Synthesis of Piperidine Nucleosides as Conformationally Restricted Immucillin Mimics
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ABSTRACT: The de novo synthesis of piperidine nucleosides from our homologating agent 5,6-dihydro-1,4-dithiin is herein reported. The structure and conformation of nucleosides were conceived to faithfully resemble the well-known nucleoside drugs Immucillins H and A in their bioactive conformation. NMR analysis of the synthesized compounds confirmed that they adopt an iminosugar conformation bearing the nucleobases and the hydroxyl groups in the appropriate orientation.
SUBMITTER: De Fenza M
PROVIDER: S-EPMC8001838 | biostudies-literature |
REPOSITORIES: biostudies-literature
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