title: Synthesis of new α-glucosidase inhibitors based on oleanolic acid incorporating cinnamic amides.
abstract: A series of α-glucosidase inhibitors with the oleanolic acid core and different cinnamic amide ligands were designed and synthesized. Their preliminary structure-activity relationships were analyzed. In general, the compounds with 3,28-disubstituted oleanolic acid exhibited stronger activity than those 28-monosubstituted analogues, and variation of cinnamic amide substitution significantly affected α-glucosidase inhibition activities. Most of the compounds showed potent inhibitory activity against α-glucosidase with much greater efficacy than a typical α-glucosidase inhibitor, acarbose.
authors.affiliation: Department of Natural Medicinal Chemistry, China Pharmaceutical University, Nanjing, China.
authors.forename: Wei
authors.initials: W
authors.lastname: Nie
authors.forename: Jian-Guang
authors.initials: JG
authors.lastname: Luo
authors.forename: Xiao-Bing
authors.initials: XB
authors.lastname: Wang
authors.forename: Hong
authors.initials: H
authors.lastname: Yin
authors.forename: Hong-Bin
authors.initials: HB
authors.lastname: Sun
authors.forename: He-Quan
authors.initials: HQ
authors.lastname: Yao
authors.forename: Ling-Yi
authors.initials: LY
authors.lastname: Kong
mesh_terms: D000577:Amides / Q000737:chemistry / Q000494:pharmacology; D002934:Cinnamates / Q000737:chemistry* / Q000494:pharmacology*; D003924:Diabetes Mellitus, Type 2 / Q000188:drug therapy; D004791:Enzyme Inhibitors / Q000737:chemistry* / Q000494:pharmacology*; D065089:Glycoside Hydrolase Inhibitors; D006801:Humans; D007004:Hypoglycemic Agents / Q000737:chemistry / Q000494:pharmacology; D008024:Ligands; D009828:Oleanolic Acid / Q000737:chemistry* / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D000520:alpha-Glucosidases / Q000378:metabolism
chemical_list: D000577:Amides; D002934:Cinnamates; D004791:Enzyme Inhibitors; D065089:Glycoside Hydrolase Inhibitors; D007004:Hypoglycemic Agents; D008024:Ligands; C029010:cinnamic acid; D009828:Oleanolic Acid; D000520:alpha-Glucosidases