Chinese Journal of Catalysis 36 (2015) 439–445 催化学报 2015年第36卷第3期 | www.chxb.cn
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Article
Synthesis of Ag nanoparticles for the electrochemical detection of
anticancer drug flutamide
Farzaneh Ahmadi
a
, Jahan Bakhsh Raoof
a,
*, Reza Ojani
a
, Mehdi Baghayeri
a
,
Moslem Mansour Lakouraj
b
, Hamed Tashakkorian
b
a
Electroanalytical Chemistry Research Laboratory, Department of Analytical Chemistry, Faculty of Chemistry, University of Mazandaran, Babolsar, Iran
b
Department of Organic Chemistry, Faculty of Chemistry, University of Mazandaran, Babolsar, Iran
ARTICLE INFO ABSTRACT
Article history:
Received 7 July 2014
Accepted 11 August 2014
Published 20 March 2015
Ag nanoparticles were synthesized on the surface of a glassy carbon electrode modified with
p‐tert‐butylcalix[4]arene and p‐tert‐butylcalix[6]arene by the deposition of Ag
+
at an open circuit
potential followed by the electrochemical reduction of the Ag
+
. The presence of the calixarene layer
on the electrode surface controlled the particle size and prevented agglomeration. Cyclic voltam‐
metry showed that the Ag nanoparticles on the modified glassy carbon electrode had good catalytic
ability for the reduction of flutamide. The effects of calixarene concentration, potential applied for
the reduction of Ag
+
, number of calixarene layers, and pH value on the electrocatalytic activity of the
Ag nanoparticles were investigated. The modified electrode had a linear range in differential pulse
voltammetry of 10−1000 µmol/L with a detection limit of 9.33 µmol/L for flutamide at an S/N = 3.
The method was applied to the detection of flutamide in practical samples.
© 2015, Dalian Institute of Chemical Physics, Chinese Academy of Sciences.
Published by Elsevier B.V. All rights reserved.
Keywords:
Silver nanoparticle
Calix[n]arene
Flutamide
Voltammetric sensor
1. Introduction
Flutamide (FLT), 4‐nitro‐3‐trifluoromethyl‐isobutilanilide,
is a widely used nonsteroidal anti‐androgen drug for the
treatment of prostate cancer. FLT and other anti‐androgens
block the male hormone, testosterone, which stimulates the
growth of prostate cancer cells. The prostate cancer cells are
unable to grow without testosterone. FLT does not cure pros‐
tate cancer, but it can keep the cancer under control for many
months or years [1,2]. FLT has also been used in the treatment
of male‐to‐female transsexuals. After human oral administra‐
tion, FLT is quickly metabolized to produce about 10 metabo‐
lites, mainly 2‐hydroxyflutamide and 3‐trifluoromethyl‐
4‐nitroaniline [3].
There are limited methods for the selective detection of FLT,
which are flow injection [4], spectrophotometric [5,6] and
electrochemical [7,8] methods, and high performance liquid
chromatography (HPLC) [9]. These methods suffer from dif‐
ferent problems. The flow injection method has a high limit of
detection (LOD), the spectrophotometric and HPLC methods do
not have specific LODs, and the electrochemical methods use a
dropping mercury electrode that is hazardous to the environ‐
ment. In the present study, we developed a sensitive and rapid
method with a low LOD for the detection of FLT in practical
samples using electrochemical methods, which gave the ad‐
vantageous of simplicity and sensitivity. Electrochemical
methods such as differential pulse polarography [10], stripping
voltammetry [11], differential pulse voltammetry [12], and
square‐wave voltammetry [13] have been widely applied for
the detection of pharmaceuticals.
In recent years, particular modification methods that can
activate the surface of a glassy carbon electrode (GCE) with
* Corresponding author. Tel: +98‐112‐5342392; Fax: +98‐112‐5342350; E‐mail: j.raoof@umz.ac.ir
DOI: 10.1016/S1872‐2067(14)60209‐6 | http://www.sciencedirect.com/science/journal/18722067 | Chin. J. Catal., Vol. 36, No. 3, March 2015