Nocardamin glucuronide

Producing organism
Streptomyces sp. 80H647
Biological activity
A new siderophore glucuronide, nocardamin glucuronide, was isolated together with nocardamin by applying the one strain-many compounds (OSMAC) approach to the ascamycin-producing strain, Streptomyces sp. 80H647, and performing multivariate analysis using mass spectral data. Structure elucidation was accomplished by a combination of NMR and MS analyses. The absolute configuration of the glucuronic acid moiety was found to be β-D-GlcA by hydrolysis using β-glucuronidase, subsequent derivatization of the hydrolysate, and comparison with standards. The siderophore activity of nocardamin glucuronide was evaluated through the chrome azurol S assay and was comparable to that of nocardamin and deferoxamine (IC50 13.4, 9.5, and 6.3 μM, respectively). Nocardamin glucuronide is the first example of a siderophore glucuronide.
  • Lopez JAV, Nogawa T, Futamura Y, Shimizu T, Osada H.: Nocardamin glucuronide, a new member of the ferrioxamine siderophores isolated from the ascamycin-producing strain Streptomyces sp. 80H647.
    J Antibiot, 72, 991-995 (2019) PMID:31395970 [ doi: 10.1038/s41429-019-0217-5 ]
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