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Phytochemistry ; 213: 113752, 2023 Sep.
Artículo en Inglés | MEDLINE | ID: mdl-37330032

RESUMEN

Four undescribed tryptamine-derived alkaloids, hunteriasines A - D, were isolated and identified from Hunteria umbellata (Apocynaceae), together with fifteen known indole alkaloids. The chemical structure and absolute configuration of hunteriasine A were determined by spectroscopic and X-ray crystallographic data analyses. Hunteriasine A, featuring with a unique scaffold comprised of tryptamine and an unprecedented "12-carbon unit" moiety, is a zwitterionic indole-derived and pyridinium-containing alkaloid. Hunteriasines B - D were identified by spectroscopic data analyses and theoretical calculations. A plausible biogenetic pathway for hunteriasines A and B was proposed. The lipopolysaccharide-stimulated mouse macrophage cell line J774A.1 cell-based bioactivity assays revealed that (+)-eburnamine, strictosidinic acid, and (S)-decarbomethoxydihydrogambirtannine enhance the release of interleukin-1ß.


Asunto(s)
Alcaloides , Apocynaceae , Alcaloides de Triptamina Secologanina , Ratones , Animales , Alcaloides/farmacología , Alcaloides Indólicos/farmacología , Alcaloides Indólicos/química , Apocynaceae/química , Extractos Vegetales/química , Triptaminas/farmacología , Estructura Molecular , Alcaloides de Triptamina Secologanina/química
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