Malaysian Journal of Analytical Sciences Vol 21 No 5 (2017): 1143 - 1150

DOI: https://doi.org/10.17576/mjas-2017-2105-17

 

 

 

SYNTHESIS AND ANTIBACTERIAL STUDY OF ORGANOTIN(IV) COMPLEXES CONTAINING HYDRAZINOPYRIDINE LIGAND

 

(Sintesis dan Kajian Antibakteria Kompleks Organostanum(IV) yang Mengandungi Ligan Hidrazinopiridin)

 

          Dayang Norafizan A. Chee*, Monica Lulo Rodis, Norziah Saat, Zainab Ngaini, Ainaa Nadiah Abdul Halim

 

Department of Chemistry, Faculty of Resource Science and Technology,

Universiti Malaysia Sarawak, 94300 Kota Samarahan, Sarawak, Malaysia

 

*Corresponding author:  dnorafizan@unimas.my

 

 

Received: 21 August 2016; Accepted: 27 July 2017

 

 

Abstract

Nowadays, the studies on organotin(IV) complexes with hydrazone ligand become more interesting due to their potential in various applications including medicinal area. In our recent studies, four new organotin(IV) complexes MeSnCl2(C12H12N4) (2), BuSnCl2(C12H12N4) (3), PhSnCl2(C12H12N4) (4) and Ph2SnCl(C12H12N4) (5) were synthesized by the direct reaction of methyl-2-pyridylketone-2-hydrazinopyridine ligand (1) and organotin(IV) chloride(s) in absolute methanol. These complexes have been characterized by UV-Visible, FT-IR, 1H and 13C NMR spectroscopies. All of the synthesized compounds were screened for antibacterial activity against Escherichia coli and Staphylococcus aureus. However, the complexes showed weak activity against the bacteria compared to the free ligand.

 

Keywords:  hydrazone ligand, spectral studies, coordination, biological potential

 

Abstrak

Pada masa ini, kajian tentang kompleks organostanum(IV) dengan ligan hidrazon semakin menarik kerana sangat potensinya dalam banyak aplikasi termasuk bidang perubatan. Dalam kajian ini, empat organostanum(IV) kompleks iaitu MeSnCl2(C12H12N4) (2), BuSnCl2(C12H12N4) (3), PhSnCl2(C12H12N4) (4) dan Ph2SnCl(C12H12N4) (5) telah disintesis melalui tindak balas terus metil-2-piridilketon-2-hidrazinopiridin ligan dan organostanum(IV) klorida di dalam metanol. Kesemua kompleks telah dicirikan oleh kajian spektrum UV-nampak, FTIR, 1H dan 13C RMN. Semua sebatian yang disintesis telah diuji untuk aktiviti antibakteria terhadap Escherichia coli dan Staphylococcus aureus. Walaubagaimanapun, kompleks menunjukkan aktiviti yang agak lemah menentang bakteria berbanding ligan bebas.

 

Kata kunci:  ligan hidrazon, kajian spektra, koordinasi, potensi biologi

 

References

1.       Datta, A., Huang, J. and Machura, B. (2012). Octahedral complexes of cobalt(III) and nickel(II) incorporating with unsymmetrical NNO-donor hydrazone ligand: Synthesis and structural aspects. Journal of Chemical Crystallography, 42(7): 691 – 696.

2.       Suvapura, L. N, Young, K. S., Sung, O. B and Ammireddy. (2012). Review on analytical and biological applications of hydrazones and their metal complexes. E-Journal of Chemistry, 9(3): 1288 – 1304.

3.       Seleem, H. S. and Mousa, M. A. (2011). Ligand substitution reactions of a phenolic quinolyl hydrazone; oxidovanadium (IV) complexes. Chemistry Central Journal, 5(47): 1 – 7.

4.       Graisa, A., Farina, F Y., Yousif, E. and Kassem, M. (2008). Synthesis and characterization of some diorganotin(IV) complexes of N-toyl-m-nitrobenzohydroxamic acid. Journal of Engineering and Applied Sciences, 3(6): 47 – 50.

5.       Szorcsik, A., Nagy, L., Gajda-Schrantz, K., Pellerito, L., Nagy, E. Nagy and Edelmann, F. T. E. (2002). Structural studies on organotin(IV) complexes formed with ligands containing {S, N, O,} donor atoms. Journal of Radioanalytical and Nuclear Chemistry, 252(3): 523 – 530.

6.       Sharma, R. and Kaushik, N. K. (2004). Thermal studies on some organotin(IV) complexes with piperidine and 2-aminopyrdithiocarbamates. Journal of Thermal Analysis and Colorimetry, 78(2004): 953 – 964.

7.       Bendre, R. Murugkar, A., Padhye, S., Kulkami, P and Karve, M. (1998). Synthesis and characterization of coordinatively unsaturated copper(II) complexes of 1,3-bis(2’-pyridyl)-1,2-diaza-2-butene and their antityrosinase activity. Metal Based Drugs 5(2): 59 – 66.

8.       Affan, M. A., Chee, D. N. A, Ahmad, F. B., J. I., Yamin, M. Y and Hitam, R. B. (2010). Synthesis, characterization and biological activities of organotin(IV) complexes with vitamin K3-2-hydrazinopyridine: X-ray crystal structure of vitamin K3-2-hydrazinopyridine [VHzP]. Research Journal of Pharmaceutical, Biological and Chemical Sciences 1(4): 158 – 172.

9.       Sam, N., Affan. M. A., Salam, M. A., Ahmad, F. B. and Asaruddin, M. R. (2012). Synthesis, spectral characterization and biological activities of organotin(IV) complexes with ortho-vanillin-2-hydrazinopyridine (VHP). Open Journal of Inorganic Chemistry, 2: 22 – 27.

10.    Li, R. C., Nix, D. E. and Schentag, J. J. (1993). New turbidimetric assay for quantitation of visible bacterial densities. Antimicrobial Agents Chemotherapy, 37(2): 371 – 374.

11.    Affan, M. A., Foo, I. P. P., Ahmad, F. B., Sim, E. U. H. and Hapipah, M. A. (2009). Synthesis, structural characterization and toxicity studies of novel organotin(IV) complexes derived from benzoylacetone isonicotinylhydrazone (H2BAS): X-ray crystal structure of [Me2Sn(BAS)]. Malaysian Journal of Analytical Sciences, 13(1): 73 – 85.

12.    Salam, M. A., Affan, M. A., Arafat, M. A., Saha, R. and Nasrin, R. (2013). Synthesis, characterization and antibacterial activities of organotin(IV) complexes with 2-acetylpyridine-N(4)-cyclohexylthiosemicarbazone (HAPCT). Heteroatom Chemistry, 24(1): 43 – 52.

13.    Pappano, N. B., Centorbi, O. P. and Ferretti, F. H. (1994). Determination of the responsible molecular zone for the chalcones bacteriostatic activity. Revista de Microbiologia, 24: 168 – 174.

14.    Arslan, H., Duran, N., Borekci, G., Ozer, C. K. and Akbay, C. (2009). Antimicrobial activity of some thiourea derivatives and their nickel & copper complexes. Molecules, 10(14): 519 – 527.

 




Previous                    Content                    Next