Colloids and Surfaces B: Biointerfaces 95 (2012) 154–161
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Colloids and Surfaces B: Biointerfaces
j our na l ho me p age: www.elsevier.com/locate/colsurfb
Fabrication of ellagic acid incorporated self-assembled peptide microtubes and
their applications
Stacey N. Barnaby
a
, Karl R. Fath
b,c
, Areti Tsiola
b,1
, Ipsita A. Banerjee
a,∗
a
Department of Chemistry, Fordham University, 441 East Fordham Road, Bronx, NY 10458, United States
b
Biology Department, Queens College, The City University of New York, 6530 Kissena Boulevard, Flushing, NY 11367, United States
c
The Graduate Center, The City University of New York, 365 Fifth Avenue, New York, NY 10016, United States
a r t i c l e i n f o
Article history:
Received 1 December 2011
Received in revised form 20 February 2012
Accepted 21 February 2012
Available online 1 March 2012
Keywords:
Peptides
Bolaamphiphiles
Self-assembly
Ellagic acid
Threonine
a b s t r a c t
Ellagic acid (EA), a plant polyphenol known for its wide-range of health benefits was encapsulated within
self-assembled threonine based peptide microtubes. The microtubes were assembled using the synthe-
sized precursor bolaamphiphile bis(N--amido threonine)-1,5-pentane dicarboxylate. The self-assembly
of the microstructures was probed at varying pH. In general, tubular formations were observed at a pH
range of 4–6. The formed microtubes were then utilized for fabrication with EA. We probed the ability of
the microtubes as drug release vehicles for EA as well as for antibacterial applications. It was found that
the release of EA was both pH and concentration dependent. The biocompatibility as well as cytotoxicity
of the EA-fabricated microtubes was examined in the presence of mammalian normal rat kidney (NRK)
cells. Finally the antibacterial effects of the EA incorporated peptide microtubes was examined against
Escherichia coli and Staphylococcus aureus.
© 2012 Elsevier B.V. All rights reserved.
1. Introduction
Over the past decade, there has been a tremendous surge in
the development of nanomaterials to mimic and target biological
systems for various biomedical as well as biosensor applica-
tions [1–3]. Specifically, a plethora of nanomaterials have been
explored for their potential in drug delivery applications. For
example, Yang et al. [4] designed polymer vesicles from hetero-
functional amphiphilic triblock copolymers for targeted anticancer
drug delivery. In a separate study, lipid–polymer hybrid nanopar-
ticles were designed for targeting of mammalian cells or tissues
[5]. Polymer nanoparticles consisting of PFO (polyfluorene) and
poly(l-glutamic acid) conjugated with doxorubicin have also been
fabricated [6]. Amphiphilic block copolymer micelles have been uti-
lized as hydrophobic drugs within films [7]. Polymeric dendrimers
have also been fabricated using poly(l-glutamic acid) [8], and its
subsequent conjugation with DOX allowed for a targeted drug
delivery system. Gao et al. [9] have designed nanoparticles based on
polyacrylamide that could avoid being up taken by macrophages.
Furthermore, Ding et al. [10] designed a system of cisplatin
∗
Corresponding author. Tel.: +1 718 817 4445; fax: +1 718 817 4432.
E-mail address: banerjee@fordham.edu (I.A. Banerjee).
1
Current address: Department of Biological Sciences and Geology, Queensboro
Community College, 222-05 56th Avenue, Bayside, NY 11364, United States.
(CDDP)-loaded gelatin/poly(acrylic acid) nanoparticles for trans-
tissue drug delivery.
In addition to various synthetic structures, natural drug
delivery systems have also been investigated, such as chitosan
[11–13], pullulan [14–17], alginates [18–23], and hyaluronic acid
[24–26]. For example, chitosan-functionalized graphene oxide
hybrid nanosheets were fabricated for the controlled release of
Ibubrofen and 5-fluorouracil [27]. The biopolymer pullulan has
been modified and its ability to self-assemble into hydrogels for
drug delivery has been explored. Pullulan hydrogels have been
found to serve as a coating for stents needed in local arterial ther-
apy. Furthermore, pullulan/DOX conjugated nanoparticles were
utilized as drug delivery vehicles for pH-controlled release. Several
hyaluronic acid (HA) conjugates have also been synthesized and
allowed to self-assemble into nanoparticles that were shown to tar-
get tumors [26]. Alginate based copolymers composed of 1–4 linked
-l-guluronic acid and -d-mannuronic acid have been functional-
ized with proteins and utilized for the controlled release of TGF- 1,
basic fibroblast growth factor (bFGF), tumor necrosis factor recep-
tor (TNFR), as well as angiogenesis factor, epidermal growth factor
(EGF), and urogastrone. In a separate study, DOX was released from
alginate embedded magnetic nanoheaters.
Peptide nanotubes and microtubes are a relatively new class
of biomaterials that have garnered much interest because of their
facile self-assembly and ability to be functionalized, as well as
their biocompatibility [28–33]. Nanotubes grown from cationic
0927-7765/$ – see front matter © 2012 Elsevier B.V. All rights reserved.
doi:10.1016/j.colsurfb.2012.02.031