Structure-activity relationships and molecular docking of thirteen synthesized flavonoids as horseradish peroxidase inhibitors |
| |
| Affiliation: | 1. Laboratoire des Sciences fondamentales, Université Amar Telidji, Laghouat BP37G, Laghouat, Algeria;2. Laboratoire des Sciences chimiques et physiques appliquées, ENS de Laghouat, BP 4033 Laghouat, Algeria;3. Laboratoire de Recherche en Systèmes Chimiques Complexes, Faculté des Sciences et Technique de Saint-Jérôme, Université Paul Cézanne, Marseille, France;1. Laboratory of Microorganisms and Biomolecules (LMB), Centre of Biotechnology of Sfax (CBS), University of Sfax, Road of Sidi Mansour Km 6, PO Box 1177, Sfax 3018, Tunisia;2. National Centre for Research and Development of Fisheries and Aquaculture (CNRDPA), 11, Bd Amirouche PO Box 67, Bou Ismaïl 42415, Tipaza, Algeria;3. Laboratory of Natural Products Chemistry and Biomolecules (LNPCB), University of Blida, 1, Road of Soumaâ, PO Box 270, 09000 Blida, Algeria;4. Klin Productions, Detergents and Maintenance Products Industry, Road of Hencha Km 1.5, Z.I. Jbeniana, PO Box 247, Sfax 3080, Tunisia;1. TU Dresden, International Institute Zittau, Markt 23, 02763 Zittau, Germany;2. University of Freiburg, Institute of Organic Chemistry, Albertstrasse 21, 79104 Freiburg, Germany;1. College of Chemistry, Fuzhou University, Fuzhou 350108, China;2. Cancer Metastasis Alert and Prevention Center, College of Chemistry, Fuzhou University, Fuzhou 350002, China |
| |
| Abstract: | For the first time, the structure–activity relationships of thirteen synthesized flavonoids have been investigated by evaluating their ability to modulate horseradish peroxidase (HRP) catalytic activity. Indeed, a modified spectrophotometrically method was carried out and optimized using 4-methylcatechol (4-MC) as peroxidase co-substrate.The results show that these flavonoids exhibit a great capacity to inhibit peroxidase with Ki values ranged from 0.14 ± 0.01 to 65 ± 0.04 mM. Molecular docking has been achieved using Auto Dock Vina program to discuss the nature of interactions and the mechanism of inhibition. According to the docking results, all the flavonoids have shown great binding affinity to peroxidase. These molecular modeling studies suggested that pyran-4-one cycle acts as an inhibition key for peroxidase. Therefore, potent peroxidase inhibitors are flavonoids with these structural requirements: the presence of the hydroxyl (OH) group in 7, 5 and 4′ positions and the absence of the methoxy (O–CH3) group. Apigenin contributed better in HRP inhibitory activity.The present study has shown that the studied flavonoids could be promising HRP inhibitors, which can help in developing new molecules to control thyroid diseases. |
| |
| Keywords: | Flavones Flavonols Horseradish peroxidase inhibitor Molecular docking Structure-relationship |
| 本文献已被 ScienceDirect 等数据库收录！ |
|
