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1.
Chem Biodivers ; 19(12): e202200993, 2022 Dec.
Artículo en Inglés | MEDLINE | ID: mdl-36373347

RESUMEN

A new iridoid glycoside, named 6'-O-trans-feruloyl-8-epiloganic acid, together with fifteen known compounds were isolated from the twigs and leaves of Callicarpa nudiflora, a traditional Chinese medicine to treat inflammatory-related diseases. Their structures were identified by comprehensive spectroscopic analysis and comparison with reported data. Bioassay results revealed that twelve of the isolates could obviously inhibit nitric oxide (NO) production in lipopolysaccharide (LPS)-induced RAW 264.7 cell lines with IC50 values from 0.64 to 38.72 µM. Among them, compounds 1 (3.27 µM), 6 (5.23 µM), 13 (1.56 µM) and 14 (0.64 µM) exhibited significantly higher activities than that of the positive control (27.13 µM). Additionally, it was supposed that the presence of the carboxy group at the C-4 position of iridoid glycosides and glycosylation at C-3 position of flavonoids might impact their inhibitory activities against NO production.


Asunto(s)
Callicarpa , Glicósidos Iridoides , Glicósidos Iridoides/farmacología , Glicósidos Iridoides/química , Callicarpa/química , Flavonoides/farmacología , Estructura Molecular , Glicósidos/farmacología , Antiinflamatorios/farmacología , Antiinflamatorios/química , Óxido Nítrico
2.
Chem Biodivers ; 17(4): e1900674, 2020 Apr.
Artículo en Inglés | MEDLINE | ID: mdl-32181982

RESUMEN

The fruits of Melia toosendan Sieb. et Zucc. (Meliaceae) are a source of bioactive limonoids that can be used as effective pesticides. In this study, two novel limonoids, 6-acetylsendanal and 6-ketocinamodiol, were isolated together with fourteen known compounds, namely four protolimonoids, six trichilin-class limonoids, and four C-seco limonoids. The structures of the new compounds were determined by extensive spectroscopic analyses (HR-ESI-MS, UV, IR, 1D and 2D NMR). The bioassay results revealed that eleven of the extracted limonoids exhibited interesting antifeedant activities against the larvae of Pieris rapae with AFC50 values in the range of 0.11-1.79 mm. Particularly, mesendanin H, with an AFC50 value of 0.11 mm, exhibited a higher activity than the positive control toosendanin. Information on new bioactive limonoids may provide further insight into M. toosendan as a source of bioactive components.


Asunto(s)
Limoninas/química , Melia/química , Animales , Mariposas Diurnas/efectos de los fármacos , Mariposas Diurnas/crecimiento & desarrollo , Medicamentos Herbarios Chinos/farmacología , Frutas/química , Frutas/metabolismo , Larva/efectos de los fármacos , Larva/crecimiento & desarrollo , Limoninas/aislamiento & purificación , Limoninas/farmacología , Espectroscopía de Resonancia Magnética , Melia/metabolismo , Conformación Molecular , Espectrometría de Masa por Ionización de Electrospray
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