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2022-04-01 - Colloque/Présentation - communication orale - Anglais - page(s)

Semay Irène , "Extraction and characterization of pollen phenolamides for bee conservation" in 14ème édition des Journées-Rencontres des Jeunes Chimistes SRC, ULiège, Belgique, 2022

  • Codes CREF : Chimie analytique (DI1314), Pharmacognosie (DI3410), Chimie organique (DI1313), Zoologie générale (DI3160)
  • Unités de recherche UMONS : Synthèse et spectrométrie de masse organiques (S836)
  • Instituts UMONS : Institut des Biosciences (Biosciences)

Abstract(s) :

(Anglais) Extraction and characterization of pollen phenolamides for bee conservation 1Irène Semay, 2Maryse Vanderplanck, 3Amandine Nachtergael, 3Pierre Duez, 2Denis Michez and 1Pascal Gerbaux 1Organic Synthesis and Mass Spectrometry Laboratory (S²MOs), University of Mons (UMONS), Belgium, irene.semay@umons.ac.be 2Zoology Laboratory, University of Mons (UMONS), Belgium 3Therapeutic Chemistry and Pharmacognosy Laboratory, University of Mons (UMONS), Belgium Today more than ever, bee populations are in danger. The use of noxious pesticides can partially explain their high mortality rates, but bees can also be fatally infected by parasites, bacteria, viruses or protozoans [1,2]. One way to help them fight against those infections is to investigate what bees feed on thorough their life, namely floral resources and especially, pollen as it contains numerous specialized metabolites. Moreover, this approach is already supported by encouraging results in literature [3]. Nevertheless, before conducting biological tests, metabolites must be fully characterized. In this study, several melliferous plants of Western Europe (C. monogyna Jacq. and H. annuus L.) were selected. Different plant parts were harvested, namely leaves, corollas, pollen and nectar and extracted in a methanolic solution. The resulting extracts were analyzed by liquid chromatography (LC) coupled with mass spectrometry (MS). Distinct metabolite profiles were highlighted between plant parts, and phenolamides (PA) found in the selected pollens and nectars were thoroughly studied since they are an abundant family of pollen metabolites [4]. However, their structural characterization is still a challenge as natural extracts often contain a large number of congeners presenting only subtle structural differences [5,6]. To characterize the different congeners, LC-MS and LC-MSMS experiments were performed to obtain collision-induced dissociation (CID) spectra in positive and negative modes. The latter allowed us to identify key fragmentations for characterization. Additionally, reference PA were synthesized by reacting aliphatic di- or triamines with different hydroxycinnamic acids, including ferulic acid, caffeic acid and coumaric acid. Moreover, being sensitive to UV irradiation, PA derivatives undergo efficient trans-cis isomerization, which was monitored by LC-MS on diverse structures. Additionally, as far as the cis and trans stereoisomers are concerned, ion mobility experiments were used for the first time to successfully resolve the PA isomers, especially when considering the [M+Na]+ ions. [1] KLUSER, S. and PEDUZZI, P. GRID-Europe report. 2007 [2] GRAYSTOCK, P. et al. Parasitology. 2015 [3] VANDERPLANCK, M. et al. Ecosphere. 2019 [4] VOGT, T. Journal of Experimental Botany. 2018. Vol. 69, n°22 [5] HANDRICK, V. et al. Analytical and Bioanalytical Chemistry. 2010. Vol. 398. [6] LI, Y. et al. Analytical Chemistry. 2018. Vol. 90, n°24