TY - JOUR
T1 - Synthesis of (+)- and (-)-nojirimycin and their 1-deoxyderivatives from myo-inositol
AU - Chida, Noritaka
AU - Furuno, Yuka
AU - Ikemoto, Hiroyuki
AU - Ogawa, Seiichiro
PY - 1992/12/31
Y1 - 1992/12/31
N2 - The conversion of the naturally abundant cyclitol, myo-inositol (4), into (+)-nojirimycin (la), its enantiomer (1b), and their 1-deoxy analogues (2a and 2b) is described. Biological assay of 2a, 2b, and the bisulfite adducts of 1a and 1b (3a and 3b) showed that the compounds having the unnatural l-gluco configuration (2b and 3b) possess moderate-to-high inhibitory activity against almond β-d-glucosidase and bovine liver β-d-galactosidase.
AB - The conversion of the naturally abundant cyclitol, myo-inositol (4), into (+)-nojirimycin (la), its enantiomer (1b), and their 1-deoxy analogues (2a and 2b) is described. Biological assay of 2a, 2b, and the bisulfite adducts of 1a and 1b (3a and 3b) showed that the compounds having the unnatural l-gluco configuration (2b and 3b) possess moderate-to-high inhibitory activity against almond β-d-glucosidase and bovine liver β-d-galactosidase.
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U2 - 10.1016/S0008-6215(92)84242-K
DO - 10.1016/S0008-6215(92)84242-K
M3 - Article
C2 - 1294293
AN - SCOPUS:0027094054
SN - 0008-6215
VL - 237
SP - 185
EP - 194
JO - Carbohydrate Research
JF - Carbohydrate Research
IS - C
ER -