Tetradehydrohalicyclamine B, a new proteasome inhibitor from the marine sponge Acanthostrongylophora ingens
Tetradehydrohalicyclamine B, a new proteasome inhibitor from the marine sponge Acanthostrongylophora ingens
复制标题
四氢卤环胺 B，一种来自海绵棘圆线虫的新型蛋白酶体抑制剂
DOI：
10.1016/j.bmcl.2018.11.028
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发表时间：
2019
影响因子：
2.7
通讯作者：
Tsukamoto S.
中科院分区：
文献类型：
--
作者：
Kato H.;El-Desoky A.H.;Takeishi Y.;Nehira T.;Angkouw E.D.;Mangindaan R.E.P.;de Voogd N.J.;Tsukamoto S.
从海洋海绵Acanthohrongylophora ingens中分离得到一个新的卤环胺衍生物--四脱氢卤环胺B（1），沿着作为蛋白酶体抑制剂的卤环胺B（2）。化合物1是在盐环胺家族中发现的具有吡啶鎓环的第二个实例。虽然2的相对构型以前是通过X射线晶体学分析确定的，但在此我们通过ECD实验确定了2的绝对构型。化合物1和2抑制组成型蛋白酶体以及免疫蛋白酶体。2的抑制活性是1的4- 10倍。
A new halicyclamine derivative, tetradehydrohalicyclamine B (1), was isolated from the marine spongeAcanthostrongylophora ingens,along with halicyclamine B (2) as proteasome inhibitors. Compound1is the second example found to have a pyridinium ring in the halicyclamine family. Although the relative configuration of2was previously determined by X-ray crystallographic analysis, here we determined the absolute configuration of2by ECD experiment. Compounds1and2inhibited the constitutive proteasome as well as the immunoproteasome. The inhibitory activities of2were 4- to 10-fold more potent than those of1.