Sains Malaysiana 34(2): 107-112 (2005)

Sintesis dan Pencirian Sebatian Kompleks

Diorganostanum(lV) ditiokarbamat

(Synthesis and Characterization of Diorganotin(IV)

dithiocarbamate Complexes)

Mukhlis Sanuddin, Yang Farina, Bohari M. Yamin & Ibrahim Baba

Pusat Pengajian Sains Kimia dan Teknologi Makanan

 Fakulti Sains dan Teknologi

Universiti Kebangsaan Malaysia

 43650 UKM Bangi, Selangor D.E. Malaysia

ABSTRAK

Sebatian kompleks diorganostanum( N) N-benzilmetilditiokarbamat dan diorganostanum( N) N-etil-n-propilditiokarbamat telah disintesis dengan tindak balas campuran organostanum( N) klorida dengan terbitan amina bersama karbon disulfida. Semua sebatian kompleks ini telah dicirikan menggunakan analisis unsur; spektroskopi inframerah dan resonans magnet nukleus ¹H dan ^l3C, sementara struktur hablur yang terbentuk dikaji secara kristalografi sinar-X hablur tunggal. Kompleks dimetilstanum(N) N-benzilmetilditiokarbamat menunjukkan sistem hablur monoklinik dengan kumpulan ruang P2/n. Kompleks organostanum(N) ditiokarbamat aromatik manunjukkan aktiviti sitotoksik terhadap sel kanser HL60 dan MCF-7, sedangkan kompleks organostanum(N) ditiokarbamat alifatik tidak memberikan aktiviti terhadap sel kanser HL60 dan MCF-7.

Kata kunci: Ditiokarbamat, benzil

ABSTRACT

The complexes of diorganotin( N) N-benzylmethyldithiocarbamates and diorganotin( N) N-ethyl-n-propyldithiocarbamates have been successfully synthesized from organotin(IV) chloride with the respective amines and carbon disulfide. All the complexes were characterized using elemental analyses, infrared, ^IH and ^l3C nuclear magnetic resonance (NMR) spectroscopic methods, while the structure was determined by X-ray diffraction methods. The complexes of dimethyltin(N) N-benzylmethyldithiocarbamate crystallised in the monoclinic system with space group P2/n. The aromatic organostannum(N) dithiocarbamates are more cytotoxic towards HL60 and MCF-7 cancer cells than the aliphatic complexes which, did not show cytotoxicity behaviour towards HL60 and MCF-7 cells.

Keywords: Dithiocarbamate, benzyl

RUJUKAN/REFERENCES

Awang, N., Baba, I., Yusof, M. Sukeri and Yamin, B. M. 2003. Bis[N-cyclohexy 1- N - methyldithiocarbamato J.1 dimethyltin(IV). Acta Cryst. E59: m348-m349.

Bonati, F. and Ugo, R. 1967. Organotin(IV) N,N-disubstituted dithiocarbamates, Organometal. J. Organornet. Cherm., 10: 257-268.

Brown, D. A. Glass, W. K. dan Burke, M. A. 1976. The general use of  I.R. spectral criteria in discussions of the bonding and structure of metal dithiocarbamates. Spectrochim. Acta 32A: 137-143.

Farina, Y., Othman, A. H., Baba, I., Ng, S. W. & Fun, H. K. 2002. Organotin dithiocarbamates derived from hydroxylated amines. Main Group Metal Chermistry 25(1): 67-72.

Jensen, K. A. & Hendrickson, L. 1968. Thioacids and their derivatives, XlV. Reaction of carbon disulphide with active methylene compounds. Acta Chem. Scand. 22: 1107-1128.

Kim, K., Ibers, J. A., & Youn, S. S. 1987. Structure of di(ter­butyl)bis(N,N-dimethyldithiocarbamato)tin(IV). Acta Cryst. C43: 2317-2319.

Lindley, P. F. & Carr, P. 1974. Crystal and molecular structure of bis (N,N-diethyldithiocarbamato) diphenylstannane, C₂₂H₃₀N₂S₄Sn. J. Cryst. Mol. Struct. 4: 173-185.

Lockhart, T. P. & Manders, W. F. 1986. Structure determination by NMR spectroscop Correlation of A²J(¹¹⁹Sn,¹H) and the Me­-Sn-Me angle in methyltin(IV) compounds. J. Inorg. Chem. 25: 592-895.

Sanuddin, M., Farina, Y. & Yamin, B. M. 2004. N-ethyl-N­propydithiocarbamato triphenyltin(IV). Acta Cryst. E60: m1662-m1663.

Sharma, J., Singh, Y., Bohra, R. & Rai, A. K. 1996. Synthesis and spectral studies of diorganotin heterocyclic dithiocarbamate complexes: The crystal structure of (CH₃)₂Sn[S₂CNCH₂CH₂CH₂CH₂CH₂]₂ Polyhedron 7: 1097­-1102.

Srivastava, T. S. & Tandon, S. K. 1970. Infrared spectra of triphenyltin compounds in the 650-200 cm^-1 region. Spectrochimica Acta 27 A: 593-597.

Teoh, S. G., Ang, S. H., Looi, E. S., Keok, C. A., Teo, S. B. & Declercq, J. P. 1996a. Synthesis and crystal structure of di-n· butylbis(2-amino-5-chlorobenzoato)tin (IV). J. Organomet. Chem. 523: 75-78.