ISSN:
0947-3440
Keywords:
Carbohydrates
;
Pseudosugars
;
Cyclitols
;
Glycolipid analogs
;
Lipids, cyclitol
;
Glycosylceramides, 5a-carba-
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
5a-Carba-β-glucosyl- E-3 and galactosylceramide analogs E-4 were synthesized by coupling of the protected derivatives 5 of β-valienamine and 15 of 4-epi-β-valienamine with the aziridines E-6 and Z-6, as the sphingosine precursors, respectively, and subsequent deprotection and N-acylation. Both the new analogs and their corresponding Z-isomers Z-3 and Z-4 were shown to be very potent and specific gluco- and galactocerebrosidase inhibitors, and, interestingly, the Z-isomers possess inhibitory activity comparable to that of the corresponding E-isomers.
Additional Material:
1 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.199519950237
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