Different oxidative pathways of isonicotinic acid hydrazide and its meta-isomer,nicotinic acid hydrazide |
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| Affiliation: | 1. Thin Film and Nano Science Laboratory, Department of Physics, School of Physical Sciences, North Maharashtra University, Jalgaon 425 001, M.S., India;2. K.A.M.P. & N.K.P. Science College, Pimpalner, Sakri, Dhule, M.S., India;3. S.G. Patil Science College, Sakri, Dhule, M.S., India;4. Photonic and Electronic Thin Film Laboratory, Department of Material Science and Engineering, Chonnam National University, Gwangju 500-757, South Korea;5. Nano Material and Device Laboratory, Department of Applied Physics, Visvesvaraya National Institute of Technology, Nagpur 440 010, M.S., India;1. Department of Toxicology and Military Pharmacy, Faculty of Military Health Sciences, Hradec Kralove, Czech Republic;2. Biomedical Research Center, University Hospital, Hradec Kralove, Czech Republic;3. 2nd Department of Medicine – Gastroenterology, Charles University Faculty of Medicine and University Hospital, Hradec Kralove, Czech Republic;4. Department of Military Surgery, Faculty of Military Health Sciences, Hradec Kralove, Czech Republic;1. Young Researchers and Elite Club, Tabriz Branch, Islamic Azad University, Tabriz, Iran;2. Department of Crystallography, Faculty of Chemistry, Maria Curie-Sklodowska University, Pl. Marii Curie-Sklodowskiej 3, 20-031 Lublin, Poland;3. Institute of Chemistry, University of Neuchatel, 51 Ave de Bellevaux, CH-2000 Neuchatel, Switzerland;4. Department of Chemistry, Faculty of Science, University of Mohaghegh Ardabili, P.O. Box 56199-11367, Ardabil, Iran;5. Department of Chemistry and Biochemistry, University of Lethbridge, Lethbridge, Alberta, Canada;1. Chemistry Department, Faculty of Science, King Abdulaziz University, Jeddah, 21589, P.O. Box 80203, Saudi Arabia;2. Center of Excellence for Advanced Material Research, King Abdulaziz University, Jeddah, 21589, P.O. Box 80203, Saudi Arabia;3. Department of Pharmacy, Faculty of Life and Earth Sciences, Jagannath University, Dhaka, 1100, Bangladesh |
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| Abstract: | - 1.1. Superoxide was generated during the auto-oxidation of the antituberculous drug, isonicotinic acid hydrazide (INH), but not with its meta-isomer, nicotinic acid hydrazide (NH). During Fe2+-stimulated oxidation of INH and NH, aromatic hydroxylation occurred which was inhibited by the chelating agent, phytic acid.
- 2.2. A mixture of myeloperoxidase (MPO) and a hydrazide induced formation of compound III (oxyperoxidase) and aromatic hydroxylation which was stimulated by phytic acid. INH was considerably more potent than NH.
- 3.3. Co-oxidation of a hydrazide and thyroxine (T4) in the MPO system resulted in the formation of a pink-coloured product (maximum absorbance at 504 nm) which was more stable with NH than with INH.
- 4.4. The hydrazides and Cl− acted synergistically on MPO haem modification when co-oxidised in the MPO-H2O2 system. INH was more destructive than NH.
- 5.5. The different oxidative pathways of the hydrazides are consistent with the fact that an acyl intermediate of INH, unlike that of NH, is resonance stabilized.
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