{"doi":"10.1016/j.bmcl.2017.10.024","title":"Synthesis and anti-HCV activity of a series of β-d-2′-deoxy-2′-dibromo nucleosides and their corresponding phosphoramidate prodrugs","abstract":null,"journal":"Bioorganic &amp; Medicinal Chemistry Letters","year":2017,"id":683400,"datarank":0.40620753016533157,"base_score":2.70805020110221,"endowment":2.70805020110221,"self_citation_contribution":0.40620753016533157,"citation_network_contribution":0.0,"self_endowment_contribution":0.40620753016533157,"citer_contribution":0.0,"corpus_percentile":null,"corpus_rank":null,"citation_count":14,"citer_count":0,"citers_with_citation_signal":0,"citers_with_endowment":0,"datacite_reuse_total":0,"is_dataset":false,"is_dataset_confidence":null,"is_data_producer":false,"deposit_databanks":null,"is_oa":false,"file_count":0,"downloads":0,"has_version_chain":false,"published_date":null,"fair_score":null,"fair_percentile":null,"algorithm_id":"datarank_citation_only_1hop_v6","ranking_scope":"data_only","authors":[{"id":136101,"name":"Bryan D. Cox","orcid":null,"position":1,"is_corresponding":false},{"id":1785243,"name":"Ethel C. Garnier-Amblard","orcid":null,"position":2,"is_corresponding":false},{"id":315999,"name":"Tamara R. McBrayer","orcid":null,"position":3,"is_corresponding":false},{"id":803186,"name":"Steven J. Coats","orcid":null,"position":4,"is_corresponding":false},{"id":228075,"name":"Raymond F. Schinazi","orcid":"0000-0002-6688-3614","position":5,"is_corresponding":false},{"id":314480,"name":"Franck Amblard","orcid":"0009-0002-6235-4050","position":6,"is_corresponding":false},{"id":418248,"name":"Zhe Chen","orcid":"0000-0002-3764-1587","position":0,"is_corresponding":false}],"reference_count":0,"raw_metadata":{"has_enrichment":true,"resolved":true,"title":"Synthesis and anti-HCV activity of a series of β-d-2′-deoxy-2′-dibromo nucleosides and their corresponding phosphoramidate prodrugs","abstract":"Several β-d-2'-deoxy-2'-substituted nucleoside analogs have displayed potent and selective anti-HCV activities and some of them have reached human clinical trials. In that regard, we report herein the synthesis of a series of 2'-deoxy,2'-dibromo substituted U, C, G and A nucleosides 10a-d and their corresponding phosphoramidate prodrugs 13a-d. The synthesized nucleosides 10a-d and prodrugs 13a-d were evaluated for their inhibitory activity against HCV as well as cellular toxicity. The results showed that the most potent compound was prodrug 13a, which exhibited micromolar inhibitory activity (EC<sub>50</sub> = 1.5 ± 0.8 µM) with no observed toxicity. In addition, molecular modeling and free energy perturbation calculations for the 5'-triphosphate formed from 13a and related 2'-modified nucleotides are discussed.","is_dataset_classified":null,"base_score":2.70805020110221,"endowment":2.70805020110221,"datacite_reuse_total":0,"file_count":0,"downloads":0,"views":0,"has_version_chain":false,"is_dataset":false,"is_oa":false,"pmid":"29066308","pmcid":"PMC5693771","openalex_id":"https://openalex.org/W2762339476","authors":[],"funders":[{"funder_name":"NIH","grant_id":"5P30-AI-50409","title":null},{"funder_name":"NIAID NIH HHS","grant_id":"P30 AI050409","title":null}],"total_grants":2,"fwci":0.8219,"citation_percentile":0.7177027,"influential_citations":0,"citation_trend":[{"year":2018,"count":1},{"year":2019,"count":4},{"year":2020,"count":1},{"year":2021,"count":1},{"year":2022,"count":4},{"year":2023,"count":1},{"year":2025,"count":2}],"oa_status":"closed","license":"https://www.elsevier.com/legal/tdmrep-license","oa_locations":[{"url":"https://api.elsevier.com/content/article/PII:S0960894X17310090?httpAccept=text/xml","host_type":"publisher"},{"url":"https://api.elsevier.com/content/article/PII:S0960894X17310090?httpAccept=text/plain","host_type":"publisher"},{"url":"https://doi.org/10.1016/j.bmcl.2017.10.024","host_type":"journal"},{"url":"https://pubmed.ncbi.nlm.nih.gov/29066308","host_type":"repository"},{"url":"https://www.ncbi.nlm.nih.gov/pmc/articles/5693771","host_type":"repository"}],"fields_of_study":["Hepatitis C virus research","HIV/AIDS drug development and treatment","Hepatitis B Virus Studies"],"mesh_terms":["Amides","Animals","Antiviral Agents","Cell Line","Chlorocebus aethiops","Dose-Response Relationship, Drug","Humans","Microbial Sensitivity Tests","Models, Molecular","Nucleosides","Phosphoric Acids","Prodrugs","Structure-Activity Relationship","Vero Cells","Molecular Structure","Hepacivirus"],"keywords":["Phosphoramidate","Chemistry","Prodrug","Stereochemistry","Nucleoside","Chemical synthesis","Series (stratigraphy)","In vitro","Biochemistry","Synthesis","Hepatitis C virus"],"sdg_mappings":[{"sdg_number":0,"sdg_label":"Affordable and clean energy"}],"linked_datasets":[],"clinical_trials":[],"software_tools":[],"database_accessions":[{"name":"pdb"}],"source":"live","citation_network_status":"fetched"},"created_at":"2026-08-18T11:01:08.316670Z","pmid":null,"pmcid":null,"fwci":null,"citation_percentile":null,"influential_citations":0,"oa_status":null,"license":null,"views":0,"total_file_size_bytes":0,"version_count":0,"fair_f":null,"fair_a":null,"fair_i":null,"fair_r":null,"fair_zscore":null,"fair_rationale":null,"fair_model":null,"fair_agent_version":null,"fair_fulltext_source":null,"fair_has_llm":null,"fair_computed_at":null,"clinical_trials":[],"software_tools":[],"db_accessions":[],"linked_datasets":[],"topics":[]}