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Umbelliferone and scopoletin are well utilized as precursors of puberulin, a 7-O-prenyl ether of isofraxidin elaborated by Agathosm a puberula Fourc. (Rutaceae). As ferulic, sinapic, and caffeic acids were all more poorly utilized than 4′-hydroxycinnamic (p-coumaric) acid, the partial biosynthetic route: 4′-hydroxycinnamic acid →→ um belliferone → aesculetin → scopoletin →→ puberulin is suggested as the major pathway. Prenylether formation apparently occurs at or beyond the scopoletin stage. The implication that ferulic acid does not participate in the formation of scopoletin from 4′-hydroxycinnamic acid is at variance with the known role of ferulic acid as a scopoletin precursor in tobacco.

Elaboration of the 6,7,8 Oxygenation Pattern in Simple Coumarins: Biosynthesis of Puberulin in Agathosma puberula Fourc