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2014-06-22 - Colloque/Présentation - poster - Anglais - 1 page(s)

Nachtergael Amandine , Coulembier Olivier , Dubois Philippe , Helvenstein Maxime, Duez Pierre , Blankert Bertrand , Mespouille Laetitia , "Organocatalysis paradigm revised: are metal-free catalysts really harmless?" in Drug Analysis, Liège, Belgique, 2014

  • Codes CREF : Chimie analytique (DI1314), Pharmacognosie (DI3410), Sciences pharmaceutiques (DI3400), Toxicologie pharmaceutique (DI3440)
  • Unités de recherche UMONS : Chimie thérapeutique et Pharmacognosie (M136)
  • Instituts UMONS : Institut des Sciences et Technologies de la Santé (Santé)

Abstract(s) :

(Anglais) Catalysts are commonly used in polymer synthesis. Traditionally, catalysts used to be metallic compounds but some studies have pointed out their toxicities for human health and environment (1, 2) ; moreover the removal of metal impurities from synthetic polymer is quite expensive. To address these issues, organocatalysts have been intensively synthetized and are now widely used in ring-opening polymerization (ROP) reactions. However, extensive toxicity studies haven’t been performed for most of these catalysts and, so far, there are no convincing evidence of their safety. The present study attempts to assess whether well-established organo-based ROP catalysts used for the preparation of FDA-approved polyesters present a certain level of cytotoxicity. For this purpose, two cell models have been selected, normal epithelial intestinal cells (FHs74Int) and metabolically-competent human hepatocellular carcinoma cells (HepaRG); the toxicity of metallic and organocatalysts has been evaluated using a MTT cytotoxicity assay. The fitted curves “% of cell viability” versus “log (catalyst concentration)” allowed determination of IC10, IC50 and IC90, the concentrations that reduce cell growth by 10, 50 and 90 percent, respectively. Amongst organocatalysts, only thiourea shows an important cytotoxicity on both cell models. The 4-dimethylaminopyridine (DMAP), 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) and meta-(trimethylammonio)phenolate betaine show cytotoxicity against the HepRG cell line at a high concentration. Interestingly Tin(IV) bromide doesn’t show any cytotoxicity against FHs74Int cells, contrary to dibutyltinbis(2-ethylhexanoate) that seems to be very toxic to this intestinal cell model. References 1) Nagajyoti, P.C., K.D. Lee, and T.V.M. Sreekanth, Heavy metals, occurrence and toxicity for plants: a review. Environmental Chemistry Letters, 2010. 8(3): p. 199-216. 2) Boyer, I.J., Toxicity of dibutyltin, tributyltin and other organotin compounds to humans and to experimental animals. Toxicology, 1989. 55(3): p. 253-298.