title: [Synthesis of novel beta-aminoalcohols containing nabumetone moiety with potential antidiabetic activity].
abstract: Twenty five new beta-aminoalcohols containing nabumetone moiety were prepared via the reduction of potassium borohydride with a convenient and efficient procedure, starting from beta-aminoketones that have been synthesized by our group. Their chemical structures were determined by IR, MS, 1H NMR, 13C NMR, HR-MS and antidiabetic activities were screened in vitro. Preliminary results revealed that the antidiabetic activity of most beta-aminoalcohols were better than that of the corresponding beta-aminoketones. Although most compounds showed weak antidiabetic activity, the alpha-glucosidase inhibitory activity of compounds 5hd(1) and 5id(2) reached 74.37% and 90.15%, respectively, which were superior to the positive control. The relative peroxisome proliferator-activated receptor response element (PPRE) activity of five compounds were more than 60%, among them compound 5ca possessed the highest activity (112.59%). As lead molecules of antidiabetic agents, compounds 5hd(1), 5id(2) and 5ca deserve further study.
authors.affiliation: School of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, China.
authors.forename: Kun
authors.initials: K
authors.lastname: Zhang
authors.forename: Ju-fang
authors.initials: JF
authors.lastname: Yan
authors.forename: Xue-mei
authors.initials: XM
authors.lastname: Tang
authors.forename: Hong-ping
authors.initials: HP
authors.lastname: Liu
authors.forename: Li
authors.initials: L
authors.lastname: Fan
authors.forename: Guang-ming
authors.initials: GM
authors.lastname: Zhou
authors.forename: Da-cheng
authors.initials: DC
authors.lastname: Yang
mesh_terms: D000605:Amino Alcohols / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D002074:Butanones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D052246:Cyclooxygenase 2 Inhibitors / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D065089:Glycoside Hydrolase Inhibitors; D007004:Hypoglycemic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D000077430:Nabumetone; D047492:Peroxisome Proliferator-Activated Receptors / Q000819:agonists / Q000378:metabolism*; D020218:Response Elements; D000520:alpha-Glucosidases / Q000378:metabolism*
chemical_list: D000605:Amino Alcohols; D002074:Butanones; D052246:Cyclooxygenase 2 Inhibitors; D065089:Glycoside Hydrolase Inhibitors; D007004:Hypoglycemic Agents; D047492:Peroxisome Proliferator-Activated Receptors; D000520:alpha-Glucosidases; D000077430:Nabumetone