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(+)-Usniacin

Catalog No.
B3661
Naturally occurring dibenzofuran derivative
Grouped product items
SizePriceStock Qty
10mM (in 1mL DMSO)
$50.00
In stock
50mg
$37.00
In stock

Tel: +1-832-696-8203

Email: [email protected]

Worldwide Distributors

Background

MIC: 0.05 μg/62.5 μl to 3.1 μg/62.5 μl

Microorganisms can colonize a wide variety of medical devices, putting patients at risk for systemic and local infectious complications, including local-site infections, endocarditis, and catheter-related bloodstream infections. (+)-Usniacin is a secondary lichen metabolite that possesses antimicrobial activity against various planktonic gram-positive bacteria.

In vitro: (+)-Usniacin showed antimicrobial activity against the same microorganisms as that of acetone extract. Among the three analogues it was the most active one having quite low MIC values. Furthermore, (+)-Usniacin did not show any activity against A. hydrophila and B. cereus whereas (D)-usnic acid did. On the other hand, (+)-Usniacin was active against Y. enterocolitica whereas (D)-usnic acid was not active [1].

In vivo: No animal in-vivo study has been reproted so far.

Clinical trials: Trials carried out in volunteers showed that mouth-rinse with (+)-Usniacin preparations exerted a selective and long lasting action against S. mutans. The adherence of S. mutans to smooth surfaces was not increased by the presence of subinhibiting concentrations of (+)-Usniacin. These characteristics make (+)-Usniacin a suitable candidate for topical use in oral medicine [2].

References:
[1] Tay T, Türk AO, Yilmaz M, Türk H, Kivanç M.  Evaluation of the antimicrobial activity of the acetone extract of the lichen Ramalina farinacea and its (+)-usnic acid, norstictic acid, and protocetraric acid constituents. Z Naturforsch C. 2004 May-Jun;59(5-6):384-8.
[2] Ghione M, Parrello D, Grasso L.   Usnic acid revisited, its activity on oral flora. Chemioterapia. 1988 Oct;7(5):302-5.

Chemical Properties

Physical AppearanceA solid
StorageStore at -20°C
M.Wt344.32
Cas No.7562-61-0
FormulaC18H16O7
Solubilityinsoluble in H2O; insoluble in EtOH; ≥8.03 mg/mL in DMSO with gentle warming
SDFDownload SDF
Canonical SMILESCC1=C(C(=C2C(=C1O)C3(C(=CC(=C(C3=O)C(=O)C)O)O2)C)C(=O)C)O
Shipping ConditionShip with blue ice, or upon other requests.
General tipsFor obtaining a higher solubility, please warm the tube at 37°C and shake it in the ultrasonic bath for a while.

Biological Activity

Description (+)-Usniacin is a naturally occurring dibenzofuran derivative
Targets            
IC50            

Quality Control

Chemical structure

(+)-Usniacin