Biotransformation of Cinnamic Acid, p-Coumaric Acid, Caffeic Acid, and Ferulic Acid by Plant Cell Cultures of Eucalyptus perriniana

Biotransformations of phenylpropanoids such as cinnamic acid, p-coumaric acid, caffeic acid, and ferulic acid were investigated with plant-cultured cells of Eucalyptus perriniana. The plant-cultured cells of E. perriniana converted cinnamic acid into cinnamic acid beta-D-glucopyranosyl ester, p-coumaric acid, and 4-O-beta-D-glucopyranosylcoumaric acid. p-Coumaric acid was converted into 4-O-beta-D-glucopyranosylcoumaric acid, p-coumaric acid beta-D-glucopyranosyl ester, 4-O-beta-D-glucopyranosylcoumaric acid beta-D-glucopyranosyl ester, a new compound, caffeic acid, and 3-O-beta-D-glucopyranosylcaffeic acid. On the other hand, incubation of caffeic acid with cultured E. perriniana cells gave 3-O-beta-D-glucopyranosylcaffeic acid, 3-O-(6-O-beta-D-glucopyranosyl)-beta-D-glucopyranosylcaffeic acid, a new compound, 3-O-beta-D-glucopyranosylcaffeic acid beta-D-glucopyranosyl ester, 4-O-beta-D-glucopyranosylcaffeic acid, 4-O-beta-D-glucopyranosylcaffeic acid beta-D-glucopyranosyl ester, ferulic acid, and 4-O-beta-D-glucopyranosylferulic acid. 4-O-beta-D-Glucopyranosylferulic acid, ferulic acid beta-D-glucopyranosyl ester, and 4-O-beta-D-glucopyranosylferulic acid beta-D-glucopyranosyl ester were isolated from E. perriniana cells treated with ferulic acid.