Synthesis and alpha-glucosidase inhibitory activity of N-(1,5-diaryl-3-pentone-1-yl)-4-aminobenzoic acid.
- Author:
Jin XU
1
;
Ju-fang YAN
;
Li FAN
;
Xiao-li SONG
;
Xue-mei TANG
;
Da-cheng YANG
Author Information
1. School of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, China.
- Publication Type:Journal Article
- MeSH:
4-Aminobenzoic Acid;
chemical synthesis;
pharmacology;
Drug Design;
Glycoside Hydrolase Inhibitors;
Hypoglycemic Agents;
chemical synthesis;
pharmacology;
Mannich Bases;
chemistry;
Molecular Structure;
Structure-Activity Relationship;
alpha-Glucosidases;
metabolism;
para-Aminobenzoates
- From:
Acta Pharmaceutica Sinica
2009;44(1):48-55
- CountryChina
- Language:Chinese
-
Abstract:
In order to find highly active antidiabetic lead compound, sixteen 4-aminobenzoic acid derivatives were designed and synthesized directly through Mannich reaction in the solution of ethanol at 15-35 degrees C with facile method, mild reaction condition and high yield (45%-90%). Fifteen of them are new compounds. Their structures were confirmed by 1H NMR, 13C NMR, IR, ESI-MS and HR-MS. Alpha-glucosidase inhibitory activity of these compounds indicated that most of these compounds possess the activity with the order: 2c > 2b > 2h > 1a > 1f. The structure-activity relationship of these 4-aminobenzoic acid derivatives was also discussed.
