Synthesis of isofagomine-pyrrolidine hybrid sugars and analogues of (-)-steviamine and (+)-hyacinthacine C5 using 1,3-dipolar cycloaddition reactions.
Synthesis of isofagomine-pyrrolidine hybrid sugars and analogues of (-)-steviamine and (+)-hyacinthacine C5 using 1,3-dipolar cycloaddition reactions.
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DOI：
10.1021/jo5016745
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发表时间：
2014-11
期刊：
影响因子：
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通讯作者：
Rima Lahiri;A. Palanivel;Sudhir A. Kulkarni;Y. Vankar
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文献类型：
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作者：
Rima Lahiri;A. Palanivel;Sudhir A. Kulkarni;Y. Vankar
在d-阿拉伯糖衍生的硝基酮和d-甘露醇衍生的反式烯烃之间进行了高度区域选择性的1,3-偶极环加成，合成了异麦草胺-吡罗烷杂化糖、(-)-甜菊胺的羟甲基化类似物和(+)-风葫芦碱C5的类似物。所有新化合物随后对几种市售糖苷酶进行了测试，其中一些化合物表现出良好的选择性糖苷酶抑制作用。
Highly regioselective 1,3-dipolar cycloadditions between d-arabinose-derived nitrones and d-mannitol-derived trans-olefins have been utilized to synthesize isofagomine-pyrrolidine hybrid sugars, hydroxymethylated analogues of (-)-steviamine and analogues of (+)-hyacinthacine C5. All of the new compounds were subsequently tested against several commercially available glycosidases, and some of them showed good and selective glycosidase inhibition.