Jung, SH Cho, SH Dang, TH Lee, JH Ju, JH Kim, MK Lee, SH Ryu, JC Kim, Y 2024-01-21T09:02:58Z 2024-01-21T09:02:58Z 2021-09-03 2003-05 0223-5234 https://pubs.kist.re.kr/handle/201004/138623 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 muM, IC50 = 15.3 muM) 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. (C) 2003 Editions scientifiques et medicales Elsevier SAS. All rights reserved. English ELSEVIER FRANCE-EDITIONS SCIENTIFIQUES MEDICALES ELSEVIER AIRWAY HYPERRESPONSIVENESS SOPHORICOSIDE ANALOGS MOLECULAR-CLONING IL-5 EOSINOPHILIA EXPRESSION HYPERREACTIVITY RECEPTORS BINDING LEADS Structural requirement of isoflavonones for the inhibitory activity of interleukin-5 Article 10.1016/S0223-5234(03)00064-3 1 EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, v.38, no.5, pp.537 - 545 EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY 38 5 537 545 scie scopus 000183501100011 2-s2.0-0037722923 Chemistry, Medicinal Pharmacology & Pharmacy Article AIRWAY HYPERRESPONSIVENESS SOPHORICOSIDE ANALOGS MOLECULAR-CLONING IL-5 EOSINOPHILIA EXPRESSION HYPERREACTIVITY RECEPTORS BINDING LEADS sophoricoside isoflavonones inhibitory activity of interleukin-5