Rosmarinic Acid (CAS 20283-92-5) || Cayman Chemical

Rosmarinic Acid

Cayman Chemical Item Number 70900

(CAS 20283-92-5)

Rosmarinic Acid (CAS 20283-92-5)

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).

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%

λ_max

221, 291, 332 nm

Stability

1 year

Storage

Room temperature

Shipping

Room temperature in continental US; may vary elsewhere

SMILES

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OC1=C(O)C=CC(C[C@H](C(O)=O)OC(/C=C/C2=CC(O)=C(O)C=C2)=O)=C1

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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Size

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