Regioselective synthesis of di-C-glycosylflavones possessing anti-inflammation activities.
Three methods are utilized to synthesize a variety of 6,8-di-C-glycosylflavones bearing identical or distinct glycosyl moieties. Some C-glycosylation compounds are found to have better anti-inflammation activities than the parent flavones. Among them, 6,8-di-C-glucosylapigenin (known as vicenin-2) shows inhibition of TNF-alpha expression and NO production with IC(50) values of 6.8 and 5.2 muM, respectively.
Shie
Jiun-Jie
JJ
The Genomics Research Center, Academia Sinica, Taipei, 115, Taiwan.
Chen
Chih-An
CA
Lin
Chih-Chien
CC
Ku
Angela Fay
AF
Cheng
Ting-Jen R
TJ
Fang
Jim-Min
JM
Wong
Chi-Huey
CH
D000818:Animals; D000893:Anti-Inflammatory Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D002460:Cell Line; D031667:Dendrobium / Q000737:chemistry; D047309:Flavones / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D006031:Glycosylation; D008264:Macrophages / Q000187:drug effects / Q000276:immunology; D051379:Mice; D009569:Nitric Oxide / Q000037:antagonists & inhibitors* / Q000276:immunology; D014409:Tumor Necrosis Factor-alpha / Q000037:antagonists & inhibitors* / Q000276:immunology
D000893:Anti-Inflammatory Agents; D047309:Flavones; D014409:Tumor Necrosis Factor-alpha; D009569:Nitric Oxide