64065-70-9Relevant academic research and scientific papers
Regioselective synthesis of di-C-glycosylflavones possessing anti-inflammation activities
Shie, Jiun-Jie,Chen, Chih-An,Lin, Chih-Chien,Ku, Angela Fay,Cheng, Ting-Jen R.,Fang, Jim-Min,Wong, Chi-Huey
supporting information; experimental part, p. 4451 - 4462 (2010/11/05)
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-α expression and NO production with IC50 values of 6.8 and 5.2 μM, respectively.
Synthesis of vicenin-1 and 3, 6,8- and 8,6-di-C-β-d-(glucopyranosyl- xylopyranosyl)-4′,5,7-trihydroxyflavones using two direct C-glycosylations of naringenin and phloroacetophenone with unprotected d-glucose and d-xylose in aqueous solution as the key reactions
Sato, Shingo,Koide, Tomoyuki
scheme or table, p. 1825 - 1830 (2010/10/18)
Vicenin-3 was synthesized from naringenin via a short five-step reaction, which included two regioselective direct C-glycosylations with d-glucose and d-xylose (yields: 22% and 30%, respectively) as the key reactions for a total yield of 4.4%. Vicenin-1 was also synthesized from phloroacetophenone via a 10-step reaction, including the same glycosylation described above, for a total yield of 2.7% with a vicenin-3 yield of 1.7%.
