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(Halogenomethyl)phenyl α-D-Glucopyranosides as enzyme-activated irreversible inhibitors of yeast α-Glucosidase and potential anti-HIV agents

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Publication details

JournalJournal of the Chemical Society, Perkin Transactions 1
DatePublished - 1 Jan 1995
Number of pages6
Pages (from-to)27-32
Original languageEnglish


A range of (halogenomethyl)phenyl α-D-glucopyranosides 2-7, prepared from corresponding methylphenyl glucosides by synthetic manipulation of the aglycone moiety, have been investigated as enzyme-activated irreversible inhibitors of yeast α-glucosidase and their anti-HIV activity measured. Compounds 5-7, which also contain a 4- or 6-nitro group in the phenyl ring of the aglycone, are much more effective inhibitors of the enzyme than are compounds 2-4 which lack this feature.

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