Homologous acetylenic acetogenins from Porcelia macrocarpa R.E. (Fries) displayed potent activity against amastigotes from Trypanosoma cruzi

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dc.contributor.authorBrito I.A.
dc.contributor.authorCastro Levatti E.V.
dc.contributor.authorRegasini L.O.
dc.contributor.authorFerreira E.A.
dc.contributor.authorLopes F.B.
dc.contributor.authorFernandes J.P.S.
dc.contributor.authorBatista J.M.
dc.contributor.authorTempone A.G.
dc.contributor.authorLago J.H.G.
dc.date.accessioned2025-04-01T06:18:14Z
dc.date.available2025-04-01T06:18:14Z
dc.date.issued2025
dc.description.abstract© 2024 Elsevier LtdAs part of our continuous study on the Annonaceae species Porcelia macrocarpa, in the present work, eight chemically related 2-alkyl-3-hydroxy-4-methyl-γ-lactones (1–8) were isolated. Their structures were characterised by NMR, MS, and VCD. Their antitrypanosomal activity was evaluated in vitro against intracellular amastigotes with EC50 values ranged from 13.9 to 1.1 μM for compounds 1–3 and 6–8, while compounds 4 and 5 were inactive (EC50 > 100 μM). Compounds 1–8 did not exert toxicity against NCTC cells at the highest tested concentration (CC50 > 200 μM). Compared with the standard drug benznidazole (EC50 = 3.6 μM and SI > 54.6), compound 8 proved to be the most potent γ-lactone with an EC50 of 1.1 μM and an SI of >181.8. Finally, the structure–activity relationship analysis suggested that flexibility and length of side chain of the related γ-lactones 1–8 play an important role in the activity against amastigotes. The results contribute to the discovery of new molecular prototypes that can be used as scaffolds for developing drugs to treat Chagas disease.
dc.description.volume231
dc.identifier.doi10.1016/j.phytochem.2024.114360
dc.identifier.issnNone
dc.identifier.urihttps://dspace.mackenzie.br/handle/10899/40340
dc.relation.ispartofPhytochemistry
dc.rightsAcesso Restrito
dc.subject.otherlanguageAcetogenins
dc.subject.otherlanguageAnnonaceae
dc.subject.otherlanguageChagas disease
dc.subject.otherlanguagePorcelia macrocarpa
dc.subject.otherlanguageSAR
dc.subject.otherlanguageTrypanosoma cruzi
dc.titleHomologous acetylenic acetogenins from Porcelia macrocarpa R.E. (Fries) displayed potent activity against amastigotes from Trypanosoma cruzi
dc.typeArtigo
local.scopus.citations0
local.scopus.eid2-s2.0-85212147801
local.scopus.updated2025-04-01
local.scopus.urlhttps://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85212147801&origin=inward
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