Rosmarinic acid

Description

Rosmarinic acid (20283-92-5) displays radical scavenging1, anti-inflammatory2 and amyloid-β aggregation inhibition activities.3 Rosmarinic acid has also been shown to act as an agonist at GPR35.4

Description

Carnosic acid (top two images) is a diterpene with an abietane skeleton; rosmarinic acid (bottom two) is a caffeic acid ester.?Both are found in the rosemary plant (Rosmarinus officinalis), each also occurs in other plants.
But carnosic and rosmarinic acids have something else in common:?They are meat preservatives. Rosemary extract was originally added to meat as a flavoring agent, but people noticed that it kept meat from spoiling. It was later discovered that the acids inhibit the free-radical reaction that oxidizes fats and oils and causes spoilage. Neither acid is responsible for the rosemary flavor.

Chemical properties

White to off-white powder

The Uses of Rosmarinic acid

Rosmarinic Acid is a phenolic compound with antioxidant and anti-inflammatory activity. Rosmarinic Acid has been shown to inhibit againts peroxidative damage to biomembranes. Rosmarinic Acid also supp resses endotoxin-induced activation of complement and concomitant prostacyclin biosynthesis.

The Uses of Rosmarinic acid

An activator of GPR35.

The Uses of Rosmarinic acid

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. Rosmarinic acid suppresses endotoxin-induced activation of complement and concomitant formation of prostacyclin. Formation of 5-HETE and LTB4 from human PMNL is inhibited by rosmarinic acid at concentrations of 10-5 to 10-3 M.

What are the applications of Application

Rosmarinic Acid is an activator of GPR35

Definition

ChEBI: (R)-rosmarinic acid is a stereoisomer of rosmarinic acid having (R)-configuration. It has a role as a plant metabolite and a geroprotector. It is a conjugate acid of a (R)-rosmarinate. It is an enantiomer of a (S)-rosmarinic acid.

General Description

Rosmarinic acid is a bioactive plant phenolic compound with antioxidant and anti-inflammatory effects.

Biological Activity

Anti-inflammatory, cytostatic and antiviral.

Biochem/physiol Actions

Rosmarinic acid has shown to contain antioxidant, anti-inflammatory and antimicrobial activities. Possesses promising physiological actions related to cognitive performance, Alzheimer′s disease prevention, kideney disease treatment, cardioprotection and cancer chemoprevention.

Mode of action

Rosmarinic acid (RA), a water-soluble polyphenolic compound with antioxidant and anti-inflammatory properties. Inhibits several complement-dependent inflammatory processes via inhibition of the C5 convertase. Anticarcinogenic. Inhibitor of lipid peroxidation, TCR-induced T cell activation and proliferation.?

References

1) Miliauskas et al. (2005), Identification of radical scavenging compounds in Rhaponticum carthamoides by means of LC-DAD-SPE-NMR; J. Nat. Prod., 68 168 2) Sahu et al. (1999), Inhibition of complement by covalent attachment of rosmarinic acid to activated C3b; Biochem. Pharmacol, 57 1439 3) Ono et al. (2012), Phenolic compounds prevented amyloid β-protein oligomerization and synaptic dysfunction by site-specific binding; J. Biol. Chem., 287 14631 4) Deng et al. (2012), Multiple tyrosine metabolites are GPR35 agonists; Sci. Rep., 2 373