Caffeic acid oligomers in Lithospermum erythrorhizon cell suspension cultures

Lithospermum erythrorhizon cells cultured in pigment production (M-9) medium produced lithospermic acid B, a dimerized caffeic acid ester derivative, in quantities similar to the production of shikonin. The cells also produced a related dimer, (+)-rabdosiin. In Linsmaier–Skoog liquid medium, which s...

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Bibliographic Details
Published in:Phytochemistry (Oxford) 2000-03, Vol.53 (6), p.651-657
Main Authors: Yamamoto, Hirobumi, Inoue, Kenichiro, Yazaki, Kazufumi
Format: Article
Language:English
Subjects:
(+)-Rabdosiin
Benzofurans - chemistry
Benzofurans - metabolism
Biological and medical sciences
Biotechnology
Boraginaceae
Caffeic acid oligomers
Caffeic Acids - chemistry
Caffeic Acids - metabolism
Cell suspension cultures
Cells, Cultured
Depsides
Dimerization
Fundamental and applied biological sciences. Psychology
Lignans
Lithospermic acid B
Lithospermum erythrorhizon
Magnetic Resonance Spectroscopy
Naphthoquinones - chemistry
Naphthoquinones - metabolism
Plant physiology and development
Plants - chemistry
Plants - metabolism
Secondary metabolite production
Shikonin
Tissue cultures, protoplasts
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Summary:Lithospermum erythrorhizon cells cultured in pigment production (M-9) medium produced lithospermic acid B, a dimerized caffeic acid ester derivative, in quantities similar to the production of shikonin. The cells also produced a related dimer, (+)-rabdosiin. In Linsmaier–Skoog liquid medium, which suppresses shikonin production, both lithospermic acid B and (+)-rabdosiin were still formed. Lithospermic acid, a caffeic acid–rosmarinic acid conjugate, was isolated as a main constituent in Lithospermum hairy root cultures. In the aerial parts of L. erythrorhizon, the content of these phenylpropanoid oligomers was relatively low compared to that of rosmarinic acid.
ISSN:0031-9422
1873-3700
DOI:10.1016/S0031-9422(99)00623-8