来自关岛海洋蓝藻布氏鞘丝藻的缩肽对丝氨酸蛋白酶具有选择性抑制作用。
Depsipeptides from a Guamanian Marine Cyanobacterium, Lyngbya bouillonii, with Selective Inhibition of Serine Proteases.
作者信息
Rubio Brent K, Parrish Stephen M, Yoshida Wesley, Schupp Peter J, Schils Tom, Williams Philip G
机构信息
Department of Chemistry, University of Hawai'i at Manoa, Honolulu, Hawai'i, 96822, The Cancer Research Center of Hawai'i, 651 Ilalo Street, Honolulu, Hawai'i, 96813, and University of Guam, UOG Marine Station, Mangilao, Guam, 96923.
出版信息
Tetrahedron Lett. 2010 Dec 22;51(51):6718-6721. doi: 10.1016/j.tetlet.2010.10.062.
Abstract
Bouillomides A (1) and B (2) are two depsipeptide analogues of dolastatin 13. Isolated from a Guamanian sample of Lyngbya bouillonii, the planar structures were elucidated on the basis of HR-ESI-MS and NMR data, while the absolute configurations were determined by employing functional group conversions, modified Marfey's analysis, and detailed analyses of ROESY correlations. Compounds 1 and 2 selectively inhibited serine proteases elastase (IC(50) = 1.9 μM for both) and chymotrypsin (IC(50) = 0.17 and 9.3 μM, respectively) while showing no inhibition of trypsin (IC(50) > 100 μM).
摘要
布伊洛米德 A（1）和 B（2）是多拉司他汀 13 的两种缩肽类似物。它们从关岛的布氏鞘丝藻样本中分离得到，其平面结构通过高分辨电喷雾电离质谱（HR - ESI - MS）和核磁共振（NMR）数据得以阐明，而绝对构型则通过官能团转化、改良的马尔费伊分析法以及核欧沃豪斯效应光谱（ROESY）相关的详细分析来确定。化合物 1 和 2 选择性地抑制丝氨酸蛋白酶弹性蛋白酶（两者的半数抑制浓度（IC50）均为 1.9 μM）和胰凝乳蛋白酶（IC50 分别为 0.17 和 9.3 μM），而对胰蛋白酶无抑制作用（IC50 > 100 μM）。
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