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

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dc.citation.volume125
dc.contributor.authorUeno, Anderson K. [UNIFESP]
dc.contributor.authorBarcellos, Aline F.
dc.contributor.authorCosta-Silva, Thais A.
dc.contributor.authorMesquita, Juliana T.
dc.contributor.authorFerreira, Daiane D.
dc.contributor.authorTempone, Andre G.
dc.contributor.authorRomoff, Paulete
dc.contributor.authorAntar, Guilherme M.
dc.contributor.authorLago, Joao Henrique G.
dc.coverageAmsterdam
dc.date.accessioned2020-07-08T13:09:34Z
dc.date.available2020-07-08T13:09:34Z
dc.date.issued2018
dc.description.abstractBaccharis 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-15 beta-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 mu M (1), 75.3 mu M (2) and 44.2 mu M (3). Additionally, compound 3 displayed activity against amastigote forms of T. cruzi with IC50 of 83.2 mu M. 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.en
dc.description.affiliationUniv Fed Sao Paulo, Inst Environm Chem & Pharmaceut Sci, BR-09972270 Sao Paulo, Brazil
dc.description.affiliationFed Univ ABC, Ctr Nat Sci & Humanities, BR-09210580 Sao Paulo, Brazil
dc.description.affiliationAdolfo Lutz Inst, Ctr Parasitol & Mycol, BR-01246000 Sao Paulo, Brazil
dc.description.affiliationUniv Prebiteriana Mackenzie, Sch Engn, BR-01302907 Sao Paulo, Brazil
dc.description.affiliationUniv Sao Paulo, Inst Biosci, Dept Bot, BR-05508090 Sao Paulo, Brazil
dc.description.affiliationUnifespUniv Fed Sao Paulo, Inst Environm Chem & Pharmaceut Sci, BR-09972270 Sao Paulo, Brazil
dc.description.sourceWeb of Science
dc.description.sponsorshipFundacao de Amparo a Pesquisa do Estado de Sao Paulo
dc.description.sponsorshipCNPq scientific research award
dc.description.sponsorshipIDFAPESP: 2014/08961-2, 2015/11936-2, 2015/23403-9
dc.format.extent55-58
dc.identifierhttp://dx.doi.org/10.1016/j.fitote.2017.12.016
dc.identifier.citationFitoterapia. Amsterdam, v. 125, p. 55-58, 2018.
dc.identifier.doi10.1016/j.fitote.2017.12.016
dc.identifier.issn0367-326X
dc.identifier.urihttps://repositorio.unifesp.br/handle/11600/54077
dc.identifier.wosWOS:000425560500009
dc.language.isoeng
dc.publisherElsevier Science Bv
dc.relation.ispartofFitoterapia
dc.rightsinfo:eu-repo/semantics/restrictedAccess
dc.subjectBaccharis retusaen
dc.subjectTrypanosoma cruzien
dc.subjectPlasma membrane permeabilityen
dc.subjectent-kaurane diterpenesen
dc.subjectent-15 beta-senecioyl-oxy-kaur-16-en-19-oic aciden
dc.titleAntitrypanosomal activity and evaluation of the mechanism of action of diterpenes from aerial parts of Baccharis retusa (Asteraceae)en
dc.typeinfo:eu-repo/semantics/article
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