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    Evaluation of the effects in cellular membrane models of antitrypanosomal poly-thymolformaldehyde (PTF) using Langmuir monolayers

    Year: 2021

    Journal: Biochim. Biophys. Acta-Biomembr., Volume 1863, FEB 1

    Authors: Parolin, Giovana A.; Goncalves, Giulia E. G.; Costa-Silva, Thais A.; Tempone, Andre G.; Caseli, Luciano; Lago, Joao Henrique G.; Peres, Laura O.

    Organizations: FAPESP [2018/07885-1, 2018/18180-9, 2018/04340-4, 2018/22214-6, 2014/50869-6, 2019/03239-0, 2018/10279-6]; CNPq [401109/2014-3, 308686/2017-9]; CAPES (Education Ministry) via the projects of the National Institute for Science and Technology on Organic Electronics (INEO) [23038.000776/201754]; CAPES [001]

    Keywords: Poly-thymolformaldehyde; Trypanosoma cruzi; Langmuir films; Monolayers; Cell membrane models

    The polymerization of bioactive compounds may be interesting because the supramolecular structures formed can boost biological action on microorganism membranes. In the present work, poly-thymolformaldehyde (PTF) activity, prepared by condensation of thymol and formaldehyde, was evaluated against trypomastigote forms of Trypanosoma cruzi and related with the physicochemical changes provided by the incorporation of the compound in protozoan cell membrane models. PTF exhibited an EC50 value of 23.4 mu g/mL and no toxicity against mammalian cells (CC50 > 200 mu g/mL). To understand the molecular action of PTF as an antiprotozoal candidate, this compound was incorporated in Langmuir monolayers of dipalmitoylphosphatidylglycerol (DPPG) as a model for parasite cell membranes. PTF shifted DPPG surface pressure-area isotherms to higher areas, indicating its incorporation in the lipid films. Additionally, it changed the thermodynamic, compressional, structural, and morphological properties of the floating monolayers, decreasing the collapse pressure, reducing the surface elasticity, and segregating molecules at the interface, forming domains with different reflectivities. Infrared spectroscopy showed that the lipid films with PTF presented an increased rate of gauche/all-trans conformers for the methylene groups from the acyl chains, indicating molecular disorder. Therefore, these results show that PTF alters the physicochemical properties of DPPG monolayers as a model for protozoa cell membranes, which can enhance the comprehension of the parasitic action of PTF against T. cruzi.
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