New syntheses of 1D-and 1L-1,2-anhydro-myo-inositol and assessment of their glycosidase inhibitory activities

被引:33
作者
Falshaw, A [1 ]
Hart, JB [1 ]
Tyler, PC [1 ]
机构
[1] Ind Res Ltd, Lower Hutt, New Zealand
关键词
conduritol B epoxide; 1,2-anhydro-myo-inositol; pinitol; quebrachitol; chiro-inositol; glycosidase inhibition;
D O I
10.1016/S0008-6215(00)00192-0
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 1D and 1L enantiomers of 1,2-anhydro-myo-inositol (conduritol B epoxide) were synthesised from 1D-pinitol and 1L-quebrachitol, respectively, and their activities were compared in selected glycosidase inhibition assays. The 1D enantiomer was found to be the active isomer, functioning as an irreversible inhibitor of sweet almond beta -D-glucosidase. Neither isomer was active against the alpha -D-glucosidase from Bacillus stearothermophilus or the beta -D-galactosidase from Aspergilus oryzne. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:301 / 308
页数:8
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