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POTENT COMPETITIVE-INHIBITION OF ALPHA-GALACTOSIDASE AND ALPHA-GLUCOSIDASE ACTIVITY BY 1,4-DIDEOXY-1,4-IMINOPENTITOLS - SYNTHESES OF 1,4-DIDEOXY-1,4-IMINO-D-LYXITOL AND OF BOTH ENANTIOMERS OF 1,4-DIDEOXY-1,4-IMINOARABINITOL

Abstract:
The syntheses of 1,4-dideoxy-1,4-imino-D-lyxitol (3), 1,4-dideoxy-1,4-imino-d-arabinitol (4) and 1,4-dideoxy-1,4-imino-l-arabinitol (5) are reported; (3) is a potent competitive inhibitor of α-galactosidase (green coffee beans) and (4) a competitive inhibitor of α-glucosidase (Brewer's yeast) suggesting that iminopentitols have considerable potential as glycosidase inhibitors. (4) was found to be identical to an alkaloid recently isolated from Angylocalyx boutiqueanus. © 1985.
Publication status:
Published

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Journal:
TETRAHEDRON LETTERS
Volume:
26
Issue:
26
Pages:
3127-3130
Publication date:
1985-01-01
DOI:
ISSN:
0040-4039
URN:
uuid:25fae2e8-9a20-4f33-a81f-47c0fe104806
Source identifiers:
42511
Local pid:
pubs:42511
Language:
English

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