Pemuchiamides A and B, Proline-Rich Linear Lipopeptides, Isolated from a Marine Hormoscilla sp. Cyanobacterium.

IF 3.3 2区生物学 Q2 CHEMISTRY, MEDICINAL Journal of Natural Products Pub Date : 2024-09-27 Epub Date: 2024-08-15 DOI:10.1021/acs.jnatprod.4c00733

Kensuke Irie, Ghulam Jeelani, Tomoyoshi Nozaki, Arihiro Iwasaki

引用次数: 0

Abstract

Pemuchiamides A and B (1 and 2) were isolated from a marine Hormoscilla sp. cyanobacterium collected from Pemuchi Beach on Hateruma Island, Japan. Although 1 and 2 existed as a complex mixture of rotamers in chloroform-d, detailed analyses of their 2D NMR and tandem mass spectra revealed their planar structures, respectively. The absolute configurations of 1 and 2 were established via the degradation and derivatization reactions. Pemuchiamide A (1) exhibited potent growth-inhibitory activity against Trypanosoma brucei rhodesiense, the causative organism of African sleeping sickness, while 2 showed 10-fold weaker activity than 1. This result indicates that the presence of a hydroxy group at the C-3 position of the 4-aminobutanoic acid moiety negatively affects antitrypanosomal activity.

Abstract Image

查看原文

微信好友朋友圈 QQ好友复制链接

本刊更多论文

Pemuchiamides A 和 B，富含脯氨酸的线性脂肽，从海洋 Hormoscilla sp.

Pemuchiamides A 和 B（1 和 2）是从日本波照间岛 Pemuchi 海滩采集的海洋蓝藻 Hormoscilla sp.中分离出来的。虽然 1 和 2 在氯仿-d 中以复杂的旋转体混合物形式存在，但对其二维核磁共振和串联质谱的详细分析分别揭示了它们的平面结构。通过降解和衍生反应，确定了 1 和 2 的绝对构型。Pemuchiamide A（1）对非洲昏睡病的致病菌布氏锥虫（Trypanosoma brucei rhodesiense）具有强效的生长抑制活性，而 2 的活性比 1 弱 10 倍。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

求助全文

约1分钟内获得全文去求助

来源期刊

Journal of Natural Products 生物-药学

CiteScore

9.10

自引率

5.90%

发文量

294

审稿时长

2.3 months

期刊介绍： The Journal of Natural Products invites and publishes papers that make substantial and scholarly contributions to the area of natural products research. Contributions may relate to the chemistry and/or biochemistry of naturally occurring compounds or the biology of living systems from which they are obtained. Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin. When new compounds are reported, manuscripts describing their biological activity are much preferred. Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin.