Abstract
Evidence was found for the existence in Lavandula officinalis Chaix of 2-glucosyloxy-4-methoxy- cis-cinnamic acid 1 1 Abbreviations: cis-GMC and trans-GMC are the cis- and trans-isomers respectively of 2-glucosyloxy-4-methoxycinnamic acid. , which yields 7-methoxy showed that D-glucose, L-phenylalanine, and cinnamic acid are common precursors of coumarin and herniarin, but that o- and p-hydroxycinnamic acids are selectively converted to coumarin and herniarin, respectively. Data obtained were consistent with the occurrence of herniarin biosynthesis according to the partial sequence: Cinnamic acid→ p-coumaric acid→ p-methoxycinnamic acid→2-glucosyloxy-4-methoxy- trans-cinnamic acid→-2-glucosyloxy-4-methoxy- cis-cinnamic acid. Umbellic acid (2,4-dihydroxy- trans-cinnamic acid) and umbelliferone were utilized to a minor degree. An improved preparation of umbelliferone-2- 14C, and syntheses of umbellic acid-carboxy- 14C, p-methoxycinnamic acid-α- 14C, 1 and 2-glucosyloxy-4-methoxy- trans-cinnamic acid-α- 14C are described.
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