SYNTHESIS, CHARACTERIZATION AND ANTIMICROBIAL STUDIES OF 3-BROMOBENZALDEHYDE NICOTINIC ACID HYDRAZONE AND IT’S Co(II), Cu(II), Mn(II) AND Ni(II) COMPLEXES

Main Article Content

A. S. OJO
S. MAMMAN
P. O. UKOHA

Abstract

Acyl hydarazones and other hydrazones derivatives are of immense biological importance as a result of their antibacterial, antifungal, antiinflammatory properties and coordination Chemistry. The ligand was prepared by refluxing nicotinic acid hydrazide and 3-bromobenzaldehyde in ethanol, the complexes were synthezed by mixing ethanolic solutions of the metal salts with the hydrazone. The ligand and complexes were characterized on the basis of uv-visible, FTIR, melting point, conductivity, magnetic susceptibility, metal analysis and mole ratio, antimicrobial activities were determined. The ligand and complexes formed are high melting point crystalline solids. Thermodynamic stability study showed that the complexes are stable with stability constants between 2.84 x 105 – 2.21 x 107 while the solution studies gave 1:2 metal to ligand ratio. Infrared spectra data are diagnostic of bidentate coordination of the ligand via carbonyl oxygen and azomethine nitrogen atoms as result of the negative shift in the (C=O) and (C=N) bands. Effective magnetic moment of the complexes is 5.62 B.M, 4.02 B.M. and 1.81 B.M. for Manganese, Cobalt and Copper complexes respectively, the nickel complex is diamagnetic. Electronic spectra of the ligand indicate n * transitions, transition in the manganese complex is spin and orbital forbidden with very low molar absorptivity, nickel complex gave two bands assigned to 3A2g(F)  3T1g(F) and 3A2g(F)  3T1g(P) transition, cobalt complex gave one electronic band assigned to 4T1g(F)  4A2g transition. Copper complex gave one band, assigned to 2Eg    2T2g transition. On the basis of magnetic and electronic spectral of the isolated complexes octahedral geometry has been proposed for the Mn(II), Co(II) and Cu(II) complexes and square planar for the Ni(II) complex. The activities of the complexes against most of the microorganisms were enhanced compared to those of their parent ligand, with some promising potential when compared to the control drugs.

Keywords:
3-bromobenzaldehyde nicotinic acid, hydrazone, Stability constant, antimicrobial, Effective magnetic moments

Article Details

How to Cite
OJO, A. S., MAMMAN, S., & UKOHA, P. O. (2022). SYNTHESIS, CHARACTERIZATION AND ANTIMICROBIAL STUDIES OF 3-BROMOBENZALDEHYDE NICOTINIC ACID HYDRAZONE AND IT’S Co(II), Cu(II), Mn(II) AND Ni(II) COMPLEXES. Journal of Applied Physical Science International, 14(1), 1-9. Retrieved from https://ikppress.org/index.php/JAPSI/article/view/7456
Section
Original Research Article

References

Maurya M. R, Agarwal S, Abid M, Azam A, Bader C, Ebel M, Rehder D, Dalton T. Synthesis, characterisation, reactivity and in vitro antiamoebicactivity of hydrazine based oxovanadium(IV), oxovanadium(V) and µ-bis(oxo)bis- {oxovanadium (V)} complexes. Dalton Transaction. 2006;7:937–947.

Lever ABP. Comprehensive coordination chemistry II. Wiley: Chichester. 2003;10.

Lekaa K, Abdul K, Fawzi Y, Waddai N, Karam H. Schiff base complexes of some drug substances (Review). J. Pharm. Sci. & Res. 2018;10(8):1912-1917.

Savanini L, Chiasserini L, Gaeta A, Pellerano C. Synthesis and anti-tubercular evaluation of 4-quinolylhydrazones. Bioorganic & Medicinal Chemistry. 2002, Jul;10 (7):2193-2198.

Syed ST, Radha E. Synthesis, characterization and antimicrobial activity of transition metal complexes of schiff base derivatives from isonicotinic acid hydrazide. Asian Journal of Chemistry. 2009;21(1):313-316.

Nwabueze JN, Patel KS. Complexes of nicotinic and isonicotinic acid hydrazides with Ba2+, Pb2+ and VO2+ salts. Zuma Journal of Pure and Applied Science. 1999;2(2):55-60.

Isaac TI, Ichiko CO, Hillary A. A review of biological applications of transition metals Schiff Base complexes synthesized from isoniazid, Nigerian Research Journal of Chemical Sciences. 2021;9(2).

Sule I, Nwabueze JN. Complexes of copper (II) with some hydrazones derived from nicotinic and isonicotinic acid hydrazides. International Journal of Inorganic and Bioinorganic Chemistry. 2013;3(3): 52-56.

Solomon TWG, Fryhle CB. Organic chemistry. John Wiley & Sons (Asia) Private Limited; 2011.

Salawu OW, Eneji IS, Salami HA. Preparation and spectroscopic characterization of 2-ethoxy isobutryl acid hydrazide and 2-ethoxy isobutrylacetohydrazone and its metal complexes with Co(II), Ni(II) and Cu(II). International Journal of Inorganic and Bioinorganic Chemistry. 2015;5(2):23-27.

Adedibu CT, Joshua AO, Gabriel KO. Spectrophotometric study of stability constant of dapsone- Cu(II) complex at different temperatures. Journal Pharmacy Research. 2011;4(1):241-244.

Eugenijus N, Ina S, Aldona J, Kestutis P. Cu(II) complex formation with pentaethylene hexamine: determination of stability constants by the ligand displacement method. Chemija. 2011;22(2):131 – 137.

Ram K. A, Lakshman S, Deepak KS, Ritu S. Synthesis, spectral and thermal investigations of some oxovanadium (IV) complexes of hydrazones of isonicotinic acid hydrazide. Turk J. Chem. 2005;29:309 – 316.

Bellamy LJ. Infrared spectra of complex molecules. Methuen, London. 1954;922-923.

Ojo AS, Nwabueze JN. Synthesis and characterization of the complexes of isovaleric acid hydrazide with M (II) Chlorides (M= Co, Ni, Cu). Journal of Pharmaceutical, Chemical and Biological Sciences. 2016; 4(2):281-290.

Ben Mabrouk K, Kauffmann TH, Aroui H, Fontana MD. Raman study of cation effect on sulfate vibration modes in solid state and in aqueous solutions. Journal of Raman Spectroscopy, Wiley. 2013;44(11):1603-1608.

Nakamoto K. Infrared and raman spectra of inorganic and coordination compounds. J. Wiley and sons Inc. 2009;58:68:79-81.

Sharma YR. Elementary organic spectroscopy. London. Pearson education Ltd. 2008;15-19.

Sathyanarayana DN. Electronic absorption spectroscopy and related techniques. Orient Longman Limited, Universities Press (India) Limited; 2001.

Jozefowich M, Heldt J. R, Heldt J. The red-shift in spectra of fluorenone and 4- hydroxyl fluorenone in alcohol solutions. Z. Narutureforsch. 2002;57a:787-796.

Figgs BN, Hitchman MA. Ligand field theory and its applications. Wiley-VCH, New York. 2000;221-232.

Nwabueze JN, Salawu OW. Complexes of Co(II) and Mn (II) sulphates with keto and enol forms of isobutryl acetic acid, 4-Amino benzoic acid and 4-Cyano benzoic acid Hydrazides. Research Journal of Science and IT Management. 2002;01, 09:28-1 35.

Figgis BN, Lewis J. Techniques of inorganic chemistry. Interscience Publishers, New York, NY, USA. 1965;IV.

Abdou S. El-Tabl, Moshira M. Abd-El Wahed, Mohammed A. Wahba, Mohamad M. E. Shakdofa, Asia Gafer. Bimetallic transition metal complexes of 2,3-Dihydroxy-N’1,N’4-bis((2-Hydroxynaphthalen-1-yl)Methylene) Succinohydrazide Ligand as a New Class of Bioactive Compounds; Synthesis, Characterization and Cytotoxic Evaluation. Indian Journal of Advances in Chemical Science. 2016;4(1): 114-129.

Stella A, Nwabueze JN. Complexes of Ni(II), Cu(II), Co(II) and Mn(II) sulphates with 2-bromovaleric acid hydrazide and its acetone hydrazone. Journal Chemical Society of Nigeria, 2008, 33, 105.

Sacconi L. The stereochemistry of five coordinate nickel(II) and cobalt(II) complexes. Journal of the Chemical Society. 1968;9:248- 251.

Robert JL. Some example magnetic moment data and their interpretation, The Department of Chemistry, University of the West Indies, Mona Campus, Kingston. 2010;7:Jamaica. 1.

Serin M, Karayel G, Gup R. Homo- and heteronuclear complexes of a new, vicinal dioxime ligand. Journal Article published 1 Jan in Chemical Papers. 2007;61(4).

Ogodo UP, Abosede OO. Synthesis and characterization of Cu (II) complexes of salicylate ligands. Journal of Applied Sciences and Environmental Management. 2018;22 (12):1961–1964.

Ali EO, Tor-Anyiin TA, Igoli JO, Anyam JV, Hammuel C. Antimicrobial activity of Anogeissusleiocarpus stems bark extracts and an isolate from the plant against some microbes. American Journal of Research Communication. 2017;5(8):9.