NOCARDAMINE Chemical Properties

Melting point:

192-195°

Density 

1.162±0.06 g/cm3(Predicted)

storage temp. 

-20°C

solubility 

Soluble in DMSO (5 mg/ml)

form 

solid

pka

8?+-.0.20(Predicted)

color 

Off-white

Stability:

Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.

NOCARDAMINE Usage And Synthesis

Description

Nocardamine is a ferrioxamine siderophore that has been found in Streptomyces and has diverse biological activities. It chelates iron in a chrome azurol S assay (IC₅₀ = 9.9 μM). Nocardamine inhibits M. smegmatis and M. bovis biofilm formation (MIC = 10 μM for both), an effect that can be reversed by iron. It is cytotoxic to T47D, SK-MEL-5, SK-MEL-28, and RPMI-7951 cancer cells (IC₅₀s = 6, 18, 12, and 14 μM, respectively). Nocardamine also induces morphological changes in BM-N4 insect cells.

Uses

Nocardamine is a cyclic siderophore.

Definition

ChEBI: A cyclic hydroxamic acid siderophore that is produced by several bacterial species and exhibits antitumour activity.

storage

+4°C

References

Normant et al. (2020), Nocardamine-Dependent Iron Uptake in Pseudomonas aeruginosa: Exclusive Involvement of the FoxA Outer Membrane Transporter; ACS Chem. Biol. 15 2741 Ueki et al. (2009), Nocardamin Production by Streptomyces avermitilis; Actinomycetologica 23 34 Yan et al. (2021), Ferroptosis: mechanisms and links with diseases; Signal Transduct. Target Ther. 6 49 Kalinovskaya et al. (2011), Marine isolate Citricoccus sp. KMM 3890 as a source of a cyclic siderophore nocardamine with antitumor activity; Res. 166 654 Mahmud et al. (2022), Bioactivities and Mode of Actions of Dibutyl Phthalates and Nocardamine from Streptomyces sp. H11809; Molecules 27 2292

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