Synthesis of new dicinnamoyl 4-deoxy quinic acid and methyl ester derivatives and evaluation of the toxicity against the pea aphid Acyrthosiphon pisum. - INRAE - Institut national de recherche pour l’agriculture, l’alimentation et l’environnement Accéder directement au contenu
Article Dans Une Revue Organic & Biomolecular Chemistry Année : 2016

Synthesis of new dicinnamoyl 4-deoxy quinic acid and methyl ester derivatives and evaluation of the toxicity against the pea aphid Acyrthosiphon pisum.

Résumé

New dicinnamoyl (caffeoyl, feruloyl, ortho and para-coumaroyl) 4-deoxyquinic acid and esters were synthesized by using a new 4-deoxy quinic acid triol intermediate. The optimisation of both coupling and deprotection steps allowed the preparation in good yields of the target products either as the carboxylic acid or the methyl ester form. Eight new compounds were evaluated for their ability to influence the feeding behaviour of the pea aphid Acyrthosiphon pisum. Artificial diet bioassays showed that two compounds are toxic (mortality and growth inhibition) at lower concentrations than the reference 3,5-dicaffeoyl quinic acid.
Fichier principal
Vignette du fichier
Li_2016-17282b.pdf (8.14 Mo) Télécharger le fichier
Origine : Fichiers produits par l'(les) auteur(s)
Loading...

Dates et versions

hal-01263941 , version 1 (15-03-2016)

Identifiants

Citer

Xiubin Li, Lucie Grand, Thomas Pouleriguen, Yves Queneau, Pedro da Silva, et al.. Synthesis of new dicinnamoyl 4-deoxy quinic acid and methyl ester derivatives and evaluation of the toxicity against the pea aphid Acyrthosiphon pisum.. Organic & Biomolecular Chemistry, 2016, 14 (8), pp.2487-2497. ⟨10.1039/c5ob02483h⟩. ⟨hal-01263941⟩
173 Consultations
161 Téléchargements

Altmetric

Partager

Gmail Facebook X LinkedIn More