7-(Diethylamino) coumarin-3-carboxylic acid as a novel antibrowning agent: Activity and mechanism

Abstract

Browning caused by polyphenol oxidase (PPO) and microorganisms significantly impacts the nutritional quality of fruits and vegetables. This study identified 7-(Diethylamino) coumarin-3-carboxylic acid (7-DCCA) as an effective inhibitor of both PPO and bacteria. Enzyme assays revealed that 7-DCCA competitively inhibits PPO activity with an IC50 value of 0.275 ± 0.002 mM. Fluorescence and molecular simulation methods demonstrated that 7-DCCA forms a complex with PPO through hydrogen bonding and hydrophobic interactions, altering the enzyme's structure and reducing its activity. Thermogravimetric and differential scanning calorimetry (DSC) assays showed that 7-DCCA stabilizes PPO, delaying its thermal decomposition. Antibacterial tests proved that 7-DCCA inhibits Staphylococcus aureus and Escherichia coli by disrupting cell membranes. Additionally, 7-DCCA suppressed PPO and peroxidase activities, delaying phenolic oxidation and preventing browning in fruits and vegetables. Cytotoxicity assays confirmed its safety, with over 85 % cell viability at concentrations up to 0.1 mM. Stability experiments verified that 7-DCCA had greatly light and thermal stability. This study highlighted 7-DCCA as a promising antibrowning agent with potential application in food preservation.