Caffeic acid metabolites from Eritrichium sericeum cell cultures

Planta Med. 2005 May;71(5):446-51. doi: 10.1055/s-2005-864141.

Abstract

Eritrichium sericeum (Boraginaceae) callus and root cultures were established and analyzed for caffeic acid metabolite (CAM) production. Two substances, (-)-rabdosiin and rosmarinic acid, were identified as main CAMs produced by these cultures. The E. sericeum Er-1 root culture accumulated up to 1.5 % and 4.5 % DW of (-)-rabdosiin and rosmarinic acid, respectively. Rabdosiin in the Lithospermum erythrorhizon callus cultures was produced exclusively as the (+)-enantiomer while in both Eritrichium cultures it occurred as the (-)-enantiomer. The E. sericeum Er-1 culture accumulated 3-fold higher levels of CAMs than the L. erythrorhizon culture. A new compound, named eritrichin, was isolated from the cultured E. sericeum cells. The structure of this compound was established as (2R)-3-(3,4-dihydroxyphenyl)-2-[4-(3,4-dihydroxyphenyl)-6,7-dihydroxy-2-naphthoyloxy]propanoic acid on the basis of spectral data.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Boraginaceae / chemistry
  • Boraginaceae / metabolism*
  • Caffeic Acids / chemistry
  • Caffeic Acids / metabolism*
  • Cells, Cultured
  • Humans
  • Phytotherapy*
  • Plant Roots / chemistry
  • Plant Roots / metabolism
  • Seeds / chemistry
  • Seeds / metabolism

Substances

  • Caffeic Acids