Poster

P1.6 – Persimmon-tannin. An exhaustive study on the self-assembly behaviour for the production of pure-tannins nanoparticles.

Chiara Cestari

Ca' Foscari University of Venice

Co-author(s):
Massimo Sgarzi, Ca’ Foscari University of Venice
Matteo Gigli, Ca’ Foscari University of Venice
Claudia  Crestini, Ca’ Foscari University of Venice

Tannins are natural polyphenols with relevant biological properties ranging from antioxidant to antimicrobial activity.Tannins self-assembly behaviour has not yet been studied in detail.[1] However, the presence of hydroxyl and phenolic groups along with aromatic rings, expectedly results in both long-range interactions (e.g. van der Waals, electrostatic forces and hydrophobic interaction) and short-range interactions (e.g. H-bonds and π-π interactions).[2]In this context, an array of different hydrolysable and condensed tannins was used in the frame of a comprehensive study of their aggregation mechanisms. More specifically, focusing on colloidal aggregation processes,  different solvents, sample concentrations, and other variables including pH, ionic strength, and temperature were modified based on the same approach that were essential to controlling lignin aggregates.[3]The study of this material provides the first step in the investigation of the aggregation of tannins, with the aim to prepare pure tannins nanoparticles.The structural peculiarity of the aggregates displayed in the DLS (Dynamic Light Scattering) was correlated to the structure of tannins as evaluated by 31P NMR, 1H/13C HSQC, MALDI, GC-MS, and HPLC.[4,5 6]

References:1. Zhen, L., Lange, H. & Crestini, C. An Analytical Toolbox for Fast and Straightforward Structural Characterisation of Commercially Available Tannins. Molecules 26, 2532 (2021). 2. Cestari, C., Pajer, N. & Crestini, C. Aggregation Phenomena in Lignin. in Reference Module in Chemistry, Molecular Sciences and Chemical Engineering B9780443157424000764 (Elsevier, 2024). 3. Pajer, N., Cestari, C., Argyropoulos, D. S. & Crestini, C. From lignin self assembly to nanoparticles nucleation and growth: A critical perspective. Npj Mater. Sustain. 2, 31 (2024). 4. Meng, X. et al. Determination of hydroxyl groups in biorefinery resources via quantitative 31P NMR spectroscopy. Nat. Protoc. 14, 2627–2647 (2019). 5. Ignat, I., Volf, I. & Popa, V. I. A critical review of methods for characterisation of polyphenolic compounds in fruits and vegetables. Food Chem. 126, 1821–1835 (2011). 6. Heim, K. E., Tagliaferro, A. R. & Bobilya, D. J. Flavonoid antioxidants: chemistry, metabolism and structure-activity relationships. J. Nutr. Biochem. 13, 572–584 (2002).

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