Bioorganic & Medicinal Chemistry Letters ( IF 2.5 ) Pub Date : 2018-11-14 , DOI: 10.1016/j.bmcl.2018.11.028 Hikaru Kato , Ahmed H. El-Desoky , Yuya Takeishi , Tatsuo Nehira , Esther D. Angkouw , Remy E.P. Mangindaan , Nicole J. de Voogd , Sachiko Tsukamoto
A new halicyclamine derivative, tetradehydrohalicyclamine B (1), was isolated from the marine sponge Acanthostrongylophora ingens, along with halicyclamine B (2) as proteasome inhibitors. Compound 1 is the second example found to have a pyridinium ring in the halicyclamine family. Although the relative configuration of 2 was previously determined by X-ray crystallographic analysis, here we determined the absolute configuration of 2 by ECD experiment. Compounds 1 and 2 inhibited the constitutive proteasome as well as the immunoproteasome. The inhibitory activities of 2 were 4- to 10-fold more potent than those of 1.
中文翻译:
Tetradehydrohalicyclamine B,一种新的蛋白酶体抑制剂,来自海洋海绵Acanthostrongylophora ingens
从海洋海绵Acanthostrongylophora ingens中分离了一种新的盐环胺衍生物四氢卤环胺B(1),以及作为蛋白酶体抑制剂的盐环胺B(2)。化合物1是第二个实例,该实例在卤代环胺家族中具有一个吡啶鎓环。虽然相对配置2之前由X-射线晶体学分析确定的,在这里我们确定的绝对构型2由ECD实验。化合物1和2抑制组成型蛋白酶体以及免疫蛋白酶体。2的抑制活性效力比1强4至10倍。