Literature DB >> 20605015

Synthesis of vicenin-1 and 3, 6,8- and 8,6-di-C-beta-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.

Shingo Sato1, Tomoyuki Koide.   

Abstract

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%.

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Year:  2010        PMID: 20605015     DOI: 10.1016/j.carres.2010.04.001

Source DB:  PubMed          Journal:  Carbohydr Res        ISSN: 0008-6215            Impact factor:   2.104


  1 in total

1.  The Passiflora tripartita (Banana Passion) fruit: a source of bioactive flavonoid C-glycosides isolated by HSCCC and characterized by HPLC–DAD–ESI/MS/MS.

Authors:  Mario J Simirgiotis; Guillermo Schmeda-Hirschmann; Jorge Bórquez; Edward J Kennelly
Journal:  Molecules       Date:  2013-01-28       Impact factor: 4.411

  1 in total

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