Online citations, reference lists, and bibliographies.
← Back to Search

Oxaprozin/poly(2-hydroxyethyl Acrylate/itaconic Acid) Hydrogels: Morphological, Thermal, Swelling, Drug Release And Antibacterial Properties

M. Babić, K. Antić, Jovana S. Vuković, Bojan Đ. Božić, Sladjana Davidović, J. Filipović, Simonida Lj. Tomić
Published 2014 · Materials Science

Save to my Library
Download PDF
Analyze on Scholarcy
Share
In this study, a series of novel stimuli-sensitive hydrogels based on 2-hydroxyethyl acrylate and itaconic acid monomers were designed for the controlled release of hydrophobic drug, Oxaprozin. All samples were synthesized by the free-radical crosslinking copolymerization and characterized for structural, morphological, thermal, surface charge, swelling and antibacterial properties. In order to investigate the influence of the drug on hydrogel properties the same characterization was conducted for all Oxaprozin-loaded samples. The chemical composition of hydrogels was studied using Fourier transform infrared spectroscopy, while their morphology and thermal properties were examined by scanning electron microscopy and differential scanning calorimetry. Swelling studies, conducted in the physiological pH range from 2.20 to 8.00 and in the temperature range from 25 to 50 °C, showed that the loaded drug does not modify the pH and temperature sensitivity of the hydrogels, but reduces their swelling capacity. The in vitro drug release study conducted at pH 2.20 and 7.40 showed that all hydrogels can be tailored as colon specific drug delivery systems, and the drug release rate can be effectively controlled by IA content. In addition, the antibacterial activity of the hydrogels was determined against Escherichia coli and Staphylococcus aureus, by the zone of inhibition test. Results of our study indicate that these “smart” hydrogels, with specific morphology, surface charge, swelling capacity, drug loading efficiency and release behavior, could be designed to obtain an enhanced and site-specific controlled drug release system by simply adjusting their composition.
This paper references
Polycaprolactone diacrylate (PCL-DAr) crosslinked biodegradable semi-interpenetrating networks (semi-IPNs) of polyacrylamide and gelatin for controlled drug
M Jaiswal (2010)
10.1002/JBM.820231007
Correlation between mesh size and equilibrium degree of swelling of polymeric networks.
Tiziana Canal (1989)
10.1016/0168-3659(85)90050-1
Surface, interfacial and molecular aspects of polymer bioadhesion on soft tissues
N. Peppas (1985)
10.1007/S11426-010-0084-1
Synthesis of Fe3O4@SiO2@polymer nanoparticles for controlled drug release
C. Wu (2010)
10.1002/jbm.b.31272
Bioactive scaffolds mimicking natural dentin structure.
A. Lluch (2009)
Search of antimicrobial activity of selected non-antibiotic drugs.
H. Kruszewska (2002)
10.1089/ten.tea.2007.0295
Differentiation of postnatal neural stem cells into glia and functional neurons on laminin-coated polymeric substrates.
C. Martínez-Ramos (2008)
10.1016/J.BIOMATERIALS.2004.04.023
In vitro drug release studies from the polymeric hydrogels based on HEA and HPMA using 4-[(E)-[(3Z)-3-(4-(acryloyloxy)benzylidene)-2-hexylidene]methyl]phenyl acrylate as a crosslinker.
A. Arun (2005)
10.1163/156856002321168204
Recent pharmacodynamic and pharmacokinetic findings on oxaprozin
K. Rainsford (2004)
10.1016/S0939-6411(00)00090-4
Hydrogels in pharmaceutical formulations.
N. Peppas (2000)
10.1016/S0950-3579(88)80021-9
Side-effects of non-steroidal anti-inflammatory drugs.
D. Henry (1988)
10.1007/s10853-011-5901-1
Thermo- and pH-sensitive behavior of hydrogels based on oligo (ethylene glycol) methacrylates and acrylic acid
Y. Wang (2011)
10.1007/S10853-010-5158-0
Intelligent poly(N-isopropylacrylamide)-carboxymethyl cellulose full interpenetrating polymeric networks for protein adsorption studies
S. Ekici (2011)
10.1016/0168-3659(95)00085-2
Measurement of the swelling force in ionic polymer networks. III. Swelling force of interpolymer complexes
C. L. Bell (1995)
10.1002/APP.1841
Interpenetrating polymer networks based on poly(acrylic acid) and gelatin. I: Swelling and thermal behavior
K. Burugapalli (2001)
10.1016/J.JCONREL.2003.12.004
Design of a novel hydrogel-based intelligent system for controlled drug release.
Hongyan He (2004)
10.1016/J.CEJ.2011.10.083
Synthesis and characterization of poly(2-hydroxyethyl methacrylate/itaconic acid/poly(ethylene glycol) dimethacrylate) hydrogels
Sava N. Dobić (2012)
10.1007/s12272-013-0280-6
Natural and synthetic biomaterials for controlled drug delivery
Jang Kyoung Kim (2014)
10.1002/APP.28907
Synthesis and characterization of biodegradable interpenetrating polymer networks based on gelatin and divinyl ester synthesized from poly(caprolactone diol)
R. Mohamed (2009)
10.1023/B:PHAM.0000016242.48642.71
The “High Solubility” Definition of the Current FDA Guidance on Biopharmaceutical Classification System May Be Too Strict for Acidic Drugs
M. Yazdanian (2004)
10.1023/A:1016170630750
Incorporation of malonic acid into acrylamide hydrogel by radiation technique and its effect on swelling behavior
Dursun Saraydın (2002)
10.1007/BF01117450
Application of Akaike's information criterion (AIC) in the evaluation of linear pharmacokinetic equations
K. Yamaoka (2005)
10.1007/s10853-011-6005-7
A casein-polysaccharide hybrid hydrogel cross-linked by transglutaminase for drug delivery
Wenwen Yin (2011)
10.1016/J.PROGPOLYMSCI.2008.07.005
Responsive polymers in controlled drug delivery
A. Bajpai (2008)
10.1186/1477-3155-3-6
Interaction of silver nanoparticles with HIV-1
J. L. Elechiguerra (2005)
10.1088/1748-6041/5/6/065014
Polycaprolactone diacrylate crosslinked biodegradable semi-interpenetrating networks of polyacrylamide and gelatin for controlled drug delivery.
Maneesh Jaiswal (2010)
10.1016/0378-5173(89)90306-2
A simple equation for the description of solute release. III. Coupling of diffusion and relaxation
N. Peppas (1989)
10.1155/2013/258209
Current Perspectives in NSAID-Induced Gastropathy
M. Sinha (2013)
10.1002/JPS.2600521210
MECHANISM OF SUSTAINED-ACTION MEDICATION. THEORETICAL ANALYSIS OF RATE OF RELEASE OF SOLID DRUGS DISPERSED IN SOLID MATRICES.
T. Higuchi (1963)
10.1007/s10853-011-6100-9
Investigation on sulphonated PEEK beads for drug delivery, bioactivity and tissue engineering applications
S. Shanmuga Sundar (2011)
10.1007/S00289-009-0123-2
Synthesis and characterization of poly(2-hydroxyethyl methacrylate/itaconic acid) copolymeric hydrogels
Simonida Ljubisa Tomić (2009)
10.1248/CPB.C12-00185
Synthesis, characterization and antiproliferative activity of transition metal complexes with 3-(4,5-diphenyl-1,3-oxazol-2-yl)propanoic acid (oxaprozin).
B. Božić (2012)
Polycaprolactone diacrylate ( PCL - DAr ) crosslinked biodegradable semi - interpenetrating networks ( semi - IPNs ) of polyacrylamide and gelatin for controlled drug delivery
M Jaiswal (2010)
10.1016/0169-409x(93)90027-2
Biodegradable Hydrogels for Drug Delivery
K. R. Kamath (1993)
10.1615/CRITREVTHERDRUGCARRIERSYST.V22.I2.10
Hydrogels for pharmaceutical and biomedical applications.
Nilotpol Kashyap (2005)
10.1016/j.saa.2010.01.004
Theoretical and vibrational studies of 4,5-diphenyl-2-2 oxazole propionic acid (oxaprozin).
S. Sagdinc (2010)
Application of the Akaike information criterion (AIC) in the evaluation of linear pharmacokinetics equations
K Yamoaka (1978)
10.1016/J.CEJ.2007.11.025
Chitosan hydrogel beads for fulvic acid adsorption: Behaviors and mechanisms
S. Wang (2008)
10.1002/POLB.20129
Network structure and swelling–shrinking behaviors of pH‐sensitive poly(acrylamide‐co‐itaconic acid) hydrogels
T. Çaykara (2004)
10.1007/BF02495994
The use of the pH at the point of zero charge for characterizing the properties of oxide hydroxides
S. Pechenyuk (1999)
10.1016/S0376-7388(00)85001-2
Solute diffusion in swollen membranes
M. L. B. A. N. A. Peppas (1987)
10.1016/S0168-3659(02)00032-9
Reversible adsorption by a pH- and temperature-sensitive acrylic hydrogel.
C. Alvarez-Lorenzo (2002)
10.1007/s00289-012-0830-y
Antimicrobial P(HEMA/IA)/PVP semi-interpenetrating network hydrogels
Bojana D. Krezović (2012)
Synthesis of Fe 3 O 4 @ SiO 2 @ polymer nanoparticles for controlled drug release
W. Cheng-lin
10.1002/CHIN.200138289
Hydrogels for Tissue Engineering
K. Lee (2001)
10.1002/APP.24835
Preparation and antibacterial effects of PVA‐PVP hydrogels containing silver nanoparticles
Haijun Yu (2007)
A SIMPLE EQUATION FOR SOLUTE RELEASE PART 1. FICKIAN AND NONFICKIAN RELEASE FROM NONSWELLABLE DEVICES IN THE FORM OF SLABS, SPHERES, CYLINDERS OR DISKS
P. L. Ritger (1987)
10.1021/bm8006242
Designing temperature-responsive biocompatible copolymers and hydrogels based on 2-hydroxyethyl(meth)acrylates.
Olga V. Khutoryanskaya (2008)
10.1177/0885328209357111
Modification of Polyglutamic Acid with Silanol Groups and Calcium Salts to Induce Calcification in a Simulated Body Fluid
Mi-Young Koh (2011)
10.1186/1477-3155-3-1
Examination of Cholesterol oxidase attachment to magnetic nanoparticles
Gilles K. Kouassi (2005)
Analysis of Fickian and non-Fickian drug release from polymers.
N. Peppas (1985)
10.1177/0885328211428524
Assessment of multicomponent hydrogel scaffolds of poly(acrylic acid-2-hydroxy ethyl methacrylate)/gelatin for tissue engineering applications
Maneesh Jaiswal (2013)
10.1021/JA027759Q
Polymeric nanogels produced via inverse microemulsion polymerization as potential gene and antisense delivery agents.
K. McAllister (2002)
10.1016/J.BURNS.2005.08.012
Evaluation of a bi-layer wound dressing for burn care. II. In vitro and in vivo bactericidal properties.
L. Martineau (2006)
10.1016/0376-7388(95)00120-7
pH-sensitive membranes from poly(vinyl alcohol)/poly(acrylic acid) interpenetrating networks
Linda F. Gudeman (1995)
10.1007/s10965-013-0293-3
Thermo- and pH-sensitive interpenetrating poly(N-isopropylacrylamide)/carboxymethyl pullulan network for drug delivery
Ionela Asmarandei (2013)
10.1007/s10853-012-6794-3
Thermosensitive poly (N-isopropylacrylamide) hydrophobic associated hydrogels: optical, swelling/deswelling, and mechanical properties
C. Liu (2012)
10.1021/bm800043n
Acid-labile core cross-linked micelles for pH-triggered release of antitumor drugs.
Y. Chan (2008)
10.1002/marc.200900507
Nitroxide-mediated copolymerization of 2-hydroxyethyl acrylate and 2-hydroxypropyl acrylate: copolymerization kinetics and thermoresponsive properties.
R. Hoogenboom (2009)
Oxazoles, US patent 3,578,671
K Brown (1971)
10.1016/S1043-6618(89)80007-6
Thrombolytic activity of defibrotide: a morphometric evaluation in experimental venous thrombosis.
G. Fumagalli (1989)
Incorporation of maleic acid into acrylamide hydrogel by radiation technique and its effect on swelling
D Saraydin (2002)
10.1007/BF00255341
Solute diffusion in swollen membranes
R. S. Harland (1987)
10.1016/J.BIOMATERIALS.2007.07.021
Microengineered hydrogels for tissue engineering.
A. Khademhosseini (2007)
10.1016/0378-5173(92)90257-3
A glucose-triggered solubilizable polymer gel matrix for an insulin delivery system
Y. K. Choi (1992)
10.1016/S0928-0987(02)00076-3
Binding and release of drugs into and from thermosensitive poly(N-vinyl caprolactam) nanoparticles.
Henna Vihola (2002)
10.1016/J.COLSURFA.2005.12.017
Characterization and utilization of mesoporous fertilizer plant waste carbon for adsorptive removal of dyes from aqueous solution
I. D. Mall (2006)
10.1016/S0142-9612(03)00419-8
Preparation and characterization of poly(lactic acid)-poly(ethylene glycol)-poly(lactic acid) (PLA-PEG-PLA) microspheres for controlled release of paclitaxel.
G. Ruan (2003)
10.1002/(SICI)1097-4636(19980305)39:3<478::AID-JBM19>3.0.CO;2-6
Analysis of plasma protein adsorption on polymeric nanoparticles with different surface characteristics.
M. Lück (1998)



This paper is referenced by
10.1080/1023666X.2019.1594058
Development, characterization, swelling, and network parameters of amino acid grafted guar gum based pH responsive polymeric hydrogels
R. Jalababu (2019)
10.2298/HEMIND151225006A
Removal of Pb2+ ions from aqueous solution by P(HEA/IA) hydrogels
K. Antić (2016)
10.1007/s10965-018-1568-5
Design and fabrication of a triple-responsive chitosan-based hydrogel with excellent mechanical properties for controlled drug delivery
Yuju Che (2018)
10.1080/09205063.2015.1132616
Preparation and antibacterial properties of O-carboxymethyl chitosan/lincomycin hydrogels
Guanghua He (2016)
10.1016/j.ejps.2017.06.017
Influence of the drug distribution in electrospun gliadin fibers on drug‐release behavior
Y. Xu (2017)
10.1016/J.MATLET.2015.10.078
Evaluation of novel antiproliferative controlled drug delivery system based on poly(2-hydroxypropyl acrylate/itaconic acid) hydrogels and nickel complex with Oxaprozin
M. Babić (2016)
Removal of Pb 2 + from aqueous solution by P ( HEA / IA ) hydrogels
K. Antić (2017)
10.1007/s00289-018-2435-6
An alginate-based hydrogel composite obtained by UV radiation and its release of 5-fluorouracil
Chengyi Wu (2018)
10.1007/s10853-016-0182-3
Use of epoxypropoxy-propyl-trimethoxysilane in the fabrication of bioactive gelatin microspheres using an emulsification method
M. Farokhi (2016)
10.1007/s10965-020-02061-0
Dual responsive GG-g-PNPA/PIPAM based novel hydrogels for the controlled release of anti- cancer agent and their swelling and release kinetics
R. Jalababu (2020)
10.1007/s10965-017-1321-5
Synthesis, characterization and toxicological evaluation of pH-sensitive polyelectrolyte Nanogels
Jahanzeb Mudassir (2017)
10.1016/J.CHERD.2017.03.030
Structural, thermal, mechanical, swelling, drug release, antibacterial and cytotoxic properties of P(HEA/IA)/PVP semi-IPN hydrogels
Bojana D. Krezović (2017)
10.1016/j.ijbiomac.2017.05.160
Phosphate crosslinked pectin based dual responsive hydrogel networks and nanocomposites: Development, swelling dynamics and drug release characteristics.
S. Eswaramma (2017)
10.1002/jhet.3842
Design and synthesis of oxaprozin‐1,3,4‐oxadiazole hybrids as potential anticancer and antibacterial agents
Parsharamulu Rayam (2020)
10.1007/s10853-015-9179-6
Evaluation of poly(hydroxyethyl acrylate/itaconic acid) hydrogels for controlled delivery of transition metal complexes with Oxaprozin as potential antiproliferative agents
M. Babić (2015)
10.1002/MACP.202000186
Controlled Curcumin Release from Hydrogel Scaffold Platform Based on 2‐Hydroxyethyl Methacrylate/Gelatin/Alginate/Iron(III) Oxide
Marija M. Babić (2020)
10.1039/C6RA21043K
Investigation on pH-switchable (itaconic acid/ethylene glycol/acrylic acid) based polymeric biocompatible hydrogel
M. Sakthivel (2016)
10.1016/j.ijbiomac.2016.05.091
Preparation and properties of novel hydrogel based on chitosan modified by poly(amidoamine) dendrimer.
Guanghua He (2016)
10.1039/C5TB02046H
In vitro and in vivo evaluation of xanthan gum-succinic anhydride hydrogels for the ionic strength-sensitive release of antibacterial agents.
Bailiang Wang (2016)
10.1016/j.msec.2015.11.004
Effect of photografting 2-hydroxyethyl acrylate on the hemocompatibility of electrospun poly(ethylene-co-vinyl alcohol) fibroporous mats.
P. Mayuri (2016)
10.1016/J.JDDST.2019.02.029
Synthesis and physicochemical properties of pH-sensitive hydrogel based on carboxymethyl chitosan/2-hydroxyethyl acrylate for transdermal delivery of nobiletin
H. J. Jeong (2019)
10.1007/978-981-15-0283-5_10
Semi-interpenetrating Networks Based on (Meth)acrylate, Itaconic Acid, and Poly(vinyl Pyrrolidone) Hydrogels for Biomedical Applications
M. Babić (2020)
10.1016/J.JDDST.2017.12.013
Synthesis and characterization of dual responsive sodium alginate-g-acryloyl phenylalanine-poly N-isopropyl acrylamide smart hydrogels for the controlled release of anticancer drug
R. Jalababu (2018)
10.1002/JHET.3503
Design, Synthesis and Molecular Modeling of Nonsteroidal Anti‐inflammatory Drugs Tagged Substituted 1,2,3‐Triazole Derivatives and Evaluation of Their Biological Activities
Srinivasa Rao Dasari (2019)
10.1016/J.COESH.2019.07.004
Itaconic acid: an effective sorbent for removal of pollutants from dye industry effluents
B. Bharathiraja (2019)
Semantic Scholar Logo Some data provided by SemanticScholar