RESUMO
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 38.72â µM. Among them, compounds 1 (3.27â µM), 6 (5.23â µM), 13 (1.56â µM) and 14 (0.64â µM) exhibited significantly higher activities than that of the positive control (27.13â 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.
Assuntos
Callicarpa , Glicosídeos Iridoides , Glicosídeos Iridoides/farmacologia , Glicosídeos Iridoides/química , Callicarpa/química , Flavonoides/farmacologia , Estrutura Molecular , Glicosídeos/farmacologia , Anti-Inflamatórios/farmacologia , Anti-Inflamatórios/química , Óxido NítricoRESUMO
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 0.11-1.79â mm. Particularly, mesendanin H, with an AFC50 value of 0.11â 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.