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Cat. Number
080363753534987
Chemical Name
Rosmarinic Acid
References
Formal Name (R)-​α-​[[3-​(3,​4-​dihydroxyphenyl)-​1-​oxo-​2E-​propenyl]oxy]-​3,​4-​dihydroxy-​benzenepropanoic acid
CAS Number 20283-92-5
Molecular Formula C18H16O8
Formula Weight 360.3
Formulation A crystalline solid
Purity >98%
λmax 221, 291, 332 nm
Stability 1 year
Storage Room temperature
Shipping Ambient in continental US; may vary elsewhere
SMILES O=C(\C=C/c1ccc(O)​c(O)​c1)​OC(Cc1ccc(O)​c(O)​c1)​C(=O)​O

Background Reading

Bult, H., Herman, A.G., and Rampart, M. Modification of endotoxin-induced haemodynamic and haematological changes in the rabbit by methylprednisolone, F(ab')2 fragments and rosmarinic acid. Br J Pharmacol 84 317-327 (1985).

Rampart, M., Beetens, J.R., Bult, H., et al. Complement-dependent stimulation of prostacyclin biosynthesis: Inhibition by rosmarinic acid. Biochem Pharmacol 35 1397-1400 (1986).

Kimura, Y., Okuda, H., Okuda, T., et al. Studies on the activities of tannins and related compounds, X. Effects of caffeetannins and related compounds on arachidonate metabolism in human polymorphonuclear leukocytes. J Nat Prod 50 392-399 (1987).

Liu, G., Zhang, T., Wang, B., et al. Protective action of seven natural phenolic compounds against peroxidative damage to biomembranes. Biochem Pharmacol 43 147-152 (1992).

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Description

Rosmarinic acid is a naturally-occurring phenolic compound with antioxidant and anti-inflammatory properties. This compound inhibits lipid peroxidation of rat liver microsomes by 90% at a concentration of 25 µg/ml.1 Rosmarinic acid suppresses endotoxin-induced activation of complement and concomitant formation of prostacyclin.2,3 Formation of 5-HETE and LTB4 from human PMNL is inhibited by rosmarinic acid at concentrations of 10-5 to 10-3 M.4

1 Liu, G., Zhang, T., Wang, B., et al. Protective action of seven natural phenolic compounds against peroxidative damage to biomembranes. Biochem Pharmacol 43 147-152 (1992).

2 Bult, H., Herman, A.G., and Rampart, M. Modification of endotoxin-induced haemodynamic and haematological changes in the rabbit by methylprednisolone, F(ab')2 fragments and rosmarinic acid. Br J Pharmacol 84 317-327 (1985).

3 Rampart, M., Beetens, J.R., Bult, H., et al. Complement-dependent stimulation of prostacyclin biosynthesis: Inhibition by rosmarinic acid. Biochem Pharmacol 35 1397-1400 (1986).

4 Kimura, Y., Okuda, H., Okuda, T., et al. Studies on the activities of tannins and related compounds, X. Effects of caffeetannins and related compounds on arachidonate metabolism in human polymorphonuclear leukocytes. J Nat Prod 50 392-399 (1987).

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