Synthesis of 2-O-(4-coumaroyl)-3-(4-hydroxyphenyl)lactic acid, an important intermediate of rosmarinic acid biosynthesis.
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.
Matsuno
M
M
Graduate School of Pharmaceutical Sciences, Nagoya City University, Nagoya, Japan.
Nagatsu
A
A
Ogihara
Y
Y
Mizukami
H
H
D002934:Cinnamates / Q000378:metabolism*; D053630:Depsides; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D010666:Phenylpropionates / Q000138:chemical synthesis*; D016339:Spectrometry, Mass, Fast Atom Bombardment; D000097123:Rosmarinic Acid
D002934:Cinnamates; D053630:Depsides; D007202:Indicators and Reagents; D010666:Phenylpropionates; D000097123:Rosmarinic Acid; C453494:2-O-(4-coumaroyl)-3-(4-hydroxyphenyl)lactic acid