56401-06-0Relevant articles and documents
Structural requirement of isoflavonones for the inhibitory activity of interleukin-5
Jung, Sang-Hun,Cho, Soo-Hyun,Hung Dang, The,Lee, Jee-Hyun,Ju, Jung-Hun,Kim, Mi-Kyung,Lee, Seung-Ho,Ryu, Jae-Chun,Kim, Youngsoo
, p. 537 - 545 (2007/10/03)
Sophoricoside isolated from Sophora japonica is a glycoside of isoflavonone as an inhibitor of interleukin (IL)-5. To identify structural requirements of this isoflavonone for its inhibitory activity against IL-5, isoflavonones, isoflavanones, and their glycosides were prepared and their inhibitory activity was tested against IL-5. Among them, 5-benzyloxy-3-(4-hydroxyphenyl)chromen-4-one (4b, 87.9% inhibition at 50 μM, IC50=15.3 μM) shows the most potent activity, comparable with that of sophoricoside. The important structural requirements of these isoflavonone analogs exhibiting the inhibitory activity against IL-5 were recognized as (1) planarity of chromen-4-one ring, (2) existence of phenolic hydroxyl at 4-position of B ring, and (3) introduction of benzyloxy at 5-position, which may act as a bulky group for occupying hydrophobic pocket in putative binding site. However the glucopyranosyl moiety of sophoricoside is not an essential motif for the activity.