Biosynthetic origins of the isoprene units of gaudichaudianic acid in Piper gaudichaudianum (Piperaceae)

Author(s)

Lopes, Adriana A. ; Baldoqui, Debora C. ; López, Silvia N. ; Kato, Massuo J. ; Bolzani, Vanderlan da S. ^[5] ; Furlan, Maysa

• Document type: Journal article
• Source: Phytochemistry; v. 68, n. 15, p. 2053-2058, Aug. 2007.
• Field of knowledge: Physical Sciences and Mathematics - Chemistry

Abstract

The biosynthesis of (2S)-2-methyl-2-(4'-methyl-3'-pentenyl)-8-(3"-methyl-2-butenyl)-2H-1-benzopyran-6-carboxylic acid (gaudichaudianic acid), the major metabolite in leaves and roots of Piper gaudichaudianum Kunth (Piperaceae), has been investigated employing [1-13C]-d-glucose as precursor. The labelling pattern in the isolated gaudichaudianic acid was determined by quantitative 13C NMR spectroscopy analysis and was consistent with involvement of both mevalonic acid and 2-C-methyl-d-erythritol-4-phosphate pathways in the formation of the dimethylallyl- and geranyl-derived moieties. The results confirmed that both plastidic and cytoplasmic pathways are able to provide isopentenyl diphosphate units for prenylation of p-hydroxybenzoic acid. (AU)

• FAPESP's process: 03/01867-6 - Biosynthetic, proteomic and genomic study of the prenyltransferases Piper gaudichaudianum and Piper crassinervium (Piperaceae)
• Grantee: Adriana Aparecida Lopes
• Support Opportunities: Scholarships in Brazil - Doctorate (Direct)
• FAPESP's process: 04/09547-3 - Study of the proteome with genomic insertion of the 4-nerolidilcatecol in Potomorphe umbellata (Piperaceae)
• Grantee: Débora Cristina Baldoqui Bergamo
• Support Opportunities: Scholarships in Brazil - Post-Doctoral