Synthesis of 2-O-(4-Coumaroyl)-3-(4-hydroxyphenyl)lactic Acid, an Important Intermediate of Rosmarinic Acid Biosynthesis

Michiyo MATSUNO, Akito NAGATSU, Yukio OGIHARA, Hajime MIZUKAMI
2001 Chemical and pharmaceutical bulletin  
A simple method to synthesize (؎)-2-O-(4-coumaroyl)-3-(4-hydroxyphenyl)lactic acid (1), a key intermediate in rosmarinic acid biosynthesis in higher plant cells, was established by condensation of protected 4-coumaric acid and (؎)-3-(4-hydroxyphenyl)lactic acid followed by deprotection. A stable supply of 1 thus attained will lead to biochemical and molecular biological characterization of later steps of rosmarinic acid biosynthesis.
doi:10.1248/cpb.49.1644 pmid:11767090 fatcat:7i3mrzd3ozei3e2ub56zyfthmi