Design and synthesis of glycosidase inhibitor 5-amino-1,2,3,4-cyclohexanetetrol derivatives from (-)-vibo-quercitol.
Design and synthesis of glycosidase inhibitor 5-amino-1,2,3,4-cyclohexanetetrol derivatives from (-)-vibo-quercitol.
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DOI：
10.1016/j.bmc.2005.04.003
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发表时间：
2005-07
影响因子：
3.5
通讯作者：
S. Ogawa;Miwako Asada;Y. Ooki;M. Mori;M. Itoh;T. Korenaga
中科院分区：
文献类型：
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作者：
S. Ogawa;Miwako Asada;Y. Ooki;M. Mori;M. Itoh;T. Korenaga
为了继续开发具有生物活性的肌醇衍生物，设计并合成了5-氨基-5-脱氧-1-talo-quercitol的1-O-甲基衍生物，作为强α-岩藻糖苷酶抑制剂5 α-carba-α-l-岩藻吡喃糖胺的类似物，甲基分支被甲氧基取代，并被证明是中度α-岩藻糖苷酶抑制剂。本方法提供了一种可能的途径，应用氨基脱氧肌醇的烷基醚作为生物学感兴趣的吡喃己糖模拟物。
In continuation of development of bioactive inositol derivatives, a 1-O-methyl derivative of 5-amino-5-deoxy-l-talo-quercitol was designed and synthesized as an analogue of the strong α-fucosidase inhibitor, 5a-carba-α-l-fucopyranosylamine, the methyl branch being replaced with methoxyl, and demonstrated to be a moderate α-fucosidase inhibitor. The present approach provides a possible route to apply alkyl ethers of aminodeoxyinositols as hexopyranose mimics of biological interest.