Biosynthetic origins of the isoprene units of 4-nerolidylcatechol in Potomorphe umbellata

The biosynthetic origins of the isoprene units of 4-nerolidylcatechol (1), the major constituent of Potomorphe umbellata, have been studied through feeding experiments with [14C]- and [13C]-glucose, and with precursors of the mevalonic acid and triose/pyruvate pathways, namely, [2-14C]-mevalonolacto...

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Bibliographic Details
Published inJournal of the Brazilian Chemical Society Vol. 16; no. 6b; pp. 1406 - 1409
Main Authors Bergamo, Debora Cristina B., Kato, Massuo Jorge, Bolzani, Vanderlan da S., Furlan, Maysa
Format Journal Article
LanguageEnglish
Portuguese
Published Sociedade Brasileira de Química 01.11.2005
Subjects
CHEMISTRY, MULTIDISCIPLINARY
Piperaceae
sesquiterpenoid
isopentenyl diphosphate
4-nerolidylcatechol
biosynthesis
Potomorphe umbellata
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Summary:The biosynthetic origins of the isoprene units of 4-nerolidylcatechol (1), the major constituent of Potomorphe umbellata, have been studied through feeding experiments with [14C]- and [13C]-glucose, and with precursors of the mevalonic acid and triose/pyruvate pathways, namely, [2-14C]-mevalonolactone and [U-14C]-glyceraldehyde-3-phosphate, respectively. The pattern of incorporation of label from [1-13C]-glucose into 1 was determined by quantitative 13C NMR spectroscopy. The labelling pattern revealed that the additive was specifically incorporated, and that the isoprene units of the sesquiterpenoid moiety of 4-nerolidylcatechol were derived from both the mevalonic acid and the triose/pyruvate pathways. The results indicate that both plastidic and cytoplasmic pathways are able to provide isopentenyl diphosphate units for the biosynthesis of 1.
ISSN:0103-5053
1678-4790
DOI:10.1590/S0103-50532005000800018