A Comparative Investigation of Synthesized Coumarin-Chalcone with Vitamin C for the Inhibition of Enzymatic Browning in Potato | ||
| مجله علوم و صنایع غذایی ایران | ||
| Volume 23, 174-ویژه نامه, May 1405, Pages 135-145 PDF (498.15 K) | ||
| Document Type: مقاله پژوهشی | ||
| DOI: 10.48311/fsct.2026.119085.83047 | ||
| Authors | ||
| Omar T Ali* 1; Abdallah F Al-burgus2; Omar Y Al-abbasy3; Mohammed Fadhil H Haddad4 | ||
| 1Department of Chemistry, College of Education for Pure Science, University of Mosul, Mosul-Iraq | ||
| 2General Directorate of Education in Nineveh, Iraq | ||
| 3Chemistry Dept., College of education for pure science, University of Mosul, Mosul-Iraq | ||
| 4Department of Medical Lab Techniques, Northern Technical University, Mosul, Iraq | ||
| Abstract | ||
| The enzymatic browning reaction is one of the primary factors contributing to the deterioration of food products, such as fruits and vegetables, after harvest. This phenomenon is primarily caused by the enzyme polyphenol oxidase (PPO), which alters the organoleptic properties and nutritional value, ultimately leading to economic losses worldwide. The inhibition of PPO prevents this reaction and preserves food products. Coumarin chalcone bearing a hydroxyl group has shown promising antioxidant and enzyme-inhibitory activities. Here, a novel coumarin chalcone, 3-(3-(4-hydroxy-3-methoxyphenyl) acryloyl)-2H-chromen-2-one (CCh), was synthesized, characterized, and tested for its ability to inhibit enzymatic browning in potatoes. The compound was produced through a condensation reaction between 3-acetylcoumarin and vanillin. Its structure was confirmed using 1H, 13C-NMR, and FT-IR spectroscopy. The anti-browning effect of CCh, compared to the known antioxidant, vitamin C, was evaluated over five days of frozen storage. Results showed that CCh effectively inhibited PPO activity and slowed the browning process. Molecular docking simulations with PPO (PDB ID: 2P3X) confirmed CCh’s binding to amino acid residues GLN A331, LYS A61, LEU A53, PRO A89, and THR A136 through hydrogen bonds and hydrophobic interactions. The calculated binding energy of CCh was −4.71 kcal/mol, similar to vitamin C (−5.2 kcal/mol). These findings highlight CCh as a potential natural food preservative and capable of inhibiting enzymatic browning in potatoes, and could extend the shelf life of fruits and vegetables. | ||
| Keywords | ||
| Food preservatives; Enzymatic browning; polyphenol oxidase; coumarin chalcone; Molecular docking | ||
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