Asarone-derived Phenylpropanoids anda isoquinoline-derived alkaloids from the bark of Duguetia pycnastera (Annonaceae) and their cytotoxicities

dc.creatorSouza, César A. S. de
dc.creatorNardellia, Victória B.
dc.creatorPaza, Weider H. P.
dc.creatorPinheiro, Maria Lúcia B.
dc.creatorRodrigues, Ana Carolina Borges da Cruz
dc.creatorBomfim, Larissa Mendes
dc.creatorSoares, Milena Botelho Pereira
dc.creatorBezerra, Daniel Pereira
dc.creatorChaar, Jamal da S.
dc.creatorKoolen, Hector Henrique Ferreira
dc.creatorSilva, Felipe Moura Araujo da
dc.creatorCosta, Emmanoel Vilaça
dc.date2021-01-21T13:53:16Z
dc.date2021-01-21T13:53:16Z
dc.date2020
dc.date.accessioned2023-09-26T22:53:02Z
dc.date.available2023-09-26T22:53:02Z
dc.identifierSOUZA, César A. S. de et al. Asarone-derived Phenylpropanoids anda isoquinoline-derived alkaloids from the bark of Duguetia pycnastera (Annonaceae) and their cytotoxicities. Quimica Nova, v. 15, p. 1-7, 2020.
dc.identifier0100-4042
dc.identifierhttps://www.arca.fiocruz.br/handle/icict/45763
dc.identifier10.21577/0100-4042.20170617
dc.identifier.urihttps://repositorioslatinoamericanos.uchile.cl/handle/2250/8884337
dc.descriptionAnalytical Center of the Multidisciplinary Support Center at the UFAM (CA/CAM/UFAM) for the NMR and MS analysis, and CNPq, CAPES, FINEP, FAPESB, and UFAM for financial support and fellowship.
dc.descriptionThe phytochemical investigation of the hexane and methanol extracts from the bark of Duguetia pycnastera Sandwith (Annonaceae) afforded seven known compounds, two asarone-derived phenylpropanoids and five isoquinoline-derived alkaloids. The asarones, γ-asarone (1-allyl-2,4,5-trimethoxybenzene) and 2,4,5-trimethoxy-styrene were isolated of the hexane extract while the aporphine alkaloids, O-methylmoschatoline, lysicamine, nornuciferidine, and guatterine N-oxide, and the benzyltetrahydroisoquinoline alkaloid, (S)-reticuline were isolated of the alkaloid fraction of the methanol extract. This is the first report of these compounds in D. pycnastera. γ-Asarone is being reported for the first time in the Annonaceae. Nornuciferidine is described for the second time in the Annonaceae while guatterine N-oxide is the third register. The structures of the isolated compounds were established by extensive analyses using 1D and 2D NMR spectroscopy in combination with MS. The cytotoxic activity of the isolated compounds (except for nornuciferidine) was evaluated against cancer and non-cancerous cell lines, in which lysicamine was the most active compound, mainly against HL-60, HepG2, and K562 with IC50 values of 24.40, 28.86 and 38.75 μmol L-1, respectively.
dc.formatapplication/pdf
dc.languageeng
dc.publisherPubliSBQ
dc.rightsopen access
dc.subjectAlcaloides
dc.subjectMetanol
dc.subjectAnnonaceae
dc.subjectCancer
dc.subjectDuguetia pycnastera
dc.subjectAsarones
dc.subjectAporphine alkaloid
dc.subjectBenzyltetrahydroisoquinoline alkaloid
dc.subjectCytotoxic activity
dc.titleAsarone-derived Phenylpropanoids anda isoquinoline-derived alkaloids from the bark of Duguetia pycnastera (Annonaceae) and their cytotoxicities
dc.typeArticle


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