The Malaysian Journal of Analytical Sciences Vol 13 No 1 (2009): 63 - 72

 

 

SYNTHESIS, CHARACTERIZATION AND BIOLOGICAL STUDIES

OF ORGANOTIN(IV) COMPLEXES OF THIOSEMICARBAZONE LIGAND DERIVED FROM PYRUVIC ACID: X-RAY CRYSTAL STRUCTURE OF [Me₂Sn(PAT)]

 

Md. Abu Affan¹*, Foo Siong Wan¹, Zainab Ngaini ¹, Mustaffa Shamsuddin²

 

¹Department of Chemistry, FRST, Universiti Malaysia Sarawak, 94300 Kota Samarahan, Sarawak, Malaysia

²Department of Chemistry, Faculty of Science, Universiti Teknologi Malaysia, 81310 UTM Skudai,

 Johor Darul Takzim, Malaysia

 

Abstract

Six organotin(IV) complexes of pyruvic acid thiosemicarbazone ligand [H₂PAT, (1)] with general formula [RSnCl_n-1 PAT)] [R = Me₂, n = 1 (2); R = Bu₂, n = 1 (3); R = Ph₂, n = 1 (4); R = Me, n = 2 (5); R = Bu, n = 2 (6); R = Ph, n = 2 (7)] were synthesized by direct reaction of thiosemicarbazone ligand (1), base and organotin(IV) chloride(s) in absolute methanol under N₂ atmosphere. These organotin(IV) complexes were characterized by elemental analyses, molar conductivity, UV-visible, FTIR, ¹H and ¹³C NMR spectral studies. Among them, dimethyltin(IV) complex (2) was also characterized by X-ray crystallography diffraction analyses.  The cytotoxicity of the ligand (1) as well as its organotin(IV) complexes (2-7) were determined by Artemia salina, shrimp test lethality bioassay.

 

Keywords: Thiosemicarbazone, Organotin(IV) complexes, Cytotoxicity

 

References

1.       Hong, W. S., Wu, C. Y., Lee, C. S., Hwang, W. S., Chiang, M. Y. 2004. J. Organomet. Chem. 689, 277-285.

2.       Belicchi Ferrari, M., Bisceglie, F., Pelosi, G., Tarasconi, P., Albertini, R., Pinelli, S. J. Inorg. Biochem. 2001, 87, 137-147.

3.       Gielen, M. 2003. J. Braz. Chem. Soc. 14, 870-877.

4.       Singh, S., Athar, F., Maurya, M. R., Azam, A. 2006. Europ. J. Med. Chem. 41, 592-598.

5.       Bharti, N., Shailendra, Sharma, S., Naqvi, F., Azam, A. 2003. Bioorg. Med. Chem. 11, 2923-2929.

6.       Shailendra, Bharti, N., Naqvi, F., Azam, A. 2003. Bioorg. Med. Chem. Lett. 13, 689-692.

7.       Mohamed, G. G., Omar, M. M., Hindy, A. M. M. 2005. Spec. Act. A. 62, 1140-1150.

8.       Sharma. S., Athar, F., Maurya, M. R., Azam, A. 2005. Europ. J. Med. Chem. 40, 1414-1419.

9.       Belicchi Ferrari, M., Gasparri Fava, G., Pelosi, G., Tarasconi, P. 2000. Polyhedron, 19, 1895-1901.

10.    Teoh, S. G., Ang, S. H., Fun, H. K., Ong, C. W. 1999. J. Organomet. Chem. 580, 17-21.

11.    Carcelli, M., Fochi, A., Pelagatti, P., Pelizzi, G., Russo, U. 2001. J. Organomet. Chem. 626, 161-167.

12.    Armarego, W. L. F., Perrin, D. D. 1996. Purification of Laboratory Chemicals, 4^th edition, Butterworth Heinemann, Oxford, USA.

13.    Sheldrick, G. M. 1997. SHELXTL V5 I Software Reference Manual Bruker AXS, Inc. Madison, WI: USA.

14.    Sharaby, C. M. 2007. Spectrochim. Act. A. 66, 1271-1278.

15.    Yin, H. D., Chen, S. W., Li, L. W., Wang, D. Q. 2007. Inorg. Chim. Act. 360, 2215-2223.

16.    Ma, C. L., Tian, G. R., Zhang, R. F. 2007. Inorg. Chim. Act. 360, 1762-1766.

17.    Shahzadi, S., Ali, S., Bhatti, M. H., Fettouhi, M., Athar, M. 2006. J. Organomet. Chem. 691, 1797-1802.

18.    Martl, M., Humpf. H. U. 2000. Food Chem. Toxi. 38, 1097-1102.

19.    Pellerito, C., Nagy, L., Pellerito, L., Szorcsik, A. 2006. J. Organomet. Chem. 691, 1733-1747.