title: Synthesis and biological evaluation of 3-styrylchromone derivatives as free radical scavengers and α-glucosidase inhibitors.
abstract: A series of 3-styrylchromone derivatives (4-20) were synthesized and the structure-activity relationships for α-glucosidase inhibition and antioxidant activities were analyzed. Among the synthesized compounds, compounds 15 and 20, which contain a catechol moiety, showed both potent 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical scavenging activity (15: EC₅₀=17 µM; 20: EC₅₀=23 µM) and α-glucosidase inhibitory activity (15: IC₅₀=16 µM; 20: IC₅₀=10 µM). Our data suggest that 3-styrylchromone derivatives are novel α-glucosidase inhibitors that have the potential to counteract diet-induced hyperglycemia in diabetes.
authors.affiliation: Laboratory of Bioorganic Chemistry, Department of Pharmaceutical and Health Sciences, Faculty of Pharmaceutical Sciences, Josai University.
authors.forename: Koichi
authors.initials: K
authors.lastname: Takao
authors.forename: Ryo
authors.initials: R
authors.lastname: Ishikawa
authors.forename: Yoshiaki
authors.initials: Y
authors.lastname: Sugita
mesh_terms: D001713:Biphenyl Compounds / Q000737:chemistry; D002867:Chromones / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D016166:Free Radical Scavengers / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D065089:Glycoside Hydrolase Inhibitors / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D006801:Humans; D007004:Hypoglycemic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D010851:Picrates / Q000737:chemistry; D012441:Saccharomyces cerevisiae / Q000201:enzymology; D000520:alpha-Glucosidases / Q000378:metabolism
chemical_list: D001713:Biphenyl Compounds; D002867:Chromones; D016166:Free Radical Scavengers; D065089:Glycoside Hydrolase Inhibitors; D007004:Hypoglycemic Agents; D010851:Picrates; C004931:1,1-diphenyl-2-picrylhydrazyl; D000520:alpha-Glucosidases