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Fitoterapia ; 171: 105705, 2023 Dec.
Artículo en Inglés | MEDLINE | ID: mdl-37852389

RESUMEN

Seven new secoiridoid glycosides (1-7), together with a known analogue (8), were isolated from the fruits of Ligustrum lucidum. Their structures with absolute configurations were determined by HR-ESI-MS, 1D and 2D NMR, and electronic circular dichroism (ECD) spectroscopic analysis, as well as biogenetic consideration. Compounds 1 and 2 are the first examples of secoiridoid glycoside dimers featuring a rare rearranged oleoside-type secoiridoid moiety, and compounds 3-7 represent a new class of oleoside-type secoiridoid glycosides with unusual stereochemistry at C-1 position. A plausible biosynthetic pathway for this group of unusual secoiridoid glycosides was also proposed herein. In addition, the isolates were evaluated for their in vitro anti-inflammatory activity, and all tested compounds exhibited modest inhibitory effects against nitric oxide (NO) production in lipopolysaccharide (LPS)-induced RAW264.7 macrophages.


Asunto(s)
Glicósidos Iridoides , Ligustrum , Glicósidos Iridoides/farmacología , Glicósidos Iridoides/química , Ligustrum/química , Estructura Molecular , Frutas/química , Antiinflamatorios/farmacología , Glicósidos/farmacología , Glicósidos/análisis
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