来源于培养的蓝藻拟柱胞藻的环肽 Scytonemides A 和 B，具有 20S 蛋白酶体抑制活性。
Scytonemides A and B, cyclic peptides with 20S proteasome inhibitory activity from the cultured cyanobacterium Scytonema hofmanii.
机构信息
Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, Chicago, Illinois 60612, United States.
出版信息
J Nat Prod. 2010 Nov 29;73(11):1927-32. doi: 10.1021/np100600z. Epub 2010 Nov 8.
Abstract
Two cyclic peptides, scytonemides A (1) and B (2), were isolated from the cultured fresh water cyanobacterium Scytonema hofmannii (UTEX 1834) by bioassay-guided fractionation using a proteasome inhibition assay. The planar structures of the compounds were determined by a combination of MS and 1D and 2D NMR spectroscopy. The advanced Marfey's method was used to determine the absolute configuration of both peptides. Scytonemide A possesses an unusual imino linkage, while scytonemide B is a depsipeptide containing 3-hydroxyoctanoic acid in the macrocycle. Both isolates were evaluated for their inhibition of the 20S proteasome, and scytonemide A displayed an IC(50) value of 96 nM, while scytonemide B was inactive at 50 μM.
摘要
从培养的淡水蓝藻 Scytonema hofmannii（UTEX 1834）中，通过基于蛋白酶体抑制测定的生物测定指导的分步分离，分离出两种环肽，即 scytonemide A（1）和 B（2）。通过 MS 和 1D 和 2D NMR 光谱的组合确定了化合物的平面结构。高级 Marfey 法用于确定两种肽的绝对构型。Scytonemide A 具有不寻常的亚氨基键，而 scytonemide B 是一种含有 3-羟基辛酸的环肽。对两种分离物进行了对 20S 蛋白酶体抑制的评估，scytonemide A 的 IC50 值为 96 nM，而 scytonemide B 在 50 μM 时无活性。
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