SYNTHESIS OF (+)-NOJIRIMYCIN AND (-)-NOJIRIMYCIN AND THEIR 1-DEOXY DERIVATIVES FROM MYOINOSITOL

被引:31
作者
CHIDA, N [1 ]
FURUNO, Y [1 ]
IKEMOTO, H [1 ]
OGAWA, S [1 ]
机构
[1] KEIO UNIV,FAC SCI & TECHNOL,DEPT APPL CHEM,KOHOKU KU,YOKOHAMA,KANAGAWA 223,JAPAN
关键词
D O I
10.1016/S0008-6215(92)84242-K
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The conversion of the naturally abundant cyclitol, myo-inositol (4), into (+)-nojirimycin (1a), 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 beta-D-glucosidase and bovine liver beta-D-galactosidase.
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页码:185 / 194
页数:10
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