Increased synthesis of a new oleanane-type saponin in hairy roots of marigold (Calendula officinalis) after treatment with jasmonic acid
| Autor: | Marek Długosz, Sabine Bouguet-Bonnet, Mathieu Durli, Sophie Poinsignon, Lionel Vernex-Loset, Max Henry, Michał Markowski, Anna Szakiel, Gabriel Krier |
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| Přispěvatelé: | University of Warsaw (UW), Cristallographie, Résonance Magnétique et Modélisations (CRM2), Université de Lorraine (UL)-Centre National de la Recherche Scientifique (CNRS), Laboratoire Lorrain de Chimie Moléculaire (L2CM), Institut de Chimie du CNRS (INC)-Université de Lorraine (UL)-Centre National de la Recherche Scientifique (CNRS), Laboratoire de Chimie et Physique - Approche Multi-échelle des Milieux Complexes (LCP-A2MC), Université de Lorraine (UL) |
| Rok vydání: | 2018 |
| Předmět: |
Saponin
Agrobacterium Cyclopentanes Plant Science Plant Roots 01 natural sciences Biochemistry Analytical Chemistry chemistry.chemical_compound Calendula Glucuronides [CHIM.ANAL]Chemical Sciences/Analytical chemistry Glycosides Oxylipins Oleanolic Acid Oleanolic acid Chromatography High Pressure Liquid ComputingMilieux_MISCELLANEOUS Triterpenoid saponin chemistry.chemical_classification biology 010405 organic chemistry Jasmonic acid Organic Chemistry Glycoside Saponins biology.organism_classification 0104 chemical sciences carbohydrates (lipids) 010404 medicinal & biomolecular chemistry chemistry Calendula officinalis Hairy root culture Officinalis |
| Zdroj: | Natural Product Research Natural Product Research, Taylor & Francis, 2018, 33 (8), pp.1218-1222. ⟨10.1080/14786419.2018.1460840⟩ |
| ISSN: | 1478-6427 1478-6419 1029-2349 |
| DOI: | 10.1080/14786419.2018.1460840 |
| Popis: | 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. |
| Databáze: | OpenAIRE |
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