We found a match
Your institution may have rights to this item. Sign in to continue.
- Title
Synthesis, Biological Evaluation and Docking Studies of Chalcone and Flavone Analogs as Antioxidants and Acetylcholinesterase Inhibitors.
- Authors
Díaz-Rubio, Laura; Hernández-Martínez, Rufina; Estolano-Cobián, Arturo; Chávez-Velasco, Daniel; Salazar-Aranda, Ricardo; Waksman de Torres, Noemí; Rivero, Ignacio A.; García-González, Víctor; Ramos, Marco A.; Córdova-Guerrero, Iván
- Abstract
Several oxidative processes are related to a wide range of human chronic and degenerative diseases, like Alzheimer's disease, which also has been related to cholinergic processes. Therefore, search for new or improved antioxidant molecules with acetylcholinesterase activity is essential to offer alternative chemotherapeutic agents to support current drug therapies. A series of chalcone (2a–2k) and flavone (3a–3k) analogs were synthesized, characterized, and evaluated as acetylcholinesterase (AChE) inhibitors, and antioxidant agents using 1,1-diphenyl-2-picrylhydrazyl (DPPH•), 2-2′-azino-bis-(3-ethylbenzothiazoline-6-sulfonate) (ABTS•), and β-carotene/linoleic acid bleaching assay. Compounds more active were 3j and 2k in DPPH with EC50 of 1 × 10−8 and 5.4 × 10−3 μg/mL, respectively; 2g and 3i in ABTS (1.14 × 10−2 and 1.9 × 10−3 μg/mL); 2e, 2f, 3f, 2j, and 3j exceeded the α-tocopherol control in the β-carotene assay (98–99% of antioxidant activity). At acetylcholinesterase inhibition assay, flavones were more active than chalcones; the best results were compounds 2d and 3d (IC50 21.5 and 26.8 µg/mL, respectively), suggesting that the presence of the nitro group enhances the inhibitory activity. The docking of these two structures were made to understand their interactions with the AChE receptor. Although further in vivo testing must be performed, our results represent an important step towards the identification of improved antioxidants and acetylcholinesterase inhibitors.
- Subjects
CHALCONE; ACETYLCHOLINESTERASE inhibitors; ALZHEIMER'S disease; ANTIOXIDANTS; GROUP 15 elements; FLAVONES
- Publication
Applied Sciences (2076-3417), 2019, Vol 9, Issue 3, p410
- ISSN
2076-3417
- Publication type
Article
- DOI
10.3390/app9030410