New Prenylated Aeruginosin, Microphycin, Anabaenopeptin and Micropeptin Analogues from a Microcystis Bloom Material Collected in Kibbutz Kfar Blum, Israel

被引：31

作者：

Elkobi-Peer, Shira ^{[1
]}

Carmeli, Shmuel ^{[1
]}

机构：

[1] Tel Aviv Univ, Raymond & Beverly Sackler Fac Exact Sci, Raymond & Beverly Sackler Sch Chem, IL-69978 Tel Aviv, Israel

来源：

MARINE DRUGS | 2015年 / 13卷 / 04期

基金：

以色列科学基金会;

关键词：

CYANOBACTERIUM PLANKTOTHRIX-RUBESCENS; PROTEASE INHIBITORS; OSCILLATORIA-AGARDHII; SECONDARY METABOLITES; MASS-SPECTROMETRY; DALTON RESERVOIR; CYCLIC-PEPTIDES; AMINO-ACIDS; WATER BLOOM; DIVERSITY;

D O I：

10.3390/md13042347

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Thirteen new and eighteen known natural products were isolated from a bloom material of an assembly of various Microcystis spp. collected in November, 2008, from a commercial fishpond near Kibbutz Kfar Blum, the Jordan Valley, Israel. The new natural products included the prenylated aeruginosin KB676 (1), microphycin KB921 (2), anabaenopeptins KB906 (3) and KB899 (4) and micropeptins KB928 (5), KB956 (6), KB970A (7), KB970B (8), KB984 (9), KB970C (10), KB1048 (11), KB992 (12) and KB1046 (13). Their structures were elucidated primarily by interpretation of their 1D and 2D nuclear magnetic resonance spectra and high-resolution mass spectrometry. Marfey's and chiral-phase high performance liquid chromatography methods were used to determine the absolute configurations of their chiral centers. Aeruginosin KB676 (1) contains the rare (2S,3aS,6S,7aS)-Choi and is the first prenylated aeruginosin derivative described in the literature. Compounds 1 and 5-11 inhibited trypsin with sub-mu M IC(50)s, while Compounds 11-13 inhibited chymotrypsin with sub-mu M IC(50)s. The structures and biological activities of the new natural products and our procedures of dereplication are described.

引用

页码：2347 / 2375

页数：29

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