Bioorganic & Medicinal Chemistry Letters 2005-12-15

Sulfonamide chalcone as a new class of alpha-glucosidase inhibitors.

Woo Duck Seo, Jin Hyo Kim, Jae Eun Kang, Hyung Won Ryu, Marcus J Curtis-Long, Hyun Sun Lee, Min Suk Yang, Ki Hun Park

Index: Bioorg. Med. Chem. Lett. 15 , 5514-6, (2005)

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Abstract

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.

Related Compounds

  • Myricetin
  • (-)-catechin

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