Evaluation of Aldose Reductase, Protein Glycation, and Antioxidant Inhibitory Activities of Bioactive Flavonoids in Matricaria recutita L. and Their Structure-Activity Relationship

Abstract

The inhibitory activities of Matricaria recutita L. 70% methanol extract were evaluated by isolating and testing 10 of its compounds on rat lens aldose reductase (RLAR), advanced glycation end products (AGEs), and 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging. Among these compounds, apigenin-7-O-β-D-glucoside, luteolin-7-O-β-D-glucoside, apigenin-7-O-β-D-glucuronide, luteolin-7-O-β-D-glucuronide, 3,5-O-di-caffeoylquinic acid, apigenin, and luteolin showed potent inhibition, and their IC50 values in RLAR were 4.25, 1.12, 1.16, 0.85, 0.72, 1.72, and 1.42 μM, respectively. Furthermore, these compounds suppressed sorbitol accumulation in rat lens under high-glucose conditions, demonstrating their potential to prevent sorbitol accumulation ex vivo. Notably, luteolin-7-O-β-D-glucuronide and luteolin showed antioxidative as well as AGE-inhibitory activities (IC50 values of these compounds in AGEs were 3.39 and 6.01 μM). These results suggest that the M. recutita extract and its constituents may be promising agents for use in the prevention or treatment of diabetic complications.

Chrysanthemum Leaf Ethanol Extract Prevents Obesity and Metabolic Disease in Diet-Induced Obese Mice via Lipid Mobilization in White Adipose Tissue

“…It is supposed that CLE has synergy effect in combination luteolin, its glycoside and chlorogenic acid. Among flavonoids present in CLE, luteolin-7-O-β-D-glucuronide exhibited antioxidative and AGE-inhibitory activities [37]. Chlorogenic acid is well known to have anti-obesity and anti-diabetic effects [38].…”

Inhibition of Aldose Reductase by Ginsenoside Derivatives via a Specific Structure Activity Relationship with Kinetics Mechanism and Molecular Docking Study

“…Thus, the intracellular accumulation of a polar sugar alcohol can cause a hyperosmotic effect, resulting in a fluid infusion to counteract the osmotic gradient. Fluid influx has been demonstrated to cause alterations in membrane permeability and the start of cellular disease [ 42 , 43 ]. Rat lenses treated in 25 mM glucose for 6 days exhibited enhanced intracellular sorbitol accumulation.…”

Identification of Pinocembrin as an Anti-Glycation Agent and α-Glucosidase Inhibitor from Fingerroot (Boesenbergia rotunda): The Tentative Structure–Activity Relationship towards MG-Trapping Activity

“…Therefore, the correlation could be interfered with by other mechanisms. For example, Sompong [14] and Hwang [17] found that there was no correlation between the percentage AGEs inhibition and radical scavenging activity, whereas Mutsuda [18] suggested that strong AGEs inhibition activity tended to exhibit strong radical scavenging activity.…”