Flavonoid constituents in the leaves of Myrica rubra sieb. et zucc. with anti-inflammatory activity

다국어 초록 (Multilingual Abstract)

The leaves of Myrica rubra sieb. et zucc. havebeen used in oriental traditional medicine for the treatmentof burns, skin diseases, and as an antidiarrheal in China,Japan, and Korea. Activity guided isolation of the leaves ofM. rubra has led to the isolation of five flavonoid: myricetin(1), myricitrin (2), myricetin 3-O-(200-O-galloyl)-a-L-rhamnopyranoside (3), myricetin 3-O-(200-O-galloyl)-b-D-galactopyranoside (4), and quercetin 3-O-(200-O-galloyl)-b-D-galactopyranoside (5). All isolates were evaluatedfor their antioxidant potency against the superoxideanion (O2-), and compounds 3–5 showed potent scavengingactivities with 50 % inhibition concentration (IC50)values compared to the positive control, allopurinol.
Compounds 1–5 were evaluated as inhibitors of variousmacrophage functions involved in the inflammatory process.
These five compounds significantly and dose dependentlyinhibited lipopolysaccharide (LPS)-stimulated nitricoxide (NO), pro-inflammatory cytokines, and the proteinlevels of inducible nitric oxide synthase (iNOS) andcyclooxygenase-2 (COX-2) in LPS-stimulated RAW 264.7macrophages. Our results suggest that galloyl flavonolglycosides (3–5) isolated from M. rubra might be beneficialfor the treatment of inflammation-related diseases.

참고문헌 (Reference)

1 Smith, W. L., "Why there are two cyclooxygenase isozymes" 107 : 1491-1495, 2001

2 Sakurai, N., "Triterpenoids from Myrica rubra" 26 : 217-219, 1986

3 Lee, T. H., "Three new flavonol galloyl glycosides from leaves of Acacia confusa" 63 : 710-712, 2000

4 Matsuda, H., "Studies of cuticle drugs from natural sources. III. Inhibitory effect of Myrica rubra on melanin biosynthesis" 18 : 1148-1150, 1995

5 Hensley, K., "Reactive oxygen species, cell signaling, and cell injury" 28 : 1456-1462, 2000

6 Peri, K. G., "Prostaglandin G/H synthase-2 is a major contributor of brain prostaglandins in the newborn" 270 : 24615-24620, 1995

7 Masuda, T., "Phenolic inhibitors of chemical and enzymatic oxidation in the leaves of Myrica rubra" 74 : 212-215, 2010

8 Martı´nez-Cayuela, M, "Oxygen free radicals and human disease" 77 : 147-161, 1995

9 Lu, Y., "Oxidative stress augments the production of matrix metalloproteinase-1, cyclooxygenase-2, and prostaglandin E2 through enhancement of NF-jB activity in lipopolysaccharide-activated human primary monocytes" 175 : 5423-5429, 2005

10 Kubes, P., "Nitric oxide and intestinal inflammation" 109 : 150-158, 2000

11 Surh, Y. J., "NF-jB and Nrf2 as prime molecular targets for chemoprevention and cytoprotection with antiinflammatory and antioxidant phytochemicals" 2 : 313-317, 2008

12 Nonaka, G., "Myricatin, a galloyl flavanonol sulfate and prodelphinidin gallates from Myrica rubra" 22 : 237-241, 1983

13 Kim, Y. I., "Isolation of anticancer agents from the leaves of Platycarya strobilacea S. et Z" 27 : 238-245, 1996

14 Forstermann, U., "Isoforms of nitric oxide synthase : characterization and purification from different cell types" 42 : 1849-1857, 1991

15 D’Acquisto, F., "Inhibition of nuclear factor kappa B(NF-jB) : an emerging theme in anti-inflammatory therapies" 2 : 22-35, 2002

16 Thun, M. J., "Inflammation and cancer: an epidemiological perspective" 256 : 6-21, 2004

17 Coussens, L. M., "Inflammation and cancer" 420 : 860-867, 2002

18 Cheng, H. Y., "In vitro antiviral activity of prodelphinidin B-2 3, 30-Di-O-gallate from Myrica rubra" 69 : 953-956, 2003

19 Inoue, T., "Diarylheptanoids in the bark of Myrica rubra sieb. et zucc" 104 : 37-41, 1984

20 Dalgleish, A. G., "Chronic immune activation and inflammation in the pathogenesis of AIDS and cancer" 84 : 231-276, 2002

21 Matsuda, H., "Bioactive constituents of Chinese natural medicines. VII. 1 Inhibitors of degranulation in RBL-2H3 cells and absolute stereo structures of three new diarylheptanoid glycosides from the bark of Myrica rubra" 50 : 208-215, 2002

22 Wang, S. J., "Anti-inflammatory activity of myricetin isolated from Myrica rubra sieb. et zucc. Leaves" 76 : 1492-1496, 2010