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    The effect of the monocyclic monoterpene tertiary alcohol gamma-terpineol on biointerfaces containing cholesterol

    Year: 2020

    Journal: Chem. Phys. Lipids, Volume 230, AUG

    Authors: Jaroque, Guilherme Nunez; Sartorelli, Patricia; Caseli, Luciano

    Organizations: Fundacao de Amparo a Pesquisa do Estado de Sao Paulo (FAPESP)Fundacao de Amparo a Pesquisa do Estado de Sao Paulo (FAPESP) [2019/03239-0]; Conselho Nacional de Desenvolvimento Cientifico e Tecnologico CNPqConselho Nacional de Desenvolvimento Cientifico e Tecnologico (CNPQ) [400896/2016-8]; CNPqConselho Nacional de Desenvolvimento Cientifico e Tecnologico (CNPQ)

    Keywords: Terpineol; Langmuir monolayers; Biointerfaces; DPPC; Cholesterol

    The compound gamma-terpineol, which presents potential as microbicide and anticancer drug, was incorporated in cholesterol Langmuir monolayers, pure or mixed with DPPC. The compound expands the monolayers at higher molecular areas, but condenses them at lower areas, indicating a structural molecular rearrangement of gamma-terpineol at the-water interface upon compression. Such effect was confirmed with rheological, surface potential, Brewster angle microscopy and infrared data, which indicated, respectively, reduction of the compressional modulus of the lipid monolayer, decrease of the surface potential, formation of aggregates, and alteration of the trans/gauche conformers ratio for methylene groups. Distinctive effects were observed for cholesterol monolayers without or with the presence of DPPC. Such results may help understand how the interaction of gamma-terpineol with lipidic surfaces is modulated by lipids able to mediate the packing state of biointerfaces.
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