Synthesis of novel beta-aminoalcohols containing nabumetone moiety with potential antidiabetic activity.
- Author:
Kun ZHANG
1
;
Ju-fang YAN
;
Xue-mei TANG
;
Hong-ping LIU
;
Li FAN
;
Guang-ming ZHOU
;
Da-cheng YANG
Author Information
1. School of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, China.
- Publication Type:Journal Article
- MeSH:
Amino Alcohols;
chemical synthesis;
chemistry;
pharmacology;
Butanones;
chemical synthesis;
chemistry;
pharmacology;
Cyclooxygenase 2 Inhibitors;
chemical synthesis;
chemistry;
pharmacology;
Glycoside Hydrolase Inhibitors;
Hypoglycemic Agents;
chemical synthesis;
chemistry;
pharmacology;
Peroxisome Proliferator-Activated Receptors;
agonists;
metabolism;
Response Elements;
alpha-Glucosidases;
metabolism
- From:
Acta Pharmaceutica Sinica
2011;46(4):412-421
- CountryChina
- Language:Chinese
-
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.
