Protease inhibitors from three fishpond water blooms of Microcystis spp.

被引:20
|
作者
Lifshits, Marina
Zafrir-Ilan, Ella
Raveh, Avi
Carmeli, Shmuel [1 ]
机构
[1] Tel Aviv Univ, Raymond & Beverly Sackler Sch Chem, IL-69978 Tel Aviv, Israel
基金
以色列科学基金会;
关键词
Cyanobacteria; Microcystis; Micropeptins; Anabaenopeptins; Natural products; ANABAENA-FLOS-AQUAE; SERINE PROTEASES; CHYMOTRYPSIN INHIBITOR; OSCILLATORIA-AGARDHII; BIOACTIVE COMPOUNDS; CYCLIC-PEPTIDES; AERUGINOSA; ANABAENOPEPTINS; CYANOBACTERIA; MICROGININS;
D O I
10.1016/j.tet.2011.04.042
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Four new natural products, micropeptin GH979 (1), microginin GH787 (2), micropeptin HM978 (3), and micropeptin HA983 (4), as well as 10 known protease inhibitors and hepatotoxins, were isolated from the hydrophilic extract of three samples of cyanobacteria (Microcystis spp.) that were collected from fishponds in Kibbutz Giva'at Haim, Kibbutz Hama'apil, and Kibbutz Can Shmuel. The structures of the pure natural products were elucidated using spectroscopic methods, including UV, 1D and 2D NMR, and MS techniques. The absolute configuration of the chiral centers of the compounds was determined using Marfey's method. The inhibitory activity of the compounds was determined for the serine proteases: trypsin, chymotrypsin, thrombin and elastase, and the metalloprotease, aminopeptidase N. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4017 / 4024
页数:8
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