Antitrypanosomal activity and evaluation of the mechanism of action of diterpenes from aerial parts of Baccharis retusa (Asteraceae)

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dc.contributor.authorUeno A.K.
dc.contributor.authorBarcellos A.F.
dc.contributor.authorCosta-Silva T.A.
dc.contributor.authorMesquita J.T.
dc.contributor.authorFerreira D.D.
dc.contributor.authorTempone A.G.
dc.contributor.authorRomoff P.
dc.contributor.authorAntar G.M.
dc.contributor.authorLago J.H.G.
dc.date.accessioned2024-03-12T23:58:22Z
dc.date.available2024-03-12T23:58:22Z
dc.date.issued2018
dc.description.abstract© 2017 Elsevier B.V.Baccharis retusa, a medicinal Brazilian plant from Asteraceae, has been used in Brazilian folk medicine to treatment of several illnesses, including parasitic diseases. Bioactivity-guided fractionation of the n-hexane extract from the aerial parts of B. retusa resulted in the isolation and characterization of three active related diterpenes: ent-15β-senecioyl-oxy-kaur-16-en-19-oic acid (1), ent-kaur-16-en-19-oic (2) and ent-16-oxo-17-nor-kauran-19-oic (3) acids. The structures of isolated compounds were defined by spectroscopic analysis, including NMR and HRESIMS. Antitrypanosomal activity of 1–3 was performed against cell-derived trypomastigotes using the colorimetric resazurin assay. The obtained results demonstrated that isolated compounds displayed a reduced toxicity against NCTC cells and were effective against the trypomastigote forms of T. cruzi with IC50 values of 3.8 μM (1), 75.3 μM (2) and 44.2 μM (3). Additionally, compound 3 displayed activity against amastigote forms of T. cruzi with IC50 of 83.2 μM. Compound 1 displayed the highest selectivity index (SI) when considered the trypomastigote forms, and its effect in the plasma membrane of parasite was evaluated using the fluorescent probe SYTOX Green. A considerable permeabilization (57%) in the membrane of the parasite was observed when compared to the untreated trypomastigotes. These data demonstrate, for the first time, the antitrypanosomal activity and mechanism of action of 1 and related compounds 2 and 3, obtained from aerial parts of B. retusa.
dc.description.firstpage55
dc.description.lastpage58
dc.description.volume125
dc.identifier.doi10.1016/j.fitote.2017.12.016
dc.identifier.issn1873-6971
dc.identifier.urihttps://dspace.mackenzie.br/handle/10899/35558
dc.relation.ispartofFitoterapia
dc.rightsAcesso Restrito
dc.subject.otherlanguageBaccharis retusa
dc.subject.otherlanguageent-15β-senecioyl-oxy-kaur-16-en-19-oic acid
dc.subject.otherlanguageent-kaurane diterpenes
dc.subject.otherlanguagePlasma membrane permeability
dc.subject.otherlanguageTrypanosoma cruzi
dc.titleAntitrypanosomal activity and evaluation of the mechanism of action of diterpenes from aerial parts of Baccharis retusa (Asteraceae)
dc.typeArtigo
local.scopus.citations24
local.scopus.eid2-s2.0-85038924079
local.scopus.subjectAnimals
local.scopus.subjectBaccharis
local.scopus.subjectBrazil
local.scopus.subjectCell Line
local.scopus.subjectDiterpenes
local.scopus.subjectMice
local.scopus.subjectPlant Components, Aerial
local.scopus.subjectPlants, Medicinal
local.scopus.subjectTrypanocidal Agents
local.scopus.subjectTrypanosoma cruzi
local.scopus.updated2024-05-01
local.scopus.urlhttps://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85038924079&origin=inward
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