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Ethyl caffeate is an ester of a hydroxycinnamic acid, a naturally occurring organic compound.
Ethyl caffeate is an ester of a hydroxycinnamic acid, a naturally occurring organic compound.
Natural occurrences
It can be found in '' Bidens pilosa'', in ''Polygonum amplexicaule var. sinense
''Bistorta amplexicaulis'' (synonym ''Persicaria amplexicaulis''), the red bistort or mountain fleece, is a species of flowering plant in the buckwheat family Polygonaceae, native to China, the Himalayas, and Pakistan. It is a damp-loving herbace ...
''.
It is also found in Huáng bǎi, one of the fifty fundamental herbs of traditional Chinese medicine, also known also as ''Cortex Phellodendri'', the bark of one of two species of Phellodendron tree: '' Phellodendron amurense'' or '' Phellodendron chinense''.
It is also found in wines such as Verdicchio, a white wine from Marche, Italy.
Health effects
Ethyl caffeate suppresses NF-kappaB activation and its downstreaminflammatory mediator
Inflammation (from la, inflammatio) is part of the complex biological response of body tissues to harmful stimuli, such as pathogens, damaged cells, or irritants, and is a protective response involving immune cells, blood vessels, and molec ...
s, iNOS
Nitric oxide synthases () (NOSs) are a family of enzymes catalyzing the production of nitric oxide (NO) from L-arginine. NO is an important cellular signaling molecule. It helps modulate vascular tone, insulin secretion, airway tone, and perista ...
, COX-2 and PGE2 ''in vitro'' or in mouse skin.
Ethyl caffeate administered intraperitoneally in rats previously is able to prevent the dimethylnitrosamine-induced loss in body and liver weight, as well as to reduce the degree of liver injury. It can be considered as a promising natural compound for future application in chronic liver disease.
Pharmacophore modeling, molecular docking, and molecular dynamics simulation studies also indicate that ethyl caffeate is a potential inhibitor of the aldosterone synthase (CYP11B2), a key enzyme for the biosynthesis of aldosterone, which plays a significant role for the regulation of blood pressure.
Chemistry
Ethyl caffeate reacts withmethylamine
Methylamine is an organic compound with a formula of . This colorless gas is a derivative of ammonia, but with one hydrogen atom being replaced by a methyl group. It is the simplest primary amine.
Methylamine is sold as a solution in methanol, ...
to produce green pigments.
See also
* Phenolic compounds in wineReferences
{{DEFAULTSORT:Ethyl caffeate Hydroxycinnamic acid esters Ethyl esters Vinylogous carboxylic acids