Preparation of New Glycerol-Based Dendrimers and Studies on Their Behavior toward Essential Oil Encapsulation

Chloë Maes; Bérengère Menot; Safa Hayouni; Agathe Martinez; Marie-Laure Fauconnier; Sandrine Bouquillon

doi:10.1021/acsomega.1c06917

Preparation of New Glycerol-Based Dendrimers and Studies on Their Behavior toward Essential Oil Encapsulation

ACS Omega. 2022 Mar 15;7(12):10277-10291. doi: 10.1021/acsomega.1c06917. eCollection 2022 Mar 29.

Authors

Chloë Maes^{1

2}, Bérengère Menot¹, Safa Hayouni¹, Agathe Martinez¹, Marie-Laure Fauconnier², Sandrine Bouquillon¹

Affiliations

¹ UMR CNRS 7312, Université Reims-Champagne-Ardenne, Institut de Chimie Moléculaire de Reims, UFR Sciences, BP 1039 boîte 44, 51687 Reims Cedex 2, France.
² Laboratoire de Chimie des Molécules Naturelles. Gembloux Agro-Bio Tech, Université de Liège, 2 Passage des Déportés, 5030 Gembloux, Belgique.

Abstract

Two new families of glycerol-based dendrimers (glyceroladendrimers (GADs) and glyceroclickdendrimers (GCDs)) have been synthesized. Three generations have been isolated for each family with good yields and were fully analyzed. The encapsulation of essential oils (citronella and cinnamon) in GADs, GCDs, and also in previously described glycerodendrimers GD-PAMAMs and GD-PPIs has been studied by dynamic-headspace gas chromatography coupled to mass spectrometry. The retention rates obtained were from -35.8 to 26.65% for citronella essential oil and from 2.14 to 38.84% for the cinnamon essential oil. In addition, the best results were obtained with GD-PAMAMs and GD-PPIs of higher generation. The interaction study between essential oils or more precisely their major components have been performed through NMR spectroscopy (¹H NMR and DOSY NMR). No direct interactions between dendrimers and essential oils have been observed, but a surprising behavior of compression of the dendrimer in stable emulsions was observed. Indeed, the hydrodynamic radius of GD-PPI-3 has been reduced in the presence of cinnamon essential oil.