(E)-N'-(2, 4-dihydroxybenzylidene)nicotinohydrazide and its Metal Complexes: Synthesis, Characterisation and Antitubercular Activity | [Pakistan Journal of Scientific and Industrial Research (Series A: Physical Sciences) • 2016]

Author(s):

1. Kehinde Olurotimi Ogunniran: Department of Chemistry, College of Science and Technology, Covenant University,PMB, 1023, Ota, Ogun State,Nigeria

2. Joseph Adeyemi Adekoya: Department of Chemistry, College of Science and Technology, Covenant University,PMB, 1023, Ota, Ogun State,Nigeria

3. Cyril Ehi-Eromosele: Department of Chemistry, College of Science and Technology, Covenant University,PMB, 1023, Ota, Ogun State,Nigeria

4. Olayinka Oyewale Ajani: Department of Chemistry, College of Science and Technology, Covenant University,PMB, 1023, Ota, Ogun State,Nigeria

5. Akinlolu Kayode: Department of Chemistry, College of Science and Technology, Covenant University,PMB, 1023, Ota, Ogun State,Nigeria

6. Tadigoppula Narender: Medicinal and Process Chemistry Division, CSIR-Central Drug Research Institute,Lucknow,India

Abstract:

Nicotinic acid hydrazide and 2,4-dihydoxylbenzaldehyde were condensed at 20 °C to form an acylhydrazone (H3L1) with ONO coordination pattern. The structure of the acylhydrazone was elucidated by using CHN analyzer, ESI mass spectrometry, IR, 1H NMR, 13C NMR and 2D NMR such as COSY and HSQC. Thereafter, five novel metal complexes [Mn(II), Fe(II), Pt(II) Zn(II) and Pd(II)] of the hydrazone ligand were synthesized and their structural characterization were achieved by several physicochemical methods namely: elemental analysis, electronic spectra, infrared, EPR, molar conductivity and powder X-ray diffraction studies. An octahedral geometry was suggested for both Pd(II) and Zn(II) complexes while both Mn(II) and Fe(II) complexes conformed with tetrahedral pyramidal. However, Pt(II) complex agreed with tetrahedral geometry. In vitro antitubercular activity study of the ligand and the metal complexes were evaluated against Mycobacterium tuberculosis, H37Rv, by using micro-diluted method. The results obtained revealed that (PtL1) (MIC = 0.56 mg/mL), (ZnL1) (MIC = 0.61 mg/mL), (MnL1) (MIC = 0.71 mg/mL) and (FeL1) (MIC = 0.82 mg/mL), exhibited a significant activity when compared with first line drugs such as isoniazid (INH) (MIC = 0.9 mg/mL). H3L1 exhibited lesser antitubercular activity with MIC value of 1.02 mg/mL. However, the metal complexes displayed higher cytotoxicity but were found to be nonsignificant different (P > 0.05) to isoniazid drug.

Page(s): 63-75

DOI: DOI not available

Published: Journal: Pakistan Journal of Scientific and Industrial Research (Series A: Physical Sciences), Volume: 59, Issue: 2, Year: 2016

Keywords:

metal complexes , hydrazones , electron spin resonance , thermogravimetry , antitubercular agents , powder Xray diffraction

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