Structure-activity Relationships for α-Glucosidase Inhibition of Baicalein, 5,6,7-Trihydroxyflavone: the Effect of A-Ring Substitution

Inhibitory Effects of 5,6,7-Trihydroxyflavones on Tyrosinase

“…Among the tested hydroxyflavones 1-14 ( Figure 1), baicalein (1), 5,6-dihydroxyflavone (2), 6,7-dihydroxyflavone (3), 5,6,7,8-tetrahydroxyflavone (5), 6-hydroxyapigenin (6), 6-hydroxylutelin (7), 3',4',5',5,6,7-hexahydroxyflavone (8) and 6-hydroxygalangin (13) were synthesized as described previously [19][20][21]. 5,7-Dihydroxyflavone (4) was purchased from Tokyo Kasei Kogyo Co., Tokyo, Japan.…”

“…We previously reported the inhibitory effect and mechanism of the interaction of 1 and related 5,6,7-trihydroxyflavones towards rat intestinal α-glucosidase [17][18][19][20][21]. As a part of our research on the new biological and physiological properties of 6-hydroxyflavones, we are interested in the inhibitory effect on melanin formation by 1 and its related compounds.…”

Isolation and Characterization of a Novel Flavonoid Possessing a 4,2″-Glycosidic Linkage from Green Mature Acerola (Malpighia emarginataDC.) Fruit

“…-Glucosidase inhibition activity has been reported for several polyphenols. [13][14][15] It was assumed from these findings that both the glycoside site and the aglycon site of the flavonoid would function in some roles of the enzyme. It is therefore postulated for aceronidin that a specific structure must participate in -glucosidase inhibition and additionally enhance its inhibition activity.…”

Structural Alterations of Wogonin Significantly Reduce the Inhibitory Activity against COX-2 Catalyzed PGE2Production from LPS-Induced RAW 264.7 Cells

“…Thus, commercially available desired hydroxyacetopheones were selectively protected and were reacted with appropriately substituted aryl aldehydes to yield the corresponding chalcones. Each chalcone was transformed to the corresponding flavones in iodine-DMSO conditions as good yields and the subsequent deprotection procedure (Huang et al, 2003;Gao et al, 2004) provided the desired flavones for tests, respectively. Chrysin (3) was purchased from Sigma-Aldrich Korea and used for the bioassay without further purification.…”