Isolation, absolute configuration and cytotoxic activities of alkaloids from Hippeastrum goianum (Ravenna) Meerow (Amaryllidaceae)

The phytochemical study of Hippeastrum goianum led to the identification of 13 compounds by means of gas chromatography-mass spectrometry (GC-MS) and nuclear magnetic resonance (NMR). Compounds 7-demethoxy-9-O-methylhostasine (1) and 7-deoxi-trans-dihydronarciclasine (2) had their absolute configura...

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Detalles Bibliográficos
Autores: Lianza, Mariacaterina, Verdan, Maria Helena, Andrade, Jean Paulo de, Poli, Ferruccio, Almeida, Larissa C. de, Costa-Lotufo, Leticia V., Cunha Neto, Álvaro, Oliveira, Sarah C. C., Bastida Armengol, Jaume, Batista, Andrea N. L., Batista Jr, João M., Borges, Warley S.
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2020
País:España
Institución:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
Repositorio:Recercat. Dipósit de la Recerca de Catalunya
OAI Identifier:oai:recercat.cat:2445/175967
Acceso en línea:https://hdl.handle.net/2445/175967
Access Level:acceso abierto
Palabra clave:Alcaloides
Citotoxicitat per mediació cel·lular
Dicroisme circular
Tumors
Alkaloids
Cell-mediated cytotoxicity
Circular dichroism
Descripción
Sumario:The phytochemical study of Hippeastrum goianum led to the identification of 13 compounds by means of gas chromatography-mass spectrometry (GC-MS) and nuclear magnetic resonance (NMR). Compounds 7-demethoxy-9-O-methylhostasine (1) and 7-deoxi-trans-dihydronarciclasine (2) had their absolute configurations determined by vibrational circular dichroism (VCD). This is the first time that compound 1 is described in the Amaryllidaceae family. The cytotoxicity of all isolated compounds was tested against colorectal carcinoma (HCT 116), breast carcinoma (MCF-7), and non-tumor human retinal pigment epithelium (RPE) cell lines. The half-maximum inhibitory concentration (IC50) of compound 2 against each cell line was equivalent to the positive control (doxorubicin), indicating a considerable cytotoxic activity. Keywords: narciclasine; galasine; cytotoxic activity; absolute configuration; vibrational circular dichroism