Yang, Hyun-Mo Shin, Hye-Rim Cho, Soo-Hyun Bang, Seong-Cheol Song, Gyu-Yong Ju, Jung-Hun Kim, Mi-Kyeong Lee, Seung-Ho Ryu, Jae-Chun Kim, Youngsoo Jung, Sang-Hun 2024-01-21T01:35:02Z 2024-01-21T01:35:02Z 2021-09-04 2007-01-01 0968-0896 https://pubs.kist.re.kr/handle/201004/134751 Novel chalcones were found as potent inhibitors of interleukin (IL)-5. 1-(2-Benzyloxy-6-hydroxyphenyl)-3-(4-hydroxyphenyl)-2-propen-1-one (2b, 78.8% inhibition at 50 mu M, IC50 = 25.3 mu M) was initially identified as a potent inhibitor of IL-5. This shows the compatible activity with budesonide or sophoricoside. To identify structural requirements, 26 chalcones were prepared and their inhibitory activities were tested against IL-5. Among them, compound 4-[(E)-3-(2-cyclohexylmethoxy-6-hydroxyphenyl)-3-oxoprop-1-enyl]benzenesulfonamide (2w, 99.5% inhibition at 50 mu M, IC50 = 1-8 mu M) shows the most potent activity. The important structural requirements of these chalcone analogs exhibiting the inhibitory activity against IL-5 were recognized as the following. (1) The hydrophobic group such as benzyloxy or cyclohexylmethoxy at 6-position of A ring is necessary. (2) The existence of phenolic hydroxyl at 6-position of A ring is critical. (3) Propenone unit as alpha,beta-unsaturated ketone is essential. (4) Electron withdrawing groups with hydrogen acceptor property at 4-position of B ring enhance the activity and quantitative structure-activity relationship of 2 regarding these substituents was determined. (c) 2006 Elsevier Ltd. All rights reserved. English PERGAMON-ELSEVIER SCIENCE LTD AIRWAY HYPERRESPONSIVENESS SOPHORICOSIDE ANALOGS MOLECULAR-CLONING IL-5 EOSINOPHILIA EXPRESSION HYPERREACTIVITY RECEPTORS BINDING LEADS Structural requirement of chalcones for the inhibitory activity of interleukin-5 Article 10.1016/j.bmc.2006.10.007 1 BIOORGANIC & MEDICINAL CHEMISTRY, v.15, no.1, pp.104 - 111 BIOORGANIC & MEDICINAL CHEMISTRY 15 1 104 111 scie scopus 000243087200009 2-s2.0-33750944756 Biochemistry & Molecular Biology Chemistry, Medicinal Chemistry, Organic Biochemistry & Molecular Biology Pharmacology & Pharmacy Chemistry Article AIRWAY HYPERRESPONSIVENESS SOPHORICOSIDE ANALOGS MOLECULAR-CLONING IL-5 EOSINOPHILIA EXPRESSION HYPERREACTIVITY RECEPTORS BINDING LEADS chalcones inhibitor SAR interleukin-5