rosmarinic acid

Biaffin GmbH & Co KG Reagents, chemicals and proteins for exploring cellular signalling networks

▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬Biaffin GmbH & Co KG Tel. +49 (0)561-804 4662 CEO: Dr. Bastian Zimmermann Heinrich-Plett-Strasse 40 Fax +49 (0) 561-804 4665 Banking account, Deutsche Bank PGK AG D-34132 Kassel, Germany E-Mail: [email protected] IBAN DE03 4307 0024 0102 3340 00 HRA 16107, Amtsgericht Kassel Internet: www.proteinkinase.de VAT-ID No. DE215481967

Rosmarinic acid

1. Description

Rosmarinic acid is natural occurring polyphenolic compound consisting of an ester of caffeic acid

and 3,4-dihydroxyphenyllactic acid. It is commonly found in several taxonomically non-related

families like Boraginaceae, Blechnaceae and Nepetoideae. Many biological functions of

rosmarinic acid are discussed e.g. antioxidative, antiinflammatory, antimutagen, antibacterial and

antiviral activities. Recent studies shows that endothelial cells pretreated with rosmarinic acid are

insensitive to H2O2 induced interleukin-8 and VEGF mediated angiogenic processes. Additionally,

rosmarinic acid prevents amyloid-β-peptide induced neurotoxicity by reduction of reactive oxygen

formation and inhibits the formation of fibrils of amyloid-β peptides and destabilized preformed

fibrils in vitro. Rosmarinic acid inhibits Fyn tyrosine kinase activity (IC50 1.3 µM) in a mixed

mechanism and induces apoptosis in T-cells through the mitochondrial pathway in an Lck kinase-

dependent manner.

2. Product Information Myricetin: order-no. PKI-ROS

Synonyms: Rosmarinate, Rosmarimic acid, (R)-rosmarinic acid

Chemical name.: [(R)-a-[[3-(3,4-Dihydroxyphenyl)-1-oxo-2E-propenyl]oxy]-

3,4-dihydroxy-benzenepropanoic acid]

Formula: C18H16O8

Molecular Weight: 360.3 g/mol

Long Term Storage: -200C

Purity: >98%

Appearance: white to brown solid

Solubility: Soluble in 100% ethanol, DMSO (up to 25 mg/ml); also soluble in PBS

(up to 15 mg/ml)



Chemical Structure:

3. Product specific literature references:

• Petersen M, Simmonds MS. (2003) "Rosmarinic acid."Phytochemistry. 62(2):121-5.

• Huang SS, Zheng RL.(2006) "Rosmarinic acid inhibits angiogenesis and its mechanism of action in vitro." Cancer Lett. 8;239(2):271-80.

• Iuvone, T.; De Filippis, D.; Esposito, G.; D’Amico, A.; Izzo, A. A.(2006)"The Spice Sage and Its Active Ingredient Rosmarinic Acid Protect PC12 Cells from Amyloid-beta Peptide-Induced Neurotoxicity." J.Pharmacol. Exp. Ther. 317 (3), 1143-1149.

• Ono K, Hasegawa K, Naiki H, and Yamada M (2004) "Curcumin has potent antiamyloidogenic effects for Alzheimer's beta-amyloid fibrils in vitro." J Neurosci Res 15: 742–750.

• Jelić D, Mildner B, Kostrun S, Nujić K, Verbanac D, Culić O, Antolović R, Brandt W. (2007) "Homology modeling of human Fyn kinase structure: discovery of rosmarinic acid as a new Fyn kinase inhibitor and in silico study of its possible binding modes." J Med Chem. 22;50(6):1090-100.

• Hur, Y-G.; Yun, Y.; Won, J. (2004) “Rosmarinic Acid Induces p56lck-Dependent Apoptosis in Jurkat and Peripheral T Cells via Mitochondria Pathway Independent from Fas/Fas Ligand Interaction”. J.Immunol. 172, 79-87.

The sample is for non-clinical in vitro research use only and has not been approved for any other

purposes including, without limitation, diagnostic or therapeutic purposes, and use in preparation of

food or pharmaceutical products or for administration to humans or animals.

rosmarinic acid

Documents