Sulfonamide chalcone as a new class of alpha-glucosidase inhibitors.
Chalcones 1-20, a new class of glycosidase inhibitors, were synthesized, and their glycosidase inhibitory activities were investigated. Non-aminochalcones 1-12 had no inhibitory activity, however, aminochalcones 13-20 had strong glycosidase (alpha-glucosidase, alpha-amylase, and beta-amylase) inhibitory activities. In particular, sulfonamide chalcones 17-20 had more potent alpha-glucosidase inhibitory activity than aminated chalcone 13-16. 4'-(p-Toluenesulfonamide)-3,4-dihydroxy chalcone 20 (IC(50)=0.4microM) was the best inhibitor against alpha-glucosidase, and these sulfonamide chalcones showed non-competitive inhibition.
Seo
Woo Duck
WD
Division of Applied Life Science (BK21 Program), Department of Agricultural Chemistry, Institute of Agriculture & Life Sciences, Gyeongsang National University, Jinju 660-701, Republic of Korea.
Kim
Jin Hyo
JH
Kang
Jae Eun
JE
Ryu
Hyung Won
HW
Curtis-Long
Marcus J
MJ
Lee
Hyun Sun
HS
Yang
Min Suk
MS
Park
Ki Hun
KH
D047188:Chalcones / Q000138:chemical synthesis* / Q000494:pharmacology; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000494:pharmacology*; D065089:Glycoside Hydrolase Inhibitors; D007700:Kinetics; D008958:Models, Molecular; D013329:Structure-Activity Relationship; D013449:Sulfonamides / Q000138:chemical synthesis* / Q000494:pharmacology; D000516:alpha-Amylases / Q000378:metabolism; D001614:beta-Amylase / Q000378:metabolism
D047188:Chalcones; D004791:Enzyme Inhibitors; D065089:Glycoside Hydrolase Inhibitors; D013449:Sulfonamides; D000516:alpha-Amylases; D001614:beta-Amylase