Antitrypanosomal activity of epi-polygodial from Drimys brasiliensis and its effects in cellular membrane models at the air-water interface.

Abstract:

:Epi-polygodial, a drimane sesquiterpene was isolated from Drimys brasiliensis (Winteraceae). This compound demonstrated high parasite selectivity towards Trypanosoma cruzi trypomastigotes (IC50 = 5.01 μM) with a selectivity index higher than 40. These results were correlated with the effects observed when this compound was incorporated in cellular membrane models of protozoans, represented by Langmuir monolayers of dipalmitoylphosphoethanolamine (DPPE). Surface pressure-area isotherms showed that epi-polygodial expands DPPE monolayers at higher areas and condenses them at lower areas, which was attributed to the preferential interaction with the polar heads of the lipid. This mechanism of action could be corroborated with Polarization-Modulation Reflection-Absorption Spectroscopy and Brewster Angle Microscopy. These results pointed to the fact that the interaction of epi-polygodial with DPPE monolayers at the air-water interface affects the physical chemical properties of the mixed film, which may be important to comprehend the interaction of this drug with cellular membranes at the molecular level.

journal_name

Bioorg Chem

journal_title

Bioorganic chemistry

authors

Gonçalves GEG,Morais TR,Gomes KS,Costa-Silva TA,Tempone AG,Lago JHG,Caseli L

doi

10.1016/j.bioorg.2018.11.048

subject

Has Abstract

pub_date

2019-03-01 00:00:00

pages

186-191

eissn

0045-2068

issn

1090-2120

pii

S0045-2068(18)31211-2

journal_volume

84

pub_type

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