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GNPS 指导的来源于与白蚁共生的 Actinomadura sp. RB99 的马杜拉菌素类铁载体的发现。

GNPS-Guided Discovery of Madurastatin Siderophores from the Termite-Associated Actinomadura sp. RB99.

机构信息

School of Pharmacy, Sungkyunkwan University, Suwon, 16419 (Republic of, Korea.

Department of Chemistry, Princeton University, New Jersey, 08544, USA.

出版信息

Chemistry. 2022 Jun 27;28(36):e202200612. doi: 10.1002/chem.202200612. Epub 2022 May 19.

DOI:10.1002/chem.202200612
PMID:35404539
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9325478/
Abstract

In this study, we analyzed if Actinomadura sp. RB99 produces siderophores that that could be responsible for the antimicrobial activity observed in co-cultivation studies. Dereplication of high-resolution tandem mass spectrometry (HRMS/MS) and global natural product social molecular networking platform (GNPS) analysis of fungus-bacterium co-cultures resulted in the identification of five madurastatin derivatives (A1, A2, E1, F, and G1), of which were four new derivatives. Chemical structures were unambiguously confirmed by HR-ESI-MS, 1D and 2D NMR experiments, as well as MS/MS data and their absolute structures were elucidated based on Marfey's analysis, DP4+ probability calculation and total synthesis. Structure analysis revealed that madurastatin E1 (2) contained a rare 4-imidazolidinone cyclic moiety and madurastatin A1 (5) was characterized as a Ga -complex. The function of madurastatins as siderophores was evaluated using the fungal pathogen Cryptococcus neoformans as model organism. Based on homology models, we identified the putative NRPS-based gene cluster region of the siderophores in Actinomadura sp. RB99.

摘要

在这项研究中,我们分析了 Actinomadura sp. RB99 是否产生了铁载体,这些铁载体可能是在共培养研究中观察到的抗菌活性的原因。高分辨串联质谱 (HRMS/MS) 的去重复和真菌-细菌共培养的全球天然产物社会分子网络平台 (GNPS) 分析导致鉴定了五种马杜拉他汀衍生物(A1、A2、E1、F 和 G1),其中有四个是新衍生物。通过 HR-ESI-MS、1D 和 2D NMR 实验以及 MS/MS 数据以及基于 Marfey 分析、DP4+ 概率计算和全合成的绝对结构,明确了化学结构。结构分析表明,马杜拉他汀 E1(2)含有罕见的 4-咪唑烷酮环状部分,马杜拉他汀 A1(5)的特征是 Ga-复合物。使用真菌病原体新型隐球菌作为模型生物评估了马杜拉他汀作为铁载体的功能。基于同源模型,我们鉴定了 Actinomadura sp. RB99 中假定的基于 NRPS 的铁载体基因簇区域。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d61d/9325478/958fceea4be3/CHEM-28-0-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d61d/9325478/fb3157e05b94/CHEM-28-0-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d61d/9325478/a18566709364/CHEM-28-0-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d61d/9325478/a1bfbcb4132f/CHEM-28-0-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d61d/9325478/1704f9ad57d6/CHEM-28-0-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d61d/9325478/958fceea4be3/CHEM-28-0-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d61d/9325478/fb3157e05b94/CHEM-28-0-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d61d/9325478/a18566709364/CHEM-28-0-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d61d/9325478/a1bfbcb4132f/CHEM-28-0-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d61d/9325478/1704f9ad57d6/CHEM-28-0-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d61d/9325478/958fceea4be3/CHEM-28-0-g006.jpg

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