GNPS-Guided Discovery of Madurastatin Siderophores from the Termite-Associated Actinomadura sp. RB99open access
- Authors
- Lee, Seoung Rak; Schalk, Felix; Schwitalla, Jan W.; Guo, Huijuan; Yu, Jae Sik; Song, Moonyong; Jung, Won Hee; Beer, Z. Wilhelm; Beemelmanns, Christine; Kim, Ki Hyun
- Issue Date
- Jun-2022
- Publisher
- WILEY-V C H VERLAG GMBH
- Keywords
- metabolomics; microbial communication; natural products; siderophores
- Citation
- CHEMISTRY-A EUROPEAN JOURNAL, v.28, no.36
- Journal Title
- CHEMISTRY-A EUROPEAN JOURNAL
- Volume
- 28
- Number
- 36
- URI
- https://scholarworks.bwise.kr/cau/handle/2019.sw.cau/58235
- DOI
- 10.1002/chem.202200612
- ISSN
- 0947-6539
1521-3765
- 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 Ga3+-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.
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