Recent advances in synthetic approaches for medicinal chemistry of C-nucleosides

Scholarly Works

• Panda, S.; Orimoloye, M. O.; Poudel, T. N.; De Jonghe, S.; Jochmans, D.; Neyts, J.; Aldrich, C. C. Protecting Group Control of Hydroxyketone-Hemiketal Tautomeric Equilibrium Enables the Stereoselective Synthesis of a 1′-Azido C-Nucleoside. The Journal of Organic Chemistry 2024. doi:10.1021/acs.joc.4c01981
• Higashibayashi, S. Development of Catalytic Reactions Using Bis(pinacolato)diboron and Their Applications to Syntheses of Pharmaceuticals and Luminescent Dyes. Journal of Synthetic Organic Chemistry, Japan 2024, 82, 1052–1062. doi:10.5059/yukigoseikyokaishi.82.1052
• Gniech, T.; Richert, C. Diastereoselective Synthesis of Pyridone ribo‐C‐Nucleosides via Heck Reaction and Oxidation. European Journal of Organic Chemistry 2024, 27. doi:10.1002/ejoc.202400342
• Maria, C.; Silva, R. F. N.; Silva, S.; Rollin, P.; Rauter, A. P. Sonogashira cross-coupling strategies towards nucleosides and analogues. Carbohydrate Chemistry; Royal Society of Chemistry, 2024; pp 73–100. doi:10.1039/bk9781837672844-00073
• Thedy, M. E. C.; Gularte, M. M.; Azeredo, J. B.; Braga, A. L. I2/DMSO Mediated Direct Selenylation of Uracils with Diorganoyl Diselenides – A Simple Protocol to Access 5‐Selanyl‐Uracils. ChemistrySelect 2024, 9. doi:10.1002/slct.202402057
• Jevric, M.; Klepp, J.; Puschnig, J.; Lamb, O.; Sumby, C. J.; Greatrex, B. W. Skeletal rearrangement of 6,8-dioxabicyclo[3.2.1]octan-4-ols promoted by thionyl chloride or Appel conditions. Beilstein journal of organic chemistry 2024, 20, 823–829. doi:10.3762/bjoc.20.74
• Murukan, A. B.; Jabbar, A. A.; Ramesh, A.; Melge, A.; Melethadathil, N.; Suravajhala, P.; Suravajhala, R. Synthetic Biology. Reference Module in Life Sciences; Elsevier, 2024. doi:10.1016/b978-0-323-95502-7.00055-5
• Bag, S. S.; Banerjee, A.; Sinha, S. Expansion of Genetic Alphabets: Designer Nucleobases and Their Applications. Synlett 2023. doi:10.1055/a-2219-6680
• Pfeiffer, M.; Nidetzky, B. C-Ribosylating Enzymes in the (Bio)Synthesis of C-Nucleosides and C-Glycosylated Natural Products. ACS Catalysis 2023, 13, 15910–15938. doi:10.1021/acscatal.3c04436
• Sung, K.; Aswar, V. R.; Song, J.; Jarhad, D. B.; Jeong, L. S. Stereoselective Approach for the Synthesis of Diverse 1'-Modified Carbanucleosides. Organic letters 2023, 25, 8377–8381. doi:10.1021/acs.orglett.3c03518
• Penjarla, S.; Reddy, P. Y.; Penta, S.; Sanghvi, Y. S.; Eyer, L.; Štefánik, M.; Růžek, D.; Banerjee, S. Efficient synthesis of novel 2-deoxy-C-nucleosides containing oxa and thiadiazole derivatives and their biological activity. Journal of Molecular Structure 2023, 1292, 136099. doi:10.1016/j.molstruc.2023.136099
• Abd Al Moaty, M. N.; El Kilany, Y.; Awad, L. F.; Ibrahim, N. A.; Abu-Serie, M. M.; El-Yazbi, A.; Teleb, M. Discovery of novel benzimidazole acyclic C-nucleoside DNA intercalators halting breast cancer growth. Archiv der Pharmazie 2023, 357, e2300454. doi:10.1002/ardp.202300454
• Ojeda-Porras, A. C.; Roy, V.; Bourzikat, O.; Favetta, P.; Agrofoglio, L. A. Cobalt-assisted route to rare carbocyclic C-ribonucleosides. RSC advances 2023, 13, 30777–30786. doi:10.1039/d3ra04937j
• Mukhin, E. M.; Savateev, K. V.; Voinkov, E. K.; Ulomsky, E. N.; Rusinov, V. L. 3-Halopyrazolo[1,5-a]pyrimidines as promising precursors of novel C-nucleosides. Russian Chemical Bulletin 2023, 72, 1821–1836. doi:10.1007/s11172-023-3965-0
• Maria, C.; Rauter, A. P. Nucleoside analogues: N-glycosylation methodologies, synthesis of antiviral and antitumor drugs and potential against drug-resistant bacteria and Alzheimer's disease. Carbohydrate research 2023, 532, 108889. doi:10.1016/j.carres.2023.108889
• Dörrenhaus, R.; Wagner, P. K.; Kath-Schorr, S. Two are not enough: synthetic strategies and applications of unnatural base pairs. Biological chemistry 2023, 404, 883–896. doi:10.1515/hsz-2023-0169
• Pfeiffer, M.; Ribar, A.; Nidetzky, B. A selective and atom-economic rearrangement of uridine by cascade biocatalysis for production of pseudouridine. Nature communications 2023, 14, 2261. doi:10.1038/s41467-023-37942-7
• Mukhin, E. M.; Savateev, K. V.; Rusinov, V. L. Approaches to the synthesis of heterocyclic C-nucleosides. Russian chemical bulletin = Izvestiia Akademii nauk. Seriia khimicheskaia 2023, 72, 425–481. doi:10.1007/s11172-023-3810-1
• Majima, R.; Edwards, T. C.; Dreis, C. D.; Geraghty, R. J.; Bonnac, L. F. Enhanced Remdesivir Analogues to Target SARS-CoV-2. Molecules (Basel, Switzerland) 2023, 28, 2616. doi:10.3390/molecules28062616
• Li, W.; Girt, G. C.; Radadiya, A.; Stewart, J. J. P.; Richards, N. G. J.; Naismith, J. H. Experimental and computational snapshots of C-C bond formation in a C-nucleoside synthase. Open biology 2023, 13, 220287. doi:10.1098/rsob.220287

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