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Glycosidase Inhibitory Flavonoids from Sophora flavescens

2006; Pharmaceutical Society of Japan; Volume: 29; Issue: 2 Linguagem: Inglês

10.1248/bpb.29.302

1347-5215

Jin‐Hyo Kim, Young Bae Ryu, Nam Suk Kang, Byong Won Lee, Jong Soo Heo, Ill‐Yun Jeong, Ki Hun Park,

Biochemical Analysis and Sensing Techniques

The methanol extract of Sophora flavescens showed a potent glycosidase inhibitory activity. Active components were identified as well-known flavonoid antioxidants: kushenol A (1), (−)-kurarinone (2), sophoraflavanone G (3), 2′-methoxykurarinone (4), kurarinol (5), 8-prenylkaempferol (6), isoxanthohumol (7), kuraridin (8) and maackian (9). All flavonoids were effective inhibitors of α-glucosidase and β-amylase. Interestingly, lavandulylated flavanones 1—5 had strong α-glucosidase inhibitory activities, with IC50 values of 45 μM, 68 μM, 37 μM, 155 μM and 179 μM, respectively. Kushenol A (1) which does not bear a 4′-hydroxy group showed selective α-glucosidase inhibitory activity. Lavandulylated chalcone, kuraridine (8), exhibited IC50 value of 57 μM against β-glucosidase, which is the first report of a chalcone displaying glycosidase inhibition. Results showed that 8-lavandulyl group in B-ring was a key factor of the glycosidase inhibitory activities. The inhibition pattern was noncompetitive for α-glucosidase, whereas mixed inhibition was observed for β-amylase.