Abstract
Several novel nucleoside analogues as potential inhibitors of glycosidases and purine nucleoside phosphorylase (PNP) have been synthesized via selective coupling of an appropriate nucleobase at different positions of an orthogonally protected imino sugar as a common precursor. This synthetic strategy offers a straightforward protocol for the assembly of imino sugar containing nucleosides, establishing a new repertoire of molecules as potential therapeutics.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Base Pairing
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Glycoside Hydrolases / antagonists & inhibitors*
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Glycoside Hydrolases / chemistry
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Glycoside Hydrolases / metabolism
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Humans
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Imino Sugars / chemistry*
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Magnetic Resonance Spectroscopy
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Nucleosides / chemical synthesis*
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Nucleosides / chemistry*
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Purine-Nucleoside Phosphorylase / antagonists & inhibitors*
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Purine-Nucleoside Phosphorylase / chemistry
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Purine-Nucleoside Phosphorylase / metabolism
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Pyrrolidines / chemical synthesis*
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Pyrrolidines / chemistry
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Sulfonamides / chemical synthesis*
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Sulfonamides / chemistry
Substances
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(2S,3S,4R,5S)-2-(9-adenylmethyl)-(3-O,5-C-methylene)-N-(p-toluenesulfonamido)pyrrolidine
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(2S,3S,4R,5S)-2-(9-adenylmethyl)-(3-O,5-C-methylene)pyrrolidine
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Imino Sugars
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Nucleosides
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Pyrrolidines
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Sulfonamides
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Purine-Nucleoside Phosphorylase
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Glycoside Hydrolases