Synthesis, Structure and Antiradical Activity of Functionally Substituted Hydrazides of Isonicotinic Acid
Nurkenov O.A. Fazylov S.D. Shulgau Z.T. Аbdrasilov B.S. Khlebnikov A.I. Seilkhanov T.M. Kabieva S.K. Karipova G.Zh.
15 July 2023Institute of Combustion Problems, al-Farabi Kazakh State National University
Eurasian Chemico-Technological Journal
2023#25Issue 2121 - 128 pp.
The purpose of this work is the synthesis of new isonicotinic acid hydrazones, the study of their structure, reactivity and biological screening of some synthesized compounds. The reactions leading to new N-arylidene(alkylidene) hydrazones via the condensation of isonicotinic acid hydrazide with various derivatives of aromatic aldehydes were studied. The structure of the new functionally substituted isonicotinic acid hydrazones was established by FTIR, 1 H and13 C NMR, two-dimensional COSY (1 H-1 H) NMR spectroscopy and HMQC (1 H-13 C). The antiradical activity of the synthesized derivatives was studied using diphenylpycrylhydrazide radical (DPPH) assay. It was shown that N-(3-ethoxy-4-hydroxybenzylidene)isonicotinohydrazide possesses antiradical activity (IC50 (DPPH) 103.0 µM). The antiradical properties of compounds of phenolic nature are in agreement with the energies of homolytic O-H bond dissociation calculated with the use of density functional theory.
1 H and13 C NMR , Aromatic aldehydes , Isoniazid , Two-dimensional spectra , X-ray diffraction
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Karaganda Industrial University, 30 Republic Ave, Temirtau, Kazakhstan
Institute of Organic Synthesis and Coal Chemistry of the Republic of Kazakhstan, 1 Alikhanov str, Karaganda, Kazakhstan
National Center for Biotechnology, 13/5, Kurgalzhynskoye road, Astana, Kazakhstan
National Research Tomsk Polytechnic University, 30 Lenin Ave, Tomsk, Russian Federation
Altai State University, 61 Lenin Ave, Barnaul, Russian Federation
Sh. Ualikhanov Kokshetau University, 76 Abay str, Kokshetau, Kazakhstan
Karaganda Industrial University
Institute of Organic Synthesis and Coal Chemistry of the Republic of Kazakhstan
National Center for Biotechnology
National Research Tomsk Polytechnic University
Altai State University
Sh. Ualikhanov Kokshetau University
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