Cargando…

New Octadecanoid Enantiomers from the Whole Plants of Plantago depressa

In this study, 19 octadecanoid derivatives—four pairs of enantiomers (1–8), two racemic/scalemic mixtures (9–10), and nine biosynthetically related analogues—were obtained from the ethanolic extract of a Chinese medicinal plant, Plantago depressa Willd. Their structures were elucidated on the basis...

Descripción completa

Detalles Bibliográficos
Autores principales: Song, Xiu-Qing, Zhu, Kongkai, Yu, Jin-Hai, Zhang, Qianqian, Zhang, Yuying, He, Fei, Cheng, Zhi-Qiang, Jiang, Cheng-Shi, Bao, Jie, Zhang, Hua
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6099667/
https://www.ncbi.nlm.nih.gov/pubmed/30011919
http://dx.doi.org/10.3390/molecules23071723
Descripción
Sumario:In this study, 19 octadecanoid derivatives—four pairs of enantiomers (1–8), two racemic/scalemic mixtures (9–10), and nine biosynthetically related analogues—were obtained from the ethanolic extract of a Chinese medicinal plant, Plantago depressa Willd. Their structures were elucidated on the basis of detailed spectroscopic analyses, with the absolute configurations of the new compounds assigned by time-dependent density functional theory (TD-DFT)-based electronic circular dichroism (ECD) calculations. Six of them (1, 3–6, and 9) were reported for the first time, while 2, 7, and 8 have been previously described as derivatives and are currently obtained as natural products. Our bioassays have established that selective compounds show in vitro anti-inflammatory activity by inhibiting lipopolysaccharide-induced nitric oxide (NO) production in mouse macrophage RAW 264.7 cells.