Nocardamin glucuronide
- Structure
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- Producing organism
- Streptomyces sp. 80H647
- Biological activity
- siderophore
- Abstract
- 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.
- References
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- 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)
[ doi: 10.1038/s41429-019-0217-5 ]
- 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.