Caffeic Acid Metabolites from Eritrichium sericeum Cell Cultures

Fedoreyev S.A., Veselova M.V., Krivoschekova O.E., Mischenko N.P., Denisenko V.A., Dmitrenok P.S., Glazunov V.P., Bulgakov V.P., Tchernoded G.K., Zhuravlev Y.N.

Planta Medica 2005; 71(5): 446-451

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.

DOI 10.1055/s-2005-864141

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