Synthesis and in vitro hypoglycemic activity of 3-(4′-benzoyl amino-phenyl)-coumarin derivatives
10.11665/j.issn.1000-5048.20190206
- VernacularTitle:3-(4′-苯甲酰基氨基-苯基)-香豆素衍生物的合成及体外降血糖活性
- Author:
Yuheng HU
1
;
Jie SUN
;
Jie YANG
;
Xiaojing WANG
Author Information
1. 济南大学山东省医学科学院医学与生命科学学院
- Publication Type:Journal Article
- Keywords:
3-(4′-benzoyl amino-phenyl)-coumarin derivatives;
synthesis;
Perkin condensation reaction;
α-glucosidase;
advanced glycation end products(AGEs);
diabetes
- From:
Journal of China Pharmaceutical University
2019;50(2):168-174
- CountryChina
- Language:Chinese
-
Abstract:
Firstly, three 3-arylcoumarins 4a- 4c were synthesized from p-aminophenylacetic acid and salicylaldehyde by Perkin condensation reaction and hydrochloric acid acidification; subsequent-amidation reaction of 4a- 4c with substituted benzoyl chlorides 6a- 6h furnished; ten 3-(4′-benzoyl amino-phenyl)coumarins 7a- 7j. The structures of all target compounds were fully characterised by NMR and ESI-MS. Those target compounds were screened for-glucosidase inhibitory and advanced glycation end products(AGEs)formation inhibitory activity. The results showed that compound 7f had good inhibitory activity against α-glucosidase(IC50=10. 84±0. 36 μmol/L); compound 7g possessed much more potent inhibitory activity against AGEs formation(IC50=5. 01±0. 55 μmol/L)than the positive control aminoguanidine hydrochloride(IC50=290. 31±7. 32 μmol/L). These results provided a theoretical basis for further research on antidiabetic drugs.
