Antiproliferative piperidine alkaloids from the leaves of Alocasia macrorrhiza.
Phytochemistry
; 222: 114069, 2024 Jun.
Article
em En
| MEDLINE
| ID: mdl-38548035
ABSTRACT
Seventeen piperidine alkaloids, including 15 previously undescribed 2-substituted-6-(9-phenylnonyl)-piperidine-3,4-diol alkaloids and a previously undescribed 2-substituted-6-(9-phenylnonyl)-piperidine-3-ol alkaloid, were isolated from the leaves of Alocasia macrorrhiza (L.) Schott. Their planar structures and configurations were elucidated based on HR-ESI-MS, 1D and 2D NMR, Snatzke's method, modified Mosher method, single-crystal X-ray crystallography, as well as quantum chemical calculation. It was found that ΔδH5b-H5a can be used to elucidate the relative configuration of 2,3,4,6-tetrasubstituted piperidine, by analyzing the NMR data of 2-substituted-6-(9-phenylnonyl)-piperidine-3,4-diol. Antiproliferative activity was evaluated for all of the alkaloids, and compounds 6-8 showed considerable inhibitory activity against K562 cell line, with the IC50 values of 17.24 ± 1.62, 19.31 ± 0.9 and 18.77 ± 1.09µM, respectively. Furthermore, compounds 6 and 7 exerted an antiproliferative effect by inducing apoptosis.
Palavras-chave
Texto completo:
1
Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Piperidinas
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Ensaios de Seleção de Medicamentos Antitumorais
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Folhas de Planta
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Alocasia
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Proliferação de Células
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Alcaloides
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Antineoplásicos Fitogênicos
Limite:
Humans
Idioma:
En
Revista:
Phytochemistry
Ano de publicação:
2024
Tipo de documento:
Article
País de afiliação:
China