{"id":"https://openalex.org/W2003282022","doi":"https://doi.org/10.1021/jm00118a006","title":"Synthesis and biological evaluation of isomeric dinucleoside monophosphates and monomethylphosphonates of 9-.beta.-D-arabinofuranosyladenine and related analogs","display_name":"Synthesis and biological evaluation of isomeric dinucleoside monophosphates and monomethylphosphonates of 9-.beta.-D-arabinofuranosyladenine and related analogs","publication_year":1988,"publication_date":"1988-10-01","ids":{"openalex":"https://openalex.org/W2003282022","doi":"https://doi.org/10.1021/jm00118a006","mag":"2003282022","pmid":"https://pubmed.ncbi.nlm.nih.gov/2459384"},"language":"en","primary_location":{"id":"doi:10.1021/jm00118a006","doi":"https://doi.org/10.1021/jm00118a006","is_oa":false,"landing_page_url":"https://doi.org/10.1021/jm00118a006","pdf_url":null,"source":{"id":"https://openalex.org/S162030435","display_name":"Journal of Medicinal Chemistry","issn_l":"0022-2623","issn":["0022-2623","1520-4804"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["anvur-scientific","cwts-core","dongbi-a","jufo-3","ki-jl-2","medline","norway-2","poland-200","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320006","host_organization_name":"American Chemical Society","host_organization_lineage":["https://openalex.org/P4310320006"],"host_organization_lineage_names":["American Chemical Society"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Journal of Medicinal Chemistry","raw_type":"journal-article"},"volume":null,"type":"article","is_traditional":true,"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/A5078659508","display_name":"Fr\u00e9d\u00e9ric Puech","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I1294671590","display_name":"Centre National de la Recherche Scientifique","ror":"https://ror.org/02feahw73","country_code":"FR","type":"government","lineage":["https://openalex.org/I1294671590"]}],"countries":["FR"],"is_corresponding":false,"raw_author_name":"Frederic Puech","raw_affiliation_strings":["Universit\u00e9 des Sciences et Techniques du Languedoc, Laboratoire de Chimie Bio-Organique, U.A. 488 du CNRS, Montpellier, France"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Universit\u00e9 des Sciences et Techniques du Languedoc, Laboratoire de Chimie Bio-Organique, U.A. 488 du CNRS, Montpellier, France","institution_ids":["https://openalex.org/I1294671590"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5105454621","display_name":"Gilles Gosselin","orcid":"https://orcid.org/0000-0003-4631-5764","observed_orcids":["https://orcid.org/0000-0003-4631-5764"]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Gilles Gosselin","raw_affiliation_strings":[],"raw_orcid":null,"affiliations":[]},{"author_position":"middle","author":{"id":"https://openalex.org/A5038319371","display_name":"Jan M. Balzarini","orcid":"https://orcid.org/0000-0003-2240-3321","observed_orcids":["https://orcid.org/0000-0003-2240-3321","https://orcid.org/0000-0003-1144-1808"]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Jan Balzarini","raw_affiliation_strings":[],"raw_orcid":null,"affiliations":[]},{"author_position":"middle","author":{"id":"https://openalex.org/A5040662398","display_name":"Erik De Clercq","orcid":"https://orcid.org/0000-0002-2985-8890","observed_orcids":["https://orcid.org/0000-0002-2985-8890"]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Erik De Clercq","raw_affiliation_strings":[],"raw_orcid":null,"affiliations":[]},{"author_position":"last","author":{"id":"https://openalex.org/A5111961339","display_name":"Jean Louis Imbach","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Jean Louis Imbach","raw_affiliation_strings":[],"raw_orcid":null,"affiliations":[]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":[],"corresponding_institution_ids":[],"apc_list":{"value":4500,"currency":"USD","value_usd":4500},"apc_paid":null,"fwci":1.4607,"has_fulltext":false,"cited_by_count":21,"citation_normalized_percentile":{"value":0.73507326,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":88,"max":93},"biblio":{"volume":"31","issue":"10","first_page":"1897","last_page":"1907"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T11748","display_name":"Organophosphorus compounds synthesis","score":0.923799991607666,"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/T11748","display_name":"Organophosphorus compounds synthesis","score":0.923799991607666,"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/T10432","display_name":"DNA and Nucleic Acid Chemistry","score":0.039400000125169754,"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/T10526","display_name":"HIV/AIDS drug development and treatment","score":0.014999999664723873,"subfield":{"id":"https://openalex.org/subfields/2725","display_name":"Infectious Diseases"},"field":{"id":"https://openalex.org/fields/27","display_name":"Medicine"},"domain":{"id":"https://openalex.org/domains/4","display_name":"Health Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/dinucleoside-monophosphates","display_name":"dinucleoside monophosphates","score":0.9580000042915344},{"id":"https://openalex.org/keywords/9-beta-d-arabinofuranosyladenine","display_name":"9-beta-D-arabinofuranosyladenine","score":0.9539999961853027},{"id":"https://openalex.org/keywords/nucleoside-analogs","display_name":"nucleoside analogues","score":0.722000002861023},{"id":"https://openalex.org/keywords/antiviral-activity","display_name":"antiviral activity","score":0.9100000262260437},{"id":"https://openalex.org/keywords/cytostatic-effect","display_name":"cytostatic activity","score":0.9950000047683716},{"id":"https://openalex.org/keywords/nucleoside-synthesis","display_name":"nucleoside synthesis","score":0.8119999766349792}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.9628223180770874},{"id":"https://openalex.org/C2776174256","wikidata":"https://www.wikidata.org/wiki/Q830842","display_name":"BETA (programming language)","level":2,"score":0.5513019561767578},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.5366498827934265},{"id":"https://openalex.org/C199360897","wikidata":"https://www.wikidata.org/wiki/Q9143","display_name":"Programming language","level":1,"score":0.0},{"id":"https://openalex.org/C41008148","wikidata":"https://www.wikidata.org/wiki/Q21198","display_name":"Computer science","level":0,"score":0.0}],"mesh":[{"descriptor_ui":"D000818","descriptor_name":"Animals","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D000998","descriptor_name":"Antiviral Agents","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":true},{"descriptor_ui":"D001084","descriptor_name":"Vidarabine Phosphate","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":true},{"descriptor_ui":"D001084","descriptor_name":"Vidarabine Phosphate","qualifier_ui":"Q000494","qualifier_name":"pharmacology","is_major_topic":false},{"descriptor_ui":"D001088","descriptor_name":"Arabinonucleotides","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":true},{"descriptor_ui":"D002460","descriptor_name":"Cell Line","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D002522","descriptor_name":"Chlorocebus aethiops","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D006801","descriptor_name":"Humans","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D007536","descriptor_name":"Isomerism","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D011355","descriptor_name":"Prodrugs","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":true},{"descriptor_ui":"D011355","descriptor_name":"Prodrugs","qualifier_ui":"Q000494","qualifier_name":"pharmacology","is_major_topic":false},{"descriptor_ui":"D013329","descriptor_name":"Structure-Activity Relationship","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D051379","descriptor_name":"Mice","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false}],"locations_count":2,"locations":[{"id":"doi:10.1021/jm00118a006","doi":"https://doi.org/10.1021/jm00118a006","is_oa":false,"landing_page_url":"https://doi.org/10.1021/jm00118a006","pdf_url":null,"source":{"id":"https://openalex.org/S162030435","display_name":"Journal of Medicinal Chemistry","issn_l":"0022-2623","issn":["0022-2623","1520-4804"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["anvur-scientific","cwts-core","dongbi-a","jufo-3","ki-jl-2","medline","norway-2","poland-200","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320006","host_organization_name":"American Chemical Society","host_organization_lineage":["https://openalex.org/P4310320006"],"host_organization_lineage_names":["American Chemical Society"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Journal of Medicinal Chemistry","raw_type":"journal-article"},{"id":"pmid:2459384","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/2459384","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":"Journal of medicinal chemistry","raw_type":"Journal Article"}],"best_oa_location":null,"sustainable_development_goals":[{"id":"https://metadata.un.org/sdg/3","display_name":"Good health and well-being","score":0.5683000087738037}],"study_designs":[],"awards":[],"funders":[],"has_content":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":0,"referenced_works":[],"related_works":["https://openalex.org/W2068911163","https://openalex.org/W2314535694","https://openalex.org/W2009554860","https://openalex.org/W2952575420","https://openalex.org/W2314807339","https://openalex.org/W2012919415","https://openalex.org/W2109363420","https://openalex.org/W2950954501","https://openalex.org/W2950293115","https://openalex.org/W2802951923"],"abstract_inverted_index":{"The":[0],"3'----5',3'----3'":[1],"and":[2,6,16,28,35,47,75],"5'----5'":[3],"dinucleoside":[4],"monophosphates":[5],"methylphosphonates":[7],"of":[8,24,30],"9-beta-D-arabinofuranosyladenine,":[9],"as":[10,12],"well":[11],"its":[13],"5'-(hydrogen":[14,83],"phosphonate)":[15,84],"5'-(methyl":[17],"methylphosphonate)":[18],"derivatives":[19],"have":[20],"been":[21],"the":[22,39,62,70,82],"subject":[23],"a":[25,79],"systematic":[26],"synthesis":[27],"examination":[29],"their":[31],"biological,":[32],"i.e.":[33],"antiviral":[34],"cytostatic,":[36],"properties.":[37],"First":[38],"properly":[40],"protected":[41,53],"monomeric":[42],"building":[43],"blocks":[44],"were":[45,57,66],"prepared":[46],"then":[48,58],"condensed":[49],"to":[50,60,78],"give":[51],"fully":[52,67],"intermediates.":[54],"These":[55],"latter":[56],"deblocked":[59],"afford":[61],"unprotected":[63],"compounds,":[64],"which":[65],"characterized.":[68],"Only":[69],"3'----5'":[71],"phosphodiester":[72],"isomers":[73],"13":[74],"16":[76],"and,":[77],"lesser":[80],"extent,":[81],"derivative":[85],"21":[86],"showed":[87],"marked":[88],"biological":[89],"activity.":[90]},"counts_by_year":[{"year":2015,"cited_by_count":1}],"updated_date":"2026-10-31T12:09:11.096373","created_date":"2016-06-24T00:00:00"}