Synthesis of a nitrogen analogue of sphingomyelin as a sphingomyelinase inhibitor

Synthesis of a nitrogen analogue of sphingomyelin as a sphingomyelinase inhibitor
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DOI:
10.1021/ol034771u
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发表时间:
2003-08-07
期刊:
影响因子:
5.2
通讯作者:
Katsumura, S
Katsumura, S
中科院分区:
化学1区
文献类型:
--
作者:
Hakogi, T;Taichi, M;Katsumura, S

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设计并合成了鞘磷脂氮类似物1作为鞘磷脂酶抑制剂。该合成是通过连续的Hofmann重排和Crutius重排作为构建1主链3-羟基-1,2-二胺结构的关键步骤而建立的。该类似物对蜡样芽孢杆菌分离的SMase具有中等抑制活性。
GraphicsSphingomyelin nitrogen analogue 1 was designed and synthesized as a sphingomyelinase inhibitor. The synthesis was established by continuous Hofmann rearrangement and Crutius rearrangement as key steps in constructing the 3-hydroxy-1,2-diamine structure in the backbone of 1. This analogue showed moderate inhibitory activity toward SMase isolated from B. cereus.