{"id":"https://openalex.org/W1493979313","doi":"https://doi.org/10.1039/b303093h","title":"Synthesis and antiviral evaluation of 2\u2032-deoxy-2\u2032-C-trifluoromethyl \u03b2- d -ribonucleoside analogues bearing the five naturally occurring nucleic acid bases","display_name":"Synthesis and antiviral evaluation of 2\u2032-deoxy-2\u2032-C-trifluoromethyl \u03b2- d -ribonucleoside analogues bearing the five naturally occurring nucleic acid bases","publication_year":2003,"publication_date":"2003-01-01","ids":{"openalex":"https://openalex.org/W1493979313","doi":"https://doi.org/10.1039/b303093h","mag":"1493979313","pmid":"https://pubmed.ncbi.nlm.nih.gov/12945900"},"language":"en","primary_location":{"id":"doi:10.1039/b303093h","doi":"https://doi.org/10.1039/b303093h","is_oa":false,"landing_page_url":"https://doi.org/10.1039/b303093h","pdf_url":null,"source":{"id":"https://openalex.org/S179810352","display_name":"Organic & Biomolecular Chemistry","issn_l":"1477-0520","issn":["1477-0520","1477-0539"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-b","jufo-2","ki-jl-1","medline","norway-1","poland-100","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320556","host_organization_name":"Royal Society of Chemistry","host_organization_lineage":["https://openalex.org/P4310320556"],"host_organization_lineage_names":["Royal Society of Chemistry"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Org. Biomol. Chem.","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/A5000909710","display_name":"Fr\u00e9d\u00e9ric Jeannot","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"]},{"id":"https://openalex.org/I19894307","display_name":"Universit\u00e9 de Montpellier","ror":"https://ror.org/051escj72","country_code":"FR","type":"education","lineage":["https://openalex.org/I19894307"]},{"id":"https://openalex.org/I4387154756","display_name":"Universit\u00e9 Montpellier 2","ror":"https://ror.org/00wh4bp03","country_code":"FR","type":"education","lineage":["https://openalex.org/I19894307","https://openalex.org/I4387154756"]}],"countries":["FR"],"is_corresponding":false,"raw_author_name":"Fr\u00e9d\u00e9ric Jeannot","raw_affiliation_strings":["Laboratoire de Chimie Organique Biomol\u00e9culaire de Synth\u00e8se, UMR 5625 CNRS-Universit\u00e9 Montpellier II, case courrier 008, Place Eugene Bataillon, 34095 Montpellier Cedex 5, France","Laboratoire de Chimie Organique Biomol\u00e9culaire de Synth\u00e8se, UMR 5625 CNRS-Universit\u00e9 Montpellier II, case courrier 008, Place Eug\u00e8ne Bataillon, 34095 Montpellier Cedex 5, France"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Laboratoire de Chimie Organique Biomol\u00e9culaire de Synth\u00e8se, UMR 5625 CNRS-Universit\u00e9 Montpellier II, case courrier 008, Place Eugene Bataillon, 34095 Montpellier Cedex 5, France","institution_ids":["https://openalex.org/I1294671590","https://openalex.org/I19894307","https://openalex.org/I4387154756"]},{"raw_affiliation_string":"Laboratoire de Chimie Organique Biomol\u00e9culaire de Synth\u00e8se, UMR 5625 CNRS-Universit\u00e9 Montpellier II, case courrier 008, Place Eug\u00e8ne Bataillon, 34095 Montpellier Cedex 5, France","institution_ids":["https://openalex.org/I1294671590","https://openalex.org/I19894307","https://openalex.org/I4387154756"]}]},{"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":[{"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"]},{"id":"https://openalex.org/I19894307","display_name":"Universit\u00e9 de Montpellier","ror":"https://ror.org/051escj72","country_code":"FR","type":"education","lineage":["https://openalex.org/I19894307"]},{"id":"https://openalex.org/I4387154756","display_name":"Universit\u00e9 Montpellier 2","ror":"https://ror.org/00wh4bp03","country_code":"FR","type":"education","lineage":["https://openalex.org/I19894307","https://openalex.org/I4387154756"]}],"countries":["FR"],"is_corresponding":false,"raw_author_name":"Gilles Gosselin","raw_affiliation_strings":["Laboratoire Coop\u00e9ratif Idenix-CNRS-Universit\u00e9 Montpellier II, case courrier 008, Place Eug\u00e8ne Bataillon, 34095 Montpellier Cedex 5, France","Laboratoire de Chimie Organique Biomol\u00e9culaire de Synth\u00e8se, UMR 5625 CNRS-Universit\u00e9 Montpellier II, case courrier 008, Place Eug\u00e8ne Bataillon, 34095 Montpellier Cedex 5, France"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Laboratoire Coop\u00e9ratif Idenix-CNRS-Universit\u00e9 Montpellier II, case courrier 008, Place Eug\u00e8ne Bataillon, 34095 Montpellier Cedex 5, France","institution_ids":["https://openalex.org/I1294671590"]},{"raw_affiliation_string":"Laboratoire de Chimie Organique Biomol\u00e9culaire de Synth\u00e8se, UMR 5625 CNRS-Universit\u00e9 Montpellier II, case courrier 008, Place Eug\u00e8ne Bataillon, 34095 Montpellier Cedex 5, France","institution_ids":["https://openalex.org/I1294671590","https://openalex.org/I19894307","https://openalex.org/I4387154756"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5077307238","display_name":"Christophe Math\u00e9","orcid":"https://orcid.org/0000-0003-3114-9361","observed_orcids":["https://orcid.org/0000-0003-3114-9361"]},"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"]},{"id":"https://openalex.org/I19894307","display_name":"Universit\u00e9 de Montpellier","ror":"https://ror.org/051escj72","country_code":"FR","type":"education","lineage":["https://openalex.org/I19894307"]},{"id":"https://openalex.org/I4387154756","display_name":"Universit\u00e9 Montpellier 2","ror":"https://ror.org/00wh4bp03","country_code":"FR","type":"education","lineage":["https://openalex.org/I19894307","https://openalex.org/I4387154756"]}],"countries":["FR"],"is_corresponding":true,"raw_author_name":"Christophe Math\u00e9","raw_affiliation_strings":["Laboratoire de Chimie Organique Biomol\u00e9culaire de Synth\u00e8se, UMR 5625 CNRS-Universit\u00e9 Montpellier II, case courrier 008, Place Eug\u00e8ne Bataillon, 34095 Montpellier Cedex 5, France"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Laboratoire de Chimie Organique Biomol\u00e9culaire de Synth\u00e8se, UMR 5625 CNRS-Universit\u00e9 Montpellier II, case courrier 008, Place Eug\u00e8ne Bataillon, 34095 Montpellier Cedex 5, France","institution_ids":["https://openalex.org/I1294671590","https://openalex.org/I19894307","https://openalex.org/I4387154756"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":3,"corresponding_author_ids":["https://openalex.org/A5077307238"],"corresponding_institution_ids":["https://openalex.org/I1294671590","https://openalex.org/I19894307","https://openalex.org/I4387154756"],"apc_list":null,"apc_paid":null,"fwci":1.1796,"has_fulltext":false,"cited_by_count":24,"citation_normalized_percentile":{"value":0.79034135,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":87,"max":96},"biblio":{"volume":"1","issue":"12","first_page":"2096","last_page":"2102"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10526","display_name":"HIV/AIDS drug development and treatment","score":0.5630000233650208,"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"}},"topics":[{"id":"https://openalex.org/T10526","display_name":"HIV/AIDS drug development and treatment","score":0.5630000233650208,"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"}},{"id":"https://openalex.org/T10835","display_name":"Carbohydrate Chemistry and Synthesis","score":0.2460000067949295,"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":0.10220000147819519,"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"}}],"keywords":[{"id":"https://openalex.org/keywords/nucleoside-analogs","display_name":"nucleoside analogues","score":0.9649999737739563},{"id":"https://openalex.org/keywords/glycosylation","display_name":"glycosylation","score":0.7490000128746033},{"id":"https://openalex.org/keywords/purine-and-pyrimidine-bases","display_name":"purine and pyrimidine bases","score":0.8050000071525574},{"id":"https://openalex.org/keywords/anomeric-mixtures","display_name":"anomeric mixtures","score":0.9070000052452087},{"id":"https://openalex.org/keywords/antiviral-activity","display_name":"antiviral activity","score":0.847000002861023},{"id":"https://openalex.org/keywords/hiv","display_name":"HIV","score":0.9900000095367432},{"id":"https://openalex.org/keywords/hepatitis-b-virus","display_name":"hepatitis B virus","score":0.9580000042915344},{"id":"https://openalex.org/keywords/rna-viruses","display_name":"RNA viruses","score":0.9940000176429749},{"id":"https://openalex.org/keywords/cytotoxicity","display_name":"cytotoxicity","score":0.847000002861023},{"id":"https://openalex.org/keywords/nucleoside-synthesis","display_name":"nucleoside synthesis","score":0.6520000100135803}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.9332256317138672},{"id":"https://openalex.org/C2776844798","wikidata":"https://www.wikidata.org/wiki/Q34402","display_name":"Ribonucleoside","level":4,"score":0.8792272806167603},{"id":"https://openalex.org/C2776442012","wikidata":"https://www.wikidata.org/wiki/Q2302144","display_name":"Trifluoromethyl","level":3,"score":0.7338311076164246},{"id":"https://openalex.org/C2777313579","wikidata":"https://www.wikidata.org/wiki/Q898365","display_name":"Glycosylation","level":2,"score":0.6624990701675415},{"id":"https://openalex.org/C2776543447","wikidata":"https://www.wikidata.org/wiki/Q28734","display_name":"Nucleoside","level":2,"score":0.6546258926391602},{"id":"https://openalex.org/C2779321679","wikidata":"https://www.wikidata.org/wiki/Q207722","display_name":"Pyrimidine","level":2,"score":0.6429572105407715},{"id":"https://openalex.org/C24107716","wikidata":"https://www.wikidata.org/wiki/Q123619","display_name":"Nucleic acid","level":2,"score":0.6245435476303101},{"id":"https://openalex.org/C7947691","wikidata":"https://www.wikidata.org/wiki/Q567575","display_name":"Anomer","level":2,"score":0.6061189770698547},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.5972892642021179},{"id":"https://openalex.org/C2776476023","wikidata":"https://www.wikidata.org/wiki/Q188261","display_name":"Purine","level":3,"score":0.5589073300361633},{"id":"https://openalex.org/C109316439","wikidata":"https://www.wikidata.org/wiki/Q246181","display_name":"Cytotoxicity","level":3,"score":0.4596512019634247},{"id":"https://openalex.org/C2779554091","wikidata":"https://www.wikidata.org/wiki/Q182990","display_name":"Uracil","level":3,"score":0.44641056656837463},{"id":"https://openalex.org/C67705224","wikidata":"https://www.wikidata.org/wiki/Q11053","display_name":"RNA","level":3,"score":0.41059425473213196},{"id":"https://openalex.org/C55493867","wikidata":"https://www.wikidata.org/wiki/Q7094","display_name":"Biochemistry","level":1,"score":0.3099610507488251},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.20598149299621582},{"id":"https://openalex.org/C552990157","wikidata":"https://www.wikidata.org/wiki/Q7430","display_name":"DNA","level":2,"score":0.1821785867214203},{"id":"https://openalex.org/C202751555","wikidata":"https://www.wikidata.org/wiki/Q221681","display_name":"In vitro","level":2,"score":0.08443698287010193},{"id":"https://openalex.org/C181199279","wikidata":"https://www.wikidata.org/wiki/Q8047","display_name":"Enzyme","level":2,"score":0.08099636435508728},{"id":"https://openalex.org/C2780263894","wikidata":"https://www.wikidata.org/wiki/Q335268","display_name":"Alkyl","level":2,"score":0.0},{"id":"https://openalex.org/C104317684","wikidata":"https://www.wikidata.org/wiki/Q7187","display_name":"Gene","level":2,"score":0.0}],"mesh":[{"descriptor_ui":"D000998","descriptor_name":"Antiviral Agents","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":true},{"descriptor_ui":"D000998","descriptor_name":"Antiviral Agents","qualifier_ui":"Q000494","qualifier_name":"pharmacology","is_major_topic":false},{"descriptor_ui":"D003853","descriptor_name":"Deoxyribonucleosides","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":true},{"descriptor_ui":"D003853","descriptor_name":"Deoxyribonucleosides","qualifier_ui":"Q000494","qualifier_name":"pharmacology","is_major_topic":false},{"descriptor_ui":"D006031","descriptor_name":"Glycosylation","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D006515","descriptor_name":"Hepatitis B virus","qualifier_ui":"Q000187","qualifier_name":"drug effects","is_major_topic":false},{"descriptor_ui":"D006678","descriptor_name":"HIV","qualifier_ui":"Q000187","qualifier_name":"drug effects","is_major_topic":false},{"descriptor_ui":"D006845","descriptor_name":"Hydrocarbons, Fluorinated","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":true},{"descriptor_ui":"D006845","descriptor_name":"Hydrocarbons, Fluorinated","qualifier_ui":"Q000494","qualifier_name":"pharmacology","is_major_topic":false},{"descriptor_ui":"D006845","descriptor_name":"Hydrocarbons, Fluorinated","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D011687","descriptor_name":"Purines","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D011743","descriptor_name":"Pyrimidines","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D012328","descriptor_name":"RNA Viruses","qualifier_ui":"Q000187","qualifier_name":"drug effects","is_major_topic":false}],"locations_count":2,"locations":[{"id":"doi:10.1039/b303093h","doi":"https://doi.org/10.1039/b303093h","is_oa":false,"landing_page_url":"https://doi.org/10.1039/b303093h","pdf_url":null,"source":{"id":"https://openalex.org/S179810352","display_name":"Organic & Biomolecular Chemistry","issn_l":"1477-0520","issn":["1477-0520","1477-0539"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-b","jufo-2","ki-jl-1","medline","norway-1","poland-100","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320556","host_organization_name":"Royal Society of Chemistry","host_organization_lineage":["https://openalex.org/P4310320556"],"host_organization_lineage_names":["Royal Society of Chemistry"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Org. Biomol. Chem.","raw_type":"journal-article"},{"id":"pmid:12945900","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/12945900","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":"Organic & biomolecular chemistry","raw_type":"Journal Article"}],"best_oa_location":null,"sustainable_development_goals":[{"display_name":"Good health and well-being","score":0.5683000087738037,"id":"https://metadata.un.org/sdg/3"}],"study_designs":[],"awards":[],"funders":[{"id":"https://openalex.org/F4320313987","display_name":"Universit\u00e0 degli Studi di Cagliari","ror":"https://ror.org/003109y17"},{"id":"https://openalex.org/F4320321475","display_name":"Universit\u00e0 di Cagliari","ror":"https://ror.org/003109y17"}],"has_content":{"grobid_xml":false,"pdf":false},"content_urls":null,"referenced_works_count":20,"referenced_works":["https://openalex.org/W114416931","https://openalex.org/W180766444","https://openalex.org/W1990540189","https://openalex.org/W1992953559","https://openalex.org/W2005478644","https://openalex.org/W2017436619","https://openalex.org/W2035382144","https://openalex.org/W2042557454","https://openalex.org/W2065927025","https://openalex.org/W2074523234","https://openalex.org/W2079668882","https://openalex.org/W2079829967","https://openalex.org/W2080522387","https://openalex.org/W2123848632","https://openalex.org/W2316526293","https://openalex.org/W2949293635","https://openalex.org/W2949465188","https://openalex.org/W2951995936","https://openalex.org/W2952312606","https://openalex.org/W2952994361"],"related_works":["https://openalex.org/W2175805872","https://openalex.org/W2093510751","https://openalex.org/W2065941107","https://openalex.org/W2072424638","https://openalex.org/W2951680164","https://openalex.org/W2179423917","https://openalex.org/W2949547616","https://openalex.org/W2040841072","https://openalex.org/W1976145524","https://openalex.org/W2021357002"],"abstract_inverted_index":{"2'-Deoxy-2'-C-trifluoromethyl-beta-D-ribonucleoside":[0],"derivatives":[1,14],"bearing":[2],"the":[3,43],"five":[4],"naturally":[5],"occurring":[6],"acid":[7],"bases":[8,24],"have":[9],"been":[10],"synthesized.":[11],"All":[12],"these":[13,62],"were":[15,47],"prepared":[16],"by":[17],"glycosylation":[18],"reactions":[19],"of":[20,36,61],"purine":[21],"and":[22,41,55],"pyrimidine":[23],"with":[25],"a":[26],"suitable":[27],"peracylated":[28],"2-deoxy-2-C-trifluoromethyl":[29],"sugar":[30],"precursor":[31],"to":[32],"afford":[33],"anomeric":[34],"mixtures":[35],"protected":[37],"nucleosides.":[38],"After":[39],"separation":[40],"deprotection,":[42],"resulting":[44],"beta-nucleoside":[45],"analogues":[46],"tested":[48],"for":[49],"their":[50],"activity":[51,67],"against":[52],"HIV,":[53],"HBV":[54],"several":[56],"RNA":[57],"viruses.":[58],"However,":[59],"none":[60],"compounds":[63],"showed":[64],"significant":[65],"antiviral":[66],"nor":[68],"cytotoxicity.":[69]},"counts_by_year":[{"year":2024,"cited_by_count":3},{"year":2022,"cited_by_count":1},{"year":2021,"cited_by_count":1},{"year":2019,"cited_by_count":2},{"year":2017,"cited_by_count":1},{"year":2016,"cited_by_count":1},{"year":2014,"cited_by_count":2},{"year":2013,"cited_by_count":2}],"updated_date":"2026-10-31T12:09:11.096373","created_date":"2016-06-24T00:00:00"}
