Synthesis of 2-O-(4-Coumaroyl)-3-(4-hydroxyphenyl)lactic Acid, an Important Intermediate of Rosmarinic Acid Biosynthesis.
- 1 January 2001
- journal article
- Published by Pharmaceutical Society of Japan in CHEMICAL & PHARMACEUTICAL BULLETIN
- Vol. 49 (12) , 1644-1646
- https://doi.org/10.1248/cpb.49.1644
Abstract
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.Keywords
This publication has 6 references indexed in Scilit:
- Lycopene Synergistically Inhibits LDL Oxidation in Combination with Vitamin E, Glabridin, Rosmarinic Acid, Carnosic Acid, or GarlicAntioxidants and Redox Signaling, 2000
- Inhibitory effects of rosmarinic acid on the proliferation of cultured murine mesangial cellsNephrology Dialysis Transplantation, 2000
- Fungal elicitor preparations and methyl jasmonate enhance rosmarinic acid accumulation in suspension cultures of Coleus blumeiPlant Cell Reports, 1999
- Cytochrome P450-dependent hydroxylation in the biosynthesis of rosmarinic acid in ColeusPhytochemistry, 1997
- Characterization of rosmarinic acid synthase from cell cultures of Coleus blumeiPhytochemistry, 1991
- Esterification and Alkylation Reactions Employing IsoureasSynthesis, 1979