Facile synthesis of acacetin-7-O-β-D-galactopyranoside.
Acacetin-7-O-β-D-galactopyranoside (1), a natural flavonoid isolated from flower heads of Chrysanthemum morifolium, has been reported to inhibit the replication of HIV in H9 cells. We achieved the total synthesis of compound 1 by employing a one-pot synthesis of the aglycon. The key reactions in this approach include the modified Baker-Venkataraman reaction and regio- and stereoselective O-glycosylations.
Department of Chemistry, Graduate School of Science, Kobe University, Kobe 657-8501, Japan.
James T
JT
Zacharia
Masahiko
M
Hayashi
D019380:Anti-HIV Agents / Q000138:chemical synthesis*; D002460:Cell Line; D005419:Flavonoids / Q000138:chemical synthesis*; D005697:Galactosides / Q000138:chemical synthesis*; D006031:Glycosylation; D006801:Humans; D015394:Molecular Structure; D013237:Stereoisomerism
D019380:Anti-HIV Agents; D005419:Flavonoids; D005697:Galactosides; C086771:acacetin-7-O-galactopyranoside