29418-83-5Relevant academic research and scientific papers
Synthesis and biological evaluation of 4-hydroxy-5-oxo-2,5-dihydro-1: H -pyrrole-3-carboxamides and their zinc(II) complexes as candidate antidiabetic agents
Saito, Ryota,Tamura, Moe,Kawano, Saya,Yoshikawa, Yutaka,Kato, Akihiro,Sasaki, Kaname,Yasui, Hiroyuki
, p. 5572 - 5581 (2017/07/10)
The newly designed 1-(arylmethyl)-2,5-dihydro-4-hydroxy-5-oxo-1H-pyrrole-3-carboxamides (1a-e) were synthesized by using N-tritylated acrylamide as a starting material, and their zinc(ii) complexes (10a-e) were readily prepared by simply mixing 1a-e and ZnSO4 in the presence of LiOH. The aldose reductase (AR) inhibitory activity of 1a-e was evaluated to reveal important structural features for 2,5-dihydro-5-oxo-1H-pyrrole derivatives to exhibit high AR inhibitory activity. The in vitro insulin-mimetic activity of these complexes was evaluated from 50% inhibitory concentrations (IC50) on free fatty acid (FFA) release from isolated rat adipocytes treated with epinephrine. Four out of the five newly synthesized complexes exhibited higher in vitro insulin-mimetic activities than ZnSO4, a positive control. This study proved that the newly synthesized N2O2-coordination-type zinc(ii) complexes based on pyrrole-3-carboxamide derivatives (1a-d) are potential hypoglycemic agents.
