Sains Malaysiana 41(8)(2012): 977–982
Diorganotin(IV)
Alkylcyclohexyldithiocarbamate Compounds: Synthesis,
Characterization and
Biological Activities
(Sebatian Diorganostanum(IV)
Alkilsikloheksilditiokarbamat: Sintesis,
Pencirian dan Aktiviti Biologi)
Normah Awang*
Environmental Health Programme, Faculty of Health Sciences
Universiti Kebangsaan Malaysia, Jalan Raja Muda Abdul Aziz
50300 Kuala Lumpur, Malaysia
Ibrahim Baba
School of Chemical Sciences and Food Technology, Faculty Science and Technology
Universiti Kebangsaan Malaysia, 43600 Bangi, Selangor, Malaysia
Diserahkan: 14 April 2010 / Diterima: 21 Februari 2012
ABSTRACT
Three new compounds of dibutyltin(IV) with N-alkylcyclohexyldithiocarbamate were
successfully synthesized using in situ methods. Elemental
analysis data of these complexes were in agreement with the general formula of
(C4H9)2Sn[S2CNR(C6H11)]2 (R = CH3, C2H5, i-C3H7).
Infrared spectra showed that the thioureide bands, ν(C=N) appeared in the
region of 1475 - 1479 cm-1, ν(C=S) bands in the region of 978 - 998 cm-1 and ν(Sn-S)
bands in the region of 375 – 389 cm-1. Crystal structure of dibutyltin(IV)
ethylcyclohexyldithiocarbamate showed a triclinic system and space group P-1.
The crystal structure of the dithiocarbamate ligands were bidentically chelated
to the tin atom with Sn-S unsymmetrical: Sn(1)-S(1) = 2.9255(11) and Sn(1)-S(2)
= 2.5419(10); Sn(1)-S(3) = 2.8922(9) and Sn(1)-S(4) = 2.5293(10)Å. These
compounds were screened for antibacterial activity against four bacteria species
using the disc diffusion method. The results showed that (C4H9)2Sn[S2CN(i-C3H7)(C6H11)]2 was mildly active against those three bacteria. Where as all
of these compounds exhibited in vitro cytotoxicity
activity toward human leukemic promyelocites HL-60 cell line with CD50 values lower than 1.00
μg/mL.
Keywords: Biological activities; dibutyltin(IV);
dithiocarbamate
ABSTRAK
Tiga sebatian baru dibutilstanum(IV) dengan ligan
N-alkilsikloheksilditiokarbamat telah berjaya disintesis menggunakan kaedah in situ. Data
analisis unsur sebatian ini bersetuju dengan formula umum (C4H9)2Sn[S2CNR(C6H11)]2 (R = CH3, C2H5, i-C3H7).
Spektrum inframerah menunjukkan jalur tioureida, ν(C=N) berada pada julat
1475 - 1479 cm-1,
ν(C=S) berada dalam julat 978 - 998 cm-1 dan ν(Sn-S) berada pada julat
375 – 389 cm-1.
Struktur hablur sebatian dibutilstanum(IV)
etilsikloheksilditiokarbamat adalah bersistem triklinik dengan kumpulan ruang
P-1. Ligan ditiokarbamat mengkelat kepada logam stanum secara bidentat dengan
ikatan Sn-S yang tidak simetri: Sn(1)-S(1) = 2.9255(11) dan Sn(1)-S(2) =
2.5419(10); Sn(1)-S(3) = 2.8922(9) dan Sn(1)-S(4) = 2.5293(10) Å. Sebatian ini
telah diuji ke atas empat spesies bakteria dan didapati (C4H9)2Sn[S2CN(i-C3H7)(C6H11)]2 mempunyai aktiviti yang sederhana terhadap tiga bakteria. Ketiga-tiga sebatian ini menunjukkan aktiviti sitotoksik secara in vitro terhadap titisan sel leukemia
promielosit manusia, HL-60 dengan nilai CD50 kurang daripada 1.0 μg/mL.
Kata kunci: Aktiviti biologi; dibutilstanum(IV);
ditiokarbamat
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*Pengarang surat-menyurat; email: norm@ukm.my
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