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海绵来源真菌中部分乙酰化铁载体菌素的铁载体活性

Siderophore Activity of Partially Acetylated Fusarinines from the Sponge-Derived Fungus .

作者信息

Montanares Mariana, Jiménez Carlos, Rodríguez Jaime, Diaz Anaí, Ageitos Lucía, Chávez Renato, Vaca Inmaculada

机构信息

Departamento de Química, Facultad de Ciencias, Universidad de Chile, Las Palmeras 3425, Ñuñoa, 1025000 Santiago, Chile.

CICA - Centro Interdisciplinar de Química e Bioloxía, Departamento de Química, Facultade de Ciencias, Universidade da Coruña, 15071 A Coruña, Spain.

出版信息

J Nat Prod. 2025 Jul 25;88(7):1643-1652. doi: 10.1021/acs.jnatprod.5c00399. Epub 2025 Jul 9.

Abstract

is a fungal genus prevalent in Antarctica whose metabolism, including the types of siderophores it synthesizes, remains largely unexplored. In this work, we investigated the siderophores produced by FAE27, a strain isolated from the Antarctic marine sponge sp., grown under iron-limiting conditions. Two new hydroxamate-type siderophores, '-diacetyl-fusarinine B () and -acetyl-fusarinine A (), are described here as the first naturally occurring partially acetylated fusarinines to date, along with the known fusarinine () and five of its analogues: -acetyl-fusarinine (), -acetyl-fusarinine-methylester (), triacetyl-fusarinine C (), -diacetyl-fusarinine A (), and -triacetyl-fusarinine B (). A comprehensive NMR spectroscopic characterization of their Ga complexes was conducted. Surprisingly, the full spectroscopic characterization of most of these known siderophores was either incomplete or absent in the literature. The analysis of H, C, and 2D NMR data provided significant structural insights, including the impact of Ga coordination on chemical shifts. Additionally, the absolute configuration of the amino acid units in compounds was determined via acid hydrolysis and Marfey's analysis. Finally, the siderophore activity of all purified compounds was confirmed by their ability to promote fungal growth under iron-limiting conditions.

摘要

是一种在南极洲普遍存在的真菌属,其新陈代谢,包括它合成的铁载体类型,在很大程度上仍未被探索。在这项工作中,我们研究了从南极海洋海绵 sp. 分离出的菌株FAE27在铁限制条件下生长时产生的铁载体。本文描述了两种新的异羟肟酸型铁载体,'-二乙酰基-镰刀菌素B()和-乙酰基-镰刀菌素A(),它们是迄今为止首次天然存在的部分乙酰化镰刀菌素,以及已知的镰刀菌素()及其五种类似物:-乙酰基-镰刀菌素()、-乙酰基-镰刀菌素甲酯()、三乙酰基-镰刀菌素C()、-二乙酰基-镰刀菌素A()和-三乙酰基-镰刀菌素B()。对它们的镓配合物进行了全面的核磁共振光谱表征。令人惊讶的是,这些已知铁载体中的大多数在文献中的完整光谱表征要么不完整,要么不存在。对氢、碳和二维核磁共振数据的分析提供了重要的结构见解,包括镓配位对化学位移的影响。此外,通过酸水解和马尔费伊分析确定了化合物中氨基酸单元的绝对构型。最后,所有纯化化合物的铁载体活性通过它们在铁限制条件下促进真菌生长的能力得到证实。

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