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Tyrosol caffeate

CAS No.: 857397-87-6
Formula: C17H16O5
Molecular Weight: 300.30600
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What is Tyrosol caffeate

Tyrosol caffeate is a novel bioactive compound derived from the esterification of tyrosol and caffeic acid, two naturally occurring phenolic compounds known for their potent antioxidant and anti-inflammatory properties. This hybrid molecule combines the beneficial effects of both precursors, offering enhanced biological activity and potential therapeutic applications. Tyrosol caffeate has garnered attention for its ability to scavenge free radicals, reduce oxidative stress, and modulate inflammatory pathways, making it a promising candidate for use in nutraceuticals, cosmetics, and pharmaceuticals. Its unique structure and multifunctional properties position it as a valuable ingredient in combating aging, protecting against chronic diseases, and promoting overall health and wellness.

Preparation Process: To prepare **Tyrosol caffeate**, dissolve **tyrosol** (1.0 equiv) and **caffeic acid** (1.2 equiv) in dry dichloromethane (DCM). Add **N,N'-dicyclohexylcarbodiimide (DCC)** (1.5 equiv) and a catalytic amount of **4-dimethylaminopyridine (DMAP)** under nitrogen. Stir the mixture at room temperature for 12–24 hours. Monitor reaction progress by TLC. Filter off the precipitated dicyclohexylurea (DCU) and concentrate the filtrate under reduced pressure. Purify the crude product by column chromatography (silica gel, ethyl acetate/hexane) to obtain Tyrosol caffeate as a white solid. Characterize by NMR and MS.

Usage Scenarios: Tyrosol caffeate is a phenolic ester compound derived from tyrosol and caffeic acid. It exhibits potent antioxidant properties, scavenging free radicals and reducing oxidative stress. The compound demonstrates anti-inflammatory effects by inhibiting pro-inflammatory cytokines and enzymes like COX-2. It also shows antimicrobial activity against certain bacteria and fungi. Tyrosol caffeate may support cardiovascular health by improving endothelial function and reducing LDL oxidation. Additionally, it has potential neuroprotective effects, possibly aiding in the prevention of neurodegenerative diseases. Research suggests it could contribute to skin health by protecting against UV-induced damage. Its bioactive properties make it a candidate for pharmaceutical and nutraceutical applications.

Tyrosol caffeate Basic Info
Chemical Name Tyrosol caffeate
Synonyms tyrosil caffeate; (E)-4-hydroxyphenethyl 3-(3,4-dihydroxyphenyl)acrylate; 4’-hydroxyphenethyl (E)-3-(3, 4-dihydroxy phenyl)acrylate
CAS No. 857397-87-6
Molecular Formula C17H16O5
Molecular Weight 300.30600
PSA 86.99000
LogP 2.60250
Tyrosol caffeate Price
United States: $20-$30
China: $15-$25
Russia: No results
Germany: $25-$35
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Japan: $30-$40
Brazil: $20-$30
South Korea: $20-$30
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United Kingdom: $25-$35
France: $30-$40
Mexico: $20-$30
Canada: $25-$35
South Africa: $15-$25
Egypt: $15-$25
South Africa: $15-$25
Turkey: $20-$30
Thailand: No results
Indonesia: $15-$25