来自基纳特湖的硫酸化麦角苷:微囊藻的繁殖、分离、结构解析和生物活性

IF 4.9 2区 医学 Q1 CHEMISTRY, MEDICINAL Marine Drugs Pub Date : 2024-08-28 DOI:10.3390/md22090389
Shira Weisthal Algor, Assaf Sukenik, Shmuel Carmeli
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引用次数: 0

摘要

铜绿素是蓝藻中常见的代谢产物。在重新分离已知的铜绿微囊藻毒素 KT608A 和 KT608B 进行生物测定研究的过程中,我们从 2016 年以色列基纳特湖春季水华事件期间收集的铜绿微囊藻细胞团的提取物中分离出了三种新的硫酸化铜绿微囊藻毒素,分别命名为铜绿微囊藻毒素 KT688 (1)、KT718 (2) 和 KT575 (3)。新化合物的结构是在一维和二维核磁共振以及 HRESIMS 数据分析的基础上确定的。采用 Marfey 方法,结合 HR ESI LCMS 和手性 HPLC,分别确定了氨基酸和羟苯基乳酸残基的绝对构型。测试了化合物 1-3 对丝氨酸蛋白酶胰蛋白酶的抑制作用,发现化合物 1 和 2 的 IC50 值分别为 2.38 和 1.43 µM。
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Sulfated Aeruginosins from Lake Kinneret: Microcystis Bloom, Isolation, Structure Elucidation, and Biological Activity
Aeruginosins are common metabolites of cyanobacteria. In the course of re-isolation of the known aeruginosins KT608A and KT608B for bioassay studies, we isolated three new sulfated aeruginosins, named aeruginosins KT688 (1), KT718 (2), and KT575 (3), from the extract of a Microcystis cell mass collected during the 2016 spring bloom event in Lake Kinneret, Israel. The structures of the new compounds were established on the basis of analyses of the 1D and 2D NMR, as well as HRESIMS data. Marfey’s method, coupled with HR ESI LCMS and chiral HPLC, was used to establish the absolute configuration of the amino acid and hydroxyphenyl lactic acid residues, respectively. Compounds 1–3 were tested for inhibition of the serine protease trypsin, and compounds 1 and 2 were found to exhibit IC50 values of 2.38 and 1.43 µM, respectively.
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来源期刊
Marine Drugs
Marine Drugs 医学-医药化学
CiteScore
9.60
自引率
14.80%
发文量
671
审稿时长
1 months
期刊介绍: Marine Drugs (ISSN 1660-3397) publishes reviews, regular research papers and short notes on the research, development and production of drugs from the sea. Our aim is to encourage scientists to publish their experimental and theoretical research in as much detail as possible, particularly synthetic procedures and characterization information for bioactive compounds. There is no restriction on the length of the experimental section.
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