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Description
Hydrazone core represents a valuable pharmacophore in medicinal chemistry and drug design.1 The ease of synthetic transformations and their tunability granted hydrazone-type compounds diverse activities of biological importance.2 In this work, the synthesis of five novel phenolic hydrazones was performed in the reactions of 2,3,4-trihydroxybenzohydrazide with various aromatic aldehydes.
The obtained solid products were filtrated, dried, and characterized by NMR, IR, and UV-Vis spectra, melting points, and elemental analysis. Also, the antioxidant capacity of the synthesized compounds was assessed using the 2,2-diphenyl-1-picrylhydrazyl (DPPH) method. All analogs exhibited excellent inhibition potency of the DPPH radical with IC50 values in the range of 2.5–9.8 µM. The best radical inactivation potency exhibited compound bearing vanillin moiety, whereas the highest IC50 value was determined for the R3-NO2 derivative.The
obtained results highlight the importance of the design and synthesis of novel phenolic hydrazones with antioxidant properties.
Keywords: phenolics, phenolic hydrazones, antioxidant activity, DPPH
References
1. Brum, J.O.C. et all. Synthesis and Biological Activity of Hydrazones and Derivatives: A Review. Min. Rev. Chem. Med. 2020, 20, 342-348. DOI: 10.2174/1389557519666191014142448
2. Wahbeh, J., Milkowski, S. The Use of Hydrazones for Biomedical Applications. SLAS Technol. 2019, 24(2), 161-168. DOI: 10.1177/2472630318822713
