FULL PAPER
Pyrazine based Pt(II) bis‐alkynyl organometallic complexes:
Synthesis, characterization, and cytotoxic effect on A549 human
lung carcinoma cells
Sourav Bhowmick
1
| Achintya Jana
1
| Subba R. Marri
2
| Prerak Gupta
3
| J.N. Behera
2
|
Biman B. Mandal
3
| Neeladri Das
1
1
Department of Chemistry, Indian Institute
of Technology Patna, Patna 801 106, Bihar,
India
2
School of Chemical Sciences, National
Institute of Science Education and Research
(NISER), Bhubaneswar 751005, India
3
Department of Biosciences and
Bioengineering, Indian Institute of
Technology Guwahati, Guwahati 781039,
Assam, India
Correspondence
Neeladri Das, Department of Chemistry,
Indian Institute of Technology Patna, Patna
801 106, Bihar, India.
Email: neeladri@iitp.ac.in;
neeladri2002@yahoo.co.in
Biman B. Mandal, Department of
Biosciences and Bioengineering, Indian
Institute of Technology Guwahati, Guwahati,
India.
Email: biman.mandal@iitg.ernet.in; mandal.
biman@gmail.com
A facile and efficient synthesis of a series of five new pyrazine‐based organometal-
lic complexes is being reported. The complexes (2–6) have been fully characterized.
Molecules 2, 3 and 6 were structurally characterized by single crystal X‐ray crystal-
lographic analyses. Additionally, anticancer properties of these organometallic com-
plexes have been studied against A549 human lung carcinoma cells. Biological
studies suggest that complex 5 (with pendant pyridine moieties) exhibited maximal
growth inhibitory cytotoxic effect even at lower concentration (nearly 0.5–1 μM)
whereas the other four compounds (2, 3, 4 and 6) were non‐toxic below 1 μM
concentration. Two complexes (4 and 6) were effective only at higher doses (approx
30 μM) while the remaining two organometallic complexes (2 and 3) were able to
inhibit 50% cell growth at slightly lower concentration (nearly 10 μM). As far as
IC
50
is concerned, 5 exhibited a minimum value ranging between 3–5 μM which
is comparable with cisplatin under similar conditions.
KEYWORDS
A549 human lung carcinoma cells, anticancer, cytotoxic effect, organometallic complex, pyrazine, X‐ray
crystallography
1 | INTRODUCTION
Research in the development of new organometallic
complexes bearing metal alkynyl linkages has gained
much importance since the last decade.
[1]
The interest in
such π‐conjugated metal–organic units is attributed to their
potential use as smart materials with applications in the field
of electronics, optics, sensors and design of luminescent
devices.
[2]
More importantly, several organometallic
complexes have been screened as potential candidates for
use in treatment of (lungs) cancer.
[3]
The need to develop
new anticancer compounds stems from the fact that widely
used platinum based drugs (cisplatin, carboplatin and
oxaliplatin) have several drawbacks that include but are
not limited to undesirable harmful side‐effects and antitu-
mor activity with a relatively narrow spectrum.
[4]
In this
context, it may be mentioned that polynuclear platinum
complexes may be considered as alternative drugs to
cisplatin (and its derivatives) with the objective to widen
the spectrum of platinum based anticancer drugs concomi-
tantly reducing the other side effects.
[5]
As far as organometallic complexes with multiple plati-
num centers are concerned, several organic motifs such as
anthracene, phenanthrene, carbazole, fluorene, truxene,
iptycene, oxadiazole, and others have been incorporated.
[6]
Recently, we have reported Pt(II) organometallic complexes
derived from 2,6‐dichloropyrazine as a precursor unit.
[7]
This
current research interest, i.e., development of pyrazine unit
Received: 16 January 2017 Revised: 3 March 2017 Accepted: 4 March 2017
DOI: 10.1002/aoc.3824
Appl Organometal Chem. 2017;e3824.
https://doi.org/10.1002/aoc.3824
Copyright © 2017 John Wiley & Sons, Ltd. wileyonlinelibrary.com/journal/aoc 1 of 11