Spectrochimica Acta Part A 75 (2010) 422–427
Contents lists available at ScienceDirect
Spectrochimica Acta Part A: Molecular and
Biomolecular Spectroscopy
journal homepage: www.elsevier.com/locate/saa
Microwave assisted synthesis, characterization and biological evaluation of
palladium and platinum complexes with azomethines
Krishna Sharma, Ritu Singh, Nighat Fahmi, R.V. Singh
∗
Department of Chemistry, University of Rajasthan, Jaipur 302004, India
article info
Article history:
Received 30 April 2009
Received in revised form 15 October 2009
Accepted 28 October 2009
Keywords:
Pd(II) and Pt(II) complexes
Antimicrobial and antiamoebic activity
Thiosemicarbazone and semicarbazone
Spectral studies
abstract
Reactions of 3-acetyl-2,5-dimethylthiophene with thiosemicarbazide and semicarbazide hydrochloride
resulted in the formation of new heterocyclic ketimines, 3-acetyl-2,5-dimethylthiophene thiosemicar-
bazone (C
9
H
13
N
3
OS
2
or L
1
H) and 3-acetyl-2,5- dimethylthiophene semicarbazone (C
9
H
13
N
3
OS or L
2
H),
respectively. The Pd(II) and Pt(II) complexes have been synthesized by mixing metal salts in 1:2 molar
ratios with these ligands by using microwave as well as conventional heating method for comparison
purposes. The authenticity of these ligands and their complexes has been established on the basis of
elemental analysis, melting point determinations, molecular weight determinations, IR,
1
H NMR and
UV spectral studies. These studies showed that the ligands coordinate to the metal atom in a monobasic
bidentate manner and square planar environment around the metal atoms has been proposed to the com-
plexes. Both the ligands and their complexes have been screened for their antimicrobial activities. The
antiamoebic activity of both the ligands and their palladium compounds against the protozoan parasite
Entamoeba histolytica has been tested.
© 2009 Elsevier B.V. All rights reserved.
1. Introduction
Uses of metal ions in therapeutic agents are known to acceler-
ate drug action and their efficacy enhanced upon the coordination
with a metal ion [1,2]. The classical coordination complex, cis-DDP
or cisplatin (cis-diammine dichloroplatinum), has been the subject
of much recent attention towards the metal-based chemother-
apy, because of its beneficial effects in the treatment of cancer.
Thiosemicarbazones and semicarbazones are now well established
as an important class of sulphur/nitrogen donor ligands partic-
ularly for transition metal ions [3,4]. This is due to remarkable
biological activities observed for these compounds, which has since
been shown to be related to their metal complexing ability. These
compounds present a great variety of biological activities, viz.
antitumour [5], antimicrobial [6], anti-inflammatory and antivi-
ral activities. The significant anti-trypanosomal and antiamoebic
activity of semicarbazones of thiophene derivatives and their
metal complexes have also been reported [7]. We have previously
examined the chelating behaviour of some N, S/O donor thiosemi-
carbazones and semicarbazones having isatin ring in several metal
complexes with the object of gaining more information about their
nature of coordination and related structural and spectral prop-
erties [8,9]. The inherent biological potential of sulphur/nitrogen
∗
Corresponding author. Tel.: +91 141 2704677; fax: +91 141 2704677.
E-mail addresses: nighat.fahmi@gmail.com (N. Fahmi), rvsjpr@hotmail.com
(R.V. Singh).
donor ligands prompted us to undertake systematic studies with
transition metals. Platinum metal and its complexes are widely
used as catalysts [10,11].
Platinum(II) and palladium(II) complexes with thiosemicar-
bazones [12], semicarbazones [13] and S-methyl/benzyl dithiocar-
bazates [14] were reported, which showed significant biological
activities. Pd and Pt complexes also show antiamoebic activity
[15]. In recent years antimicrobial aspects and antifertility activ-
ity of coordination compounds of palladium(II) and platinum(II)
have also been reported [16]. Due to long-term treatment toxic-
ity and clinical resistance to drugs commonly used, new effective
agents are urgently needed. A new amoebicide with at least equiva-
lent efficacy to metronidazole, well tolerated, with no carcinogenic
potential, would provide a new dimension in therapy. In view
of the importance of palladium(II) and platinum(II) complexes in
chemotherapy as well as in catalysis and as part of our contin-
uing interest in metal-Schiff base complexes, we report herein
the preparation, characterization and evaluation of antibacterial,
antifungal and antiamoebic activities of some Pd(II) and Pt(II) com-
plexes derived from the thiosemicarbazone and semicarbazone of
3-acetyl-2,5-dimethylthiophene.
2. Experimental
2.1. Material and methods
Palladium and platinum salts, PdCl
2
and PtCl
2
as well as 3-
acetyl-2,5-dimethylthiophene were purchased from Alfa aesar and
1386-1425/$ – see front matter © 2009 Elsevier B.V. All rights reserved.
doi:10.1016/j.saa.2009.10.052