide, North Terrace, Adelaide, SA 5005 (Australia)","institution_ids":["https://openalex.org/I5681781"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5079540504","display_name":"Steven G. Aitken","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I185492890","display_name":"University of Canterbury","ror":"https://ror.org/03y7q9t39","country_code":"NZ","type":"education","lineage":["https://openalex.org/I185492890"]}],"countries":["NZ"],"is_corresponding":false,"raw_author_name":"Steven G. Aitken","raw_affiliation_strings":["BDepartment of Chemistry, University of Canterbury, Private Bag 4800, Christchurch 8140, New Zealand","Department of Chemistry University of Canterbury Private Bag 4800 Christchurch 8140 New Zealand"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"BDepartment of Chemistry, University of Canterbury, Private Bag 4800, Christchurch 8140, New Zealand","institution_ids":["https://openalex.org/I185492890"]},{"raw_affiliation_string":"Department of Chemistry University of Canterbury Private Bag 4800 Christchurch 8140 New Zealand","institution_ids":["https://openalex.org/I185492890"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5110618303","display_name":"James M. Coxon","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I185492890","display_name":"University of Canterbury","ror":"https://ror.org/03y7q9t39","country_code":"NZ","type":"education","lineage":["https://openalex.org/I185492890"]}],"countries":["NZ"],"is_corresponding":false,"raw_author_name":"James M. Coxon","raw_affiliation_strings":["BDepartment of Chemistry, University of Canterbury, Private Bag 4800, Christchurch 8140, New Zealand","Department of Chemistry University of Canterbury Private Bag 4800 Christchurch 8140 New Zealand"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"BDepartment of Chemistry, University of Canterbury, Private Bag 4800, Christchurch 8140, New Zealand","institution_ids":["https://openalex.org/I185492890"]},{"raw_affiliation_string":"Department of Chemistry University of Canterbury Private Bag 4800 Christchurch 8140 New Zealand","institution_ids":["https://openalex.org/I185492890"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5033537928","display_name":"Andrew David Abell","orcid":"https://orcid.org/0000-0002-0604-2629","observed_orcids":["https://orcid.org/0000-0002-0604-2629"]},"institutions":[{"id":"https://openalex.org/I5681781","display_name":"The University of Adelaide","ror":"https://ror.org/00892tw58","country_code":"AU","type":"education","lineage":["https://openalex.org/I4405259444","https://openalex.org/I5681781"]}],"countries":["AU"],"is_corresponding":true,"raw_author_name":"Andrew D. Abell","raw_affiliation_strings":["ASchool of Chemistry and Physics, The University of Adelaide, North Terrace, Adelaide, SA 5005, Australia","CCorresponding author. Email: andrew.abell@adelaide.edu.au","School of Chemistry & Physics, The University of Adelaide, North Terrace, Adelaide, SA 5005 (Australia)"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"ASchool of Chemistry and Physics, The University of Adelaide, North Terrace, Adelaide, SA 5005, Australia","institution_ids":["https://openalex.org/I5681781"]},{"raw_affiliation_string":"CCorresponding author. Email: andrew.abell@adelaide.edu.au","institution_ids":[]},{"raw_affiliation_string":"School of Chemistry & Physics, The University of Adelaide, North Terrace, Adelaide, SA 5005 (Australia)","institution_ids":["https://openalex.org/I5681781"]}]}],"institutions":[],"countries_distinct_count":2,"institutions_distinct_count":2,"corresponding_author_ids":["https://openalex.org/A5033537928"],"corresponding_institution_ids":["https://openalex.org/I5681781"],"apc_list":null,"apc_paid":null,"fwci":0.5871,"has_fulltext":false,"cited_by_count":5,"citation_normalized_percentile":{"value":0.63946505,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":88,"max":96},"biblio":{"volume":"67","issue":"9","first_page":"1257","last_page":"1263"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T11549","display_name":"Synthetic Organic Chemistry Methods","score":0.47850000858306885,"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"}},"topics":[{"id":"https://openalex.org/T11549","display_name":"Synthetic Organic Chemistry Methods","score":0.47850000858306885,"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"}},{"id":"https://openalex.org/T10911","display_name":"Chemical Synthesis and Analysis","score":0.27469998598098755,"subfield":{"id":"https://openalex.org/subfields/1312","display_name":"Molecular Biology"},"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/T13637","display_name":"Calpain Protease Function and Regulation","score":0.21480000019073486,"subfield":{"id":"https://openalex.org/subfields/1307","display_name":"Cell Biology"},"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"}}],"keywords":[{"id":"https://openalex.org/keywords/ring-closing-metathesis","display_name":"ring-closing metathesis","score":0.9739999771118164},{"id":"https://openalex.org/keywords/cross-metathesis","display_name":"cross-metathesis","score":0.9980000257492065},{"id":"https://openalex.org/keywords/aldehyde-synthesis","display_name":"aldehyde synthesis","score":0.5270000100135803},{"id":"https://openalex.org/keywords/active-site-binding","display_name":"active site binding","score":0.8450000286102295}],"concepts":[{"id":"https://openalex.org/C153914509","wikidata":"https://www.wikidata.org/wiki/Q191090","display_name":"Metathesis","level":4,"score":0.8368350267410278},{"id":"https://openalex.org/C2778593322","wikidata":"https://www.wikidata.org/wiki/Q7334670","display_name":"Ring-closing metathesis","level":5,"score":0.8006994724273682},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.7662968635559082},{"id":"https://openalex.org/C124790011","wikidata":"https://www.wikidata.org/wiki/Q2069797","display_name":"Peptidomimetic","level":3,"score":0.7569277286529541},{"id":"https://openalex.org/C2779825165","wikidata":"https://www.wikidata.org/wiki/Q101497","display_name":"Aldehyde","level":3,"score":0.6920211911201477},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.636761486530304},{"id":"https://openalex.org/C21951064","wikidata":"https://www.wikidata.org/wiki/Q899212","display_name":"Combinatorial chemistry","level":1,"score":0.5049720406532288},{"id":"https://openalex.org/C2781338088","wikidata":"https://www.wikidata.org/wiki/Q903495","display_name":"Residue (chemistry)","level":2,"score":0.47397512197494507},{"id":"https://openalex.org/C41183919","wikidata":"https://www.wikidata.org/wiki/Q423026","display_name":"Active site","level":3,"score":0.44955262541770935},{"id":"https://openalex.org/C44138296","wikidata":"https://www.wikidata.org/wiki/Q13533728","display_name":"Salt metathesis reaction","level":5,"score":0.42285606265068054},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.20832708477973938},{"id":"https://openalex.org/C181199279","wikidata":"https://www.wikidata.org/wiki/Q8047","display_name":"Enzyme","level":2,"score":0.2005888819694519},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.1583242416381836},{"id":"https://openalex.org/C55493867","wikidata":"https://www.wikidata.org/wiki/Q7094","display_name":"Biochemistry","level":1,"score":0.12785103917121887},{"id":"https://openalex.org/C2779281246","wikidata":"https://www.wikidata.org/wiki/Q172847","display_name":"Peptide","level":2,"score":0.06903204321861267},{"id":"https://openalex.org/C521977710","wikidata":"https://www.wikidata.org/wiki/Q81163","display_name":"Polymer","level":2,"score":0.0},{"id":"https://openalex.org/C44228677","wikidata":"https://www.wikidata.org/wiki/Q181898","display_name":"Polymerization","level":3,"score":0.0}],"mesh":[],"locations_count":2,"locations":[{"id":"doi:10.1071/ch14121","doi":"https://doi.org/10.1071/ch14121","is_oa":false,"landing_page_url":"https://doi.org/10.1071/ch14121","pdf_url":null,"source":{"id":"https://openalex.org/S91238560","display_name":"Australian Journal of Chemistry","issn_l":"0004-9425","issn":["0004-9425","1445-0038"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["anvur-scientific","cwts-core","dongbi-c","jufo-1","norway-1","poland-40","russia-white-list-3"],"host_organization":"https://openalex.org/P4310320302","host_organization_name":"CSIRO Publishing","host_organization_lineage":["https://openalex.org/P4310320302"],"host_organization_lineage_names":["CSIRO Publishing"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Australian Journal of Chemistry","raw_type":"journal-article"},{"id":"pmh:oai:digital.library.adelaide.edu.au:2440/92375","doi":null,"is_oa":false,"landing_page_url":"http://hdl.handle.net/2440/92375","pdf_url":null,"source":{"id":"https://openalex.org/S4306401835","display_name":"Adelaide Research & Scholarship (AR&S) (University of Adelaide)","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I5681781","host_organization_name":"The University of Adelaide","host_organization_lineage":["https://openalex.org/I5681781"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"submittedVersion","is_accepted":false,"is_published":false,"raw_source_name":"https://doi.org/10.1071/ch14121","raw_type":"Journal article"}],"best_oa_location":null,"sustainable_development_goals":[],"study_designs":[],"awards":[],"funders":[{"id":"https://openalex.org/F4320313772","display_name":"Douglas Pharmaceuticals","ror":"https://ror.org/030c0zd77"}],"has_content":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":25,"referenced_works":["https://openalex.org/W1969015959","https://openalex.org/W1982573325","https://openalex.org/W1985469117","https://openalex.org/W1992068754","https://openalex.org/W2010751579","https://openalex.org/W2011087950","https://openalex.org/W2015130230","https://openalex.org/W2034967930","https://openalex.org/W2040768396","https://openalex.org/W2043935388","https://openalex.org/W2052696994","https://openalex.org/W2059262179","https://openalex.org/W2060879531","https://openalex.org/W2076296690","https://openalex.org/W2085044850","https://openalex.org/W2094788808","https://openalex.org/W2105336210","https://openalex.org/W2107005517","https://openalex.org/W2111221356","https://openalex.org/W2112465929","https://openalex.org/W2143767610","https://openalex.org/W2158438410","https://openalex.org/W2321378571","https://openalex.org/W2952181166","https://openalex.org/W2953127081"],"related_works":["https://openalex.org/W2143767610","https://openalex.org/W2771579635","https://openalex.org/W1984201859","https://openalex.org/W2001516263","https://openalex.org/W2122793169","https://openalex.org/W2346448167","https://openalex.org/W2554747545","https://openalex.org/W2552475809","https://openalex.org/W2564904074","https://openalex.org/W581074345"],"abstract_inverted_index":{"Ring":[0],"closing":[1],"metathesis":[2,5],"and":[3],"cross":[4],"approaches":[6],"to":[7,41],"a":[8,28],"new":[9],"macrocyclic":[10],"peptidomimetic":[11],"aldehyde":[12],"2":[13,26,60],"have":[14],"been":[15],"developed,":[16],"with":[17,38],"the":[18,22,42,77],"former":[19],"route":[20],"being":[21],"most":[23],"convenient.":[24],"Aldehyde":[25],"is":[27,62],"potent":[29],"inhibitor":[30,45],"of":[31,35,59,67,76],"calpain":[32],"II":[33],"(IC50":[34,66],"45":[36],"nM)":[37,69],"comparable":[39],"activity":[40],"benchmark":[43],"acyclic":[44],"SJA6017":[46],"4.":[47],"Both":[48],"compounds":[49],"contain":[50],"an":[51,72],"N-terminal":[52],"4-fluorophenylsulfonyl":[53],"group.":[54],"The":[55],"P2":[56,78],"Ile":[57],"analogue":[58],"(16)":[61],"significantly":[63],"less":[64],"active":[65,81],"2000":[68],"which":[70],"reflects":[71],"unusually":[73],"subtle":[74],"importance":[75],"residue":[79],"for":[80],"site":[82],"binding.":[83]},"counts_by_year":[{"year":2021,"cited_by_count":1},{"year":2016,"cited_by_count":2},{"year":2015,"cited_by_count":1},{"year":2014,"cited_by_count":1}],"updated_date":"2026-10-03T13:16:28.481748","created_date":"2016-06-24T00:00:00"}