7-Demethylsuberosin and osthenol as intermediates in furanocoumarin biosynthesis

Par Conseil national de recherches du Canada

DOI	Trouver le DOI : https://doi.org/10.1016/0031-9422(73)80558-8
Auteur	Rechercher : Brown, Stewart A.; Rechercher : Steck, Warren¹
Affiliation	Conseil national de recherches du Canada. Laboratoire régional des prairies
Format	Texte, Article
Sujet	Conium maculatum; Heracleum lanatum; Ruta graveolens; Coronilla glauca; coumarins; furanocoumarins; biosynthesis; 7-demethylsuberosin; osthenol
Résumé	¹⁴C-Labelled 7-demethylsuberosin (DMS) was a precursor of linear furanocoumarins in Conium maculatum and Heracleum lanatum (Umbelliferae), and in Ruta graveolens (Rutaceae), but not in Coronilla glauca (Leguminosae). Trapping experiments with ¹⁴C-umbelliferone over 3- to 24-hr periods revealed that DMS is rapidly metabolized, and that in short experiments its specific activity relative to the linear furano- coumarins′ is that of an intermediate. The specific activity of umbelliferone exhibited anomalies attributed to pool compartmentation. Analogous but less extensive experiments established that osthenol is an intermediate in angular furanocoumarin biosynthesis, but is much less rapidly metabolized than DMS. No significant incorporation into furanocoumarins of ¹⁴C from labelled l-valine, l-leucine, acetate, 2,3-di-hydroxyisovaleric acid, senecioic acid, isopentenylpyrophosphate, or mevalonate could be demonstrated. A synthesis of [1-¹⁴C]2,3-dihydroxyisovaleric acid is described.
Date de publication	1973-06
Maison d’édition	Elsevier Pergamon Press
Dans	Phytochemistry 12, nº 6 (juin 1973) : 1315–1324.
Langue	anglais
Publications évaluées par des pairs	Oui
Identificateur	0031942273805588 NRCC-13735
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Identificateur de l’enregistrement	3388a276-fe6a-4bd4-bfc0-7345206b60e2
Enregistrement créé	2023-10-11
Enregistrement modifié	2023-10-11

Date de modification :: 2024-07-07