A novel method for synthesizing Tricin. Phloroglucinol (2) and chloroacetonitrile were condensed in hydrochloric acid/ethyl acetate in the presence of zinc chloride to give 2-(2-chloro-1-iminoethyl)benzene-1,3,5-triol (3), which was then hydrolyzed directly in dilute hydrochloric acid without purification to give 2-chloro-1-(2,4,6-trihydroxyphenyl)ethyl ketone (4). The target compound was then cyclized with eugenol under ultrasonic treatment and in the presence of the phase-transfer catalyst tetrabutylammonium bromide (TBAB). This process uses inexpensive and readily available raw materials, has mild reaction conditions, is convenient to operate, and is green and efficient, with a total yield of 74.1%.
Yellow crystals, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from the whole herb of Medicago sativa.
Tricin is a type of flavanoid studied for its immunomodulatory effects.
ChEBI: The 3',5'-di-O-methyl ether of tricetin. Known commonly as tricin, it is a constituent of rice bran and has been found to potently inhibit colon cancer cell growth.
Tricin (50-250 ppm diet; 15 weeks) significantly lowers the numbers of adenocarcinomas and total tumors in mice[5].
TLR | p38MAPK | JNK | NF-kB | Phospholipase (e.g. PLA) | Tyrosinase | COX | JAK | STAT | Antifection
