A new ursane-type triterpenoid glycoside from Centella asiatica leaves modulates the production of nitric oxide and secretion of TNF-alpha in activated RAW 264.7 cells

作者：Nguyen Xuan Nhiem; Bui Huu Tai; Tran Hong Quang; Phan Van Kiem; Chau Van Minh; Nguyen Hoai Nam; Kim Jun Ho; Im Lee Rang; Lee Young Mi; Kim Young Ho^*

来源：Bioorganic & Medicinal Chemistry Letters, 2011, 21(6): 1777-1781.

DOI：10.1016/j.bmcl.2011.01.066

• Centella asiatica
• Apiaceae
• Ursane-type triterpene glycoside
• Asiaticoside G
• IL-2
• Anti-inflammatory
• Nitric oxide
• Tumor necrosis factor-alpha

One new ursane-type triterpenoid glycoside, asiaticoside G (1), five triterpenoids, asiaticoside (2), asiaticoside F (3), asiatic acid (4), quadranoside IV (5), and 2 alpha,3 beta,6 beta-trihydroxyolean-12-en-28-oic acid 28-O-[alpha-L-rhamnopyranosyl-(1 -> 4)-beta-D-glucopyranosyl-(1 -> 6)-beta-D-glucopyranosyl] ester (6), and four flavonoids, kaempferol (7), quercetin (8), astragalin (9), and isoquercetin (10) were isolated from the leaves of Centella asiatica. Their chemical structures were elucidated by mass, 1D- and 2D-nuclear magnetic resonance (NMR) spectroscopy. The structure of new compound 1 was determined to be 2 alpha,3 beta,23,30-tetrahydroxyurs-12-en-28-oic acid 28-O-[alpha-L-rhamnopyranosyl-(1 -> 4)-beta-D-glucopyranosyl-(1 -> 6)-beta-D-glucopyranosyl] ester. The anti-inflammatory activities of the isolated compounds were investigated on lipopolysaccharide (LPS)-stimulated RAW 264.7 cells. Asiaticoside G (1) potently inhibited the production of nitric oxide and tumor necrosis factor-alpha with inhibition rates of 77.3% and 69.0%, respectively, at the concentration of 100 mu M.

• 出版日期2011-3-15