Increased synthesis of a new oleanane-type saponin in hairy roots of marigold (Calendula officinalis) after treatment with jasmonic acid.

Fiche publication


Date publication

avril 2018

Journal

Natural product research

Auteurs

Membres identifiés du Cancéropôle Est :
Dr VERNEX-LOSET Lionel, Pr BONNET Sabine


Tous les auteurs :
Markowski M, Długosz M, Szakiel A, Durli M, Poinsignon S, Bouguet-Bonnet S, Vernex-Loset L, Krier G, Henry M

Résumé

Native plant of marigold (Calendula officinalis L.) synthesizes oleanolic acid saponins classified as glucosides or glucuronides according to the first residue in sugar chain bound to C-3 hydroxyl group. Hairy root culture, obtained by transformation with Agrobacterium rhizogenes strain 15834, exhibit a potent ability of synthesis of oleanolic acid glycosides. The HPLC profile of saponin fraction obtained from C. officinalis hairy roots treated with plant stress hormone, jasmonic acid, showed the 10-times increase of the content of one particular compound, determined by NMR and MALDI TOF as a new bisdesmoside saponin, 3-O-β-d-glucuronopyranosyl-28-O-β-d-galactopyranosyl-oleanolic acid. Such a diglycoside does not occur in native C. officinalis plant. It is a glucuronide, whereas in the native plant glucuronides are mainly accumulated in flowers, while glucosides are the most abundant saponins in roots. Thus, our results revealed that the pathways of saponin biosynthesis, particularly reactions of glycosylation, are altered in C. officinalis hairy root culture.

Mots clés

Calendula officinalis, NMR, Triterpenoid saponin, hairy roots, jasmonic acid

Référence

Nat. Prod. Res.. 2018 Apr 18;:1-5