Glycoglycerolipids from the leaves of Perilla frutescens (L.) Britton (Labiatae) and their anti-inflammatory activities in lipopolysaccharide-stimulated RAW264.7 cells.

A described monogalactosyldiacylglycerol (MGDG) and two undescribed digalactosyldiacylglycerols (DGDGs) were isolated from the leaves of Perilla frutescens (L.) Britton (Labiatae) by using silica gel column chromatography and semi-preparative high performance liquid chromatography. The elucidation of complete structure of these compounds were conducted by using MS and NMR techniques. The MGDG (7.5% of total lipids) was identified as 1,2-2-O-(9Z,12Z,15E-octadecatrienoyl)-3-O-(ß-D-galactopyranosyl)-sn-glycerol. The two DGDGs (2.8% and 1.0% of total lipids, respectively) were identified as 1-O-(9Z,12Z,15Z-octadecatrienoyl)-2-O-(6Z,9Z,12Z-octadecatrienoyl)-3-O-[ß-D-galactopyranosyl-(1″→6')-α-D-galactopyranosyl]-sn-glycerol and 1-O- hexadecanoyl -2-O-(9Z,12Z,15Z-octadecatrienoy -l)-3-O-[ß-D-galactopyranosyl-(1″→6')-α-D-galactopyranosyl]-sn-glycerol, respectively. All the isolated MGDG and DGDGs were evaluated for their anti-inflammatory activities in lipopolysaccharide (LPS)-stimulated murine macrophages RAW264.7 cells. All of them showed good inhibitory activities and significantly blocked the production of LPS-induced TNF-α, (IL)-1ß and IL-6. The above results shed some light on a better understanding of the traditional anti-inflammatory effect of Perilla frutescens and reveal the potential anti-inflammatory constituents.