RESEARCH ARTICLE
Antimicrobial and antitumor activities of 1,2,4‐triazoles/
polypyrrole chitosan core shell nanoparticles
Nehal Salahuddin
1
| Ahmed A. Elbarbary
1
| Mohamed L. Salem
2
| Samar Elksass
1
1
Department of Chemistry, Faculty of
Science, Tanta University, Tanta, Egypt
2
Department of Zoology, Faculty of Science,
Tanta University, Tanta, Egypt
Correspondence
N. Salahuddin, Department of Chemistry,
Faculty of Science, Tanta University, Tanta
31527, Egypt.
Email: nehal.attaf@science.tanta.edu.eg
Funding information
High Studies and Research Sector at Tanta
University, Grant/Award Number: 03‐13‐02
Abstract
Combination of natural biodegradable polymer with a synthetic polymer offers excel-
lent properties for the support in drug delivery system. For this purpose, biodegradable
conductive nanoparticle polypyrrole based on chitosan (PPC) has been prepared via
oxidative polymerization of pyrrole in presence of chitosan using FeCl
3
as oxidant in
acidic medium and used as a carrier for 1,2,4‐triazoles. The resultant nanoparticles were
characterized by X‐ray diffraction, Fourier transform infrared analysis, transmission
electron microscopy, scanning electron microscopy, and thermal gravimetric analysis.
The results indicate that spherical nanoparticle of average diameter 52 Æ 8 nm was suc-
cessfully prepared. The spherical particles were composed of dark sphere surrounded
by grey shell. A circumferential dark ring is observed in the shell after loading 1,2,4‐
triazoles into PPC nanoparticles. The loaded triazoles were released almost linearly
against time in a sustained fashion into different pH media. The mechanism of triazoles
release was determined using different kinetics equations. The antibacterial activities
against the gram‐negative and gram‐positive bacteria were examined. Furthermore,
the antitumor activity of PPC nanoparticles loaded 1,2,4‐triazoles was also examined
against Ehrlich ascites carcinoma cells and breast cancer cell line (MCF7). Polypyrrole
chitosan loaded nanoparticles exhibited higher antitumor activity than 1,2,4‐triazoles.
KEYWORDS
antibacterial activity, antitumor activity, drug delivery, kinetics of triazole released, polypyrrole chitosan
nanoparticles
1 | INTRODUCTION
Nanotechnology is one of the most promising and growing
technology today that shows an extremely high potential for
applications in the field of medicine and biotechnology.
[1]
Nanostructured materials were found to be of great signifi-
cance because of their inherent properties such as large
surface area to volume ratio and stability.
[1]
Chitosan (CS) is a naturally occurring nontoxic, biocom-
patible, biodegradable, cationic polysaccharide, so it has
gained an increased attention in biomedical as well as
pharmaceutical purposes.
[2]
Chitosan is very abundant, and
its production is of low cost and ecologically interesting.
[2]
Chitosan was obtained by partial deacetylation of chitin,
the major component of crustacean shells with multifunc-
tional polysaccharide based on amino glycoside repeating
unit.
[3]
Chitosan is a linear amino polysaccharide composed
of randomly distributed (1 ! 4) linked D‐glucosamine and
N‐acetyl‐D‐glucosamine units.
[3]
Due to its positive charges
at physiological pH, CS is also bioadhesive, which
increases retention at the site of application.
[4]
In addition,
CS promotes wound healing, has bacteriostatic effects,
and is a suitable candidate in the field of drug carrier,
actuators, and tissue scaffolds.
[5–7]
However, the good solu-
bility of CS in acidic media limits its application as drug
delivery.
[8]
Received: 25 October 2016 Revised: 25 January 2017 Accepted: 24 February 2017
DOI: 10.1002/poc.3702
J Phys Org Chem. 2017;30:e3702.
https://doi.org/10.1002/poc.3702
Copyright © 2017 John Wiley & Sons, Ltd. wileyonlinelibrary.com/journal/poc 1 of 13