Bioorganic and Medicinal Chemistry Letters p. 929 - 932 (1996)
Update date:2022-08-04
Topics:
Ogawa, Seiichiro
Ashiuraa, Makoto
Uchida, Chikara
Watanabe, Shinsuke
Yamazaki, Chihiro
Yamagishib, Kiwamu
Inokuchi, Jin-Ichi
Six homologous derivatives (N-butyl 3a, hexyl 3b, octyl 3c, decyl 3d, tetradecyl 3e and stearyl 3f) of β-valienamine were synthesized. All have been shown to be potent and specific inhibitors of β-glucocerebrosidase, and to have no potency against glucosylceramide synthase (mouse liver microsomes). Among them, the N-octyl derivative possesses the strongest activity (IC50 3 x 10-8 M), being almost 10-fold more potent compared to the unsaturated 5a-carba-glucosylceramide 1. Compounds 3b and 3c are also moderate inhibitors of α-glucosidase (Baker's yeast).
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