林格比他汀5 - 7，源自佛罗里达海洋蓝藻林格比属（Lyngbya spp.）的强效弹性蛋白酶抑制剂。

Lyngbyastatins 5-7, potent elastase inhibitors from Floridian marine cyanobacteria, Lyngbya spp.

作者信息

Taori Kanchan, Matthew Susan, Rocca James R, Paul Valerie J, Luesch Hendrik

机构信息

Department of Medicinal Chemistry, University of Florida, 1600 SW Archer Road, Gainesville, Florida 32610, USA.

出版信息

J Nat Prod. 2007 Oct;70(10):1593-600. doi: 10.1021/np0702436. Epub 2007 Oct 3.

DOI:10.1021/np0702436

PMID:17910513

Abstract

Three new analogues of dolastatin 13, termed lyngbyastatins 5-7 ( 1- 3), were isolated from two different collections of marine cyanobacteria, Lyngbya spp., from South Florida. Their planar structures were deduced by a combination of NMR techniques, and the absolute configurations were established by modified Marfey's analysis of the acid hydrolyzates. The related cyclodepsipeptide somamide B ( 4), previously reported from a Fijian cyanobacterium, has also been found in one of the extracts, and its absolute stereochemistry was unambiguously assigned for the first time. Compounds 1- 4 were found to selectively inhibit elastase over several other serine proteases, with IC50 values for porcine pancreatic elastase ranging from 3 to 10 nM.

摘要

从佛罗里达州南部的两种不同的海洋蓝藻（鞘丝藻属）样本中分离出了三种新的多拉司他汀13类似物，命名为灵菌红素他汀5 - 7（1 - 3）。通过核磁共振技术相结合推导得出它们的平面结构，并通过对酸水解产物进行改良的马尔费方法确定了其绝对构型。之前从斐济蓝藻中报道过的相关环缩肽索马酰胺B（4），也在其中一份提取物中被发现，并且首次明确确定了其绝对立体化学结构。发现化合物1 - 4对几种其他丝氨酸蛋白酶具有选择性抑制弹性蛋白酶的作用，对猪胰弹性蛋白酶的IC50值范围为3至10 nM。