Skip to main content
Top
Published in: Colloid and Polymer Science 6/2017

07-04-2017 | Original Contribution

Preparation of metal ion-mediated Furosemide molecularly imprinted polymer: synthesis, characterization, and drug release studies

Authors: Amir Reza Fareghi, Peyman Najafi Moghadam, Jabbar Khalafy

Published in: Colloid and Polymer Science | Issue 6/2017

Log in

Activate our intelligent search to find suitable subject content or patents.

search-config
loading …

Abstract

In the present study, a molecularly imprinted polymer (MIP) was prepared for Furosemide drug as template molecule in H2O/THF (1:1 v/v) medium using Fe3+ as metal ion mediator. Acrylic acid, acrylamide, and N,N′-methylenebis(acrylamide) were used as functional monomer, comonomer, and cross-linking agent, respectively. Different binding and selectivity parameters of the prepared system were studied and compared with the corresponding metal ion-free MIP and non-imprinted polymer (NIP). The presence of the metal ion during pre-assembly step showed a significant influence on the imprinting ability of the resulting polymeric network due to its strong interactions with the template molecule and the functional monomer. Besides, structural, thermal, and morphological characterizations of the prepared system were investigated. In the final step, the in vitro release study of Furosemide from the synthesized polymers was carried out in pH = 7.41 phosphate-buffered saline solution at 37 °C. Results indicated that the Fe3+-mediated MIP (Fe-MIP) has larger drug loading capacity and higher amount of drug release at its equilibrium state. Moreover, according to the drug release profiles, the drug release rate of the Fe-MIP is more controlled than that of the MIP and the NIP, especially at the early stages of release.

Dont have a licence yet? Then find out more about our products and how to get one now:

Springer Professional "Wirtschaft+Technik"

Online-Abonnement

Mit Springer Professional "Wirtschaft+Technik" erhalten Sie Zugriff auf:

  • über 102.000 Bücher
  • über 537 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Finance + Banking
  • Management + Führung
  • Marketing + Vertrieb
  • Maschinenbau + Werkstoffe
  • Versicherung + Risiko

Jetzt Wissensvorsprung sichern!

Springer Professional "Technik"

Online-Abonnement

Mit Springer Professional "Technik" erhalten Sie Zugriff auf:

  • über 67.000 Bücher
  • über 390 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Maschinenbau + Werkstoffe




 

Jetzt Wissensvorsprung sichern!

Literature
1.
go back to reference Manesiotis P, Osmani Q, McLoughlin P (2012) An enantio-selective chromatographic stationary phase for S-ibuprofen prepared by stoichiometric molecular imprinting. J Mater Chem 22:11201–11207CrossRef Manesiotis P, Osmani Q, McLoughlin P (2012) An enantio-selective chromatographic stationary phase for S-ibuprofen prepared by stoichiometric molecular imprinting. J Mater Chem 22:11201–11207CrossRef
2.
go back to reference Mergola L, Scorrano S, Del Sole R, Lazzoi MR, Vasapollo G (2013) Developments in the synthesis of a water compatible molecularly imprinted polymer as artificial receptor for detection of 3-nitro-L-tyrosine in neurological diseases. Biosens Bioelectron 40:336–341CrossRef Mergola L, Scorrano S, Del Sole R, Lazzoi MR, Vasapollo G (2013) Developments in the synthesis of a water compatible molecularly imprinted polymer as artificial receptor for detection of 3-nitro-L-tyrosine in neurological diseases. Biosens Bioelectron 40:336–341CrossRef
3.
go back to reference Cheong WJ, Yang SH, Ali F (2013) Molecular imprinted polymers for separation science: a review of reviews. J Sep Sci 36:609–628CrossRef Cheong WJ, Yang SH, Ali F (2013) Molecular imprinted polymers for separation science: a review of reviews. J Sep Sci 36:609–628CrossRef
4.
go back to reference Caro E, Marcé RM, Cormack PAG, Sherrington DC, Borrull F (2006) Novel enrofloxacin imprinted polymer applied to the solid-phase extraction of fluorinated quinolones from urine and tissue samples. Anal Chim Acta 562:145–151CrossRef Caro E, Marcé RM, Cormack PAG, Sherrington DC, Borrull F (2006) Novel enrofloxacin imprinted polymer applied to the solid-phase extraction of fluorinated quinolones from urine and tissue samples. Anal Chim Acta 562:145–151CrossRef
5.
go back to reference Benito-Peña E, Martins S, Orellana G, Moreno-Bondi MC (2009) Water-compatible molecularly imprinted polymer for the selective recognition of fluoroquinolone antibiotics in biological samples. Anal Bioanal Chem 393:235–245CrossRef Benito-Peña E, Martins S, Orellana G, Moreno-Bondi MC (2009) Water-compatible molecularly imprinted polymer for the selective recognition of fluoroquinolone antibiotics in biological samples. Anal Bioanal Chem 393:235–245CrossRef
6.
go back to reference Haupt K (2003) Imprinted polymers—tailor-made mimics of antibodies and receptors. Chem Commun 2:171–177CrossRef Haupt K (2003) Imprinted polymers—tailor-made mimics of antibodies and receptors. Chem Commun 2:171–177CrossRef
7.
go back to reference Puoci F, Iemma F, Picci N (2008) Stimuli-responsive molecularly imprinted polymers for drug delivery: a review. Curr Drug Del 5:85–96CrossRef Puoci F, Iemma F, Picci N (2008) Stimuli-responsive molecularly imprinted polymers for drug delivery: a review. Curr Drug Del 5:85–96CrossRef
8.
go back to reference Gómez-Pineda LE, Pina-Luis GE, Cuán Á, García-Calzón JA, Díaz-García ME (2011) Physico-chemical characterization of flavonol molecularly imprinted polymers. React Funct Polym 71:402–408CrossRef Gómez-Pineda LE, Pina-Luis GE, Cuán Á, García-Calzón JA, Díaz-García ME (2011) Physico-chemical characterization of flavonol molecularly imprinted polymers. React Funct Polym 71:402–408CrossRef
9.
go back to reference Li J, Zhang X, Liu Y, Tong H, Xu Y, Liu S (2013) Preparation of a hollow porous molecularly imprinted polymer using tetrabromobisphenol A as a dummy template and its application as SPE sorbent for determination of bisphenol A in tap water. Talanta 117:281–287CrossRef Li J, Zhang X, Liu Y, Tong H, Xu Y, Liu S (2013) Preparation of a hollow porous molecularly imprinted polymer using tetrabromobisphenol A as a dummy template and its application as SPE sorbent for determination of bisphenol A in tap water. Talanta 117:281–287CrossRef
10.
go back to reference Luo W, Zhu L, Yu C, Tang H, Yu H, Li X, Zhang X (2008) Synthesis of surface molecularly imprinted silica micro-particles in aqueous solution and the usage for selective off-line solid-phase extraction of 2,4-dinitrophenol from water matrixes. Anal Chim Acta 618:147–156CrossRef Luo W, Zhu L, Yu C, Tang H, Yu H, Li X, Zhang X (2008) Synthesis of surface molecularly imprinted silica micro-particles in aqueous solution and the usage for selective off-line solid-phase extraction of 2,4-dinitrophenol from water matrixes. Anal Chim Acta 618:147–156CrossRef
11.
go back to reference Inoue N, Ooya T, Toshifumi T (2013) Hydrophilic molecularly imprinted polymers for bisphenol A prepared in aqueous solution. Microchim Acta 180:1387–1392CrossRef Inoue N, Ooya T, Toshifumi T (2013) Hydrophilic molecularly imprinted polymers for bisphenol A prepared in aqueous solution. Microchim Acta 180:1387–1392CrossRef
12.
go back to reference He D, Zhang X, Gao B, Wang L, Zhao Q, Chen H, Wang H, Zhao C (2014) Preparation of magnetic molecularly imprinted polymer for the extraction of melamine from milk followed by liquid chromatography-tandem mass spectrometry. Food Control 36:36–41CrossRef He D, Zhang X, Gao B, Wang L, Zhao Q, Chen H, Wang H, Zhao C (2014) Preparation of magnetic molecularly imprinted polymer for the extraction of melamine from milk followed by liquid chromatography-tandem mass spectrometry. Food Control 36:36–41CrossRef
13.
go back to reference Qu S, Wang X, Tong C, Wu J (2010) Metal ion mediated molecularly imprinted polymer for selective capturing antibiotics containing beta-diketone structure. J Chromatogr A 1217:8205–8211CrossRef Qu S, Wang X, Tong C, Wu J (2010) Metal ion mediated molecularly imprinted polymer for selective capturing antibiotics containing beta-diketone structure. J Chromatogr A 1217:8205–8211CrossRef
14.
go back to reference Qu G, Zheng S, Liu Y, Xie W, Wu A, Zhang D (2009) Metal ion mediated synthesis of molecularly imprinted polymers targeting tetracyclines in aqueous samples. J Chromatogr B 877:3187–3193CrossRef Qu G, Zheng S, Liu Y, Xie W, Wu A, Zhang D (2009) Metal ion mediated synthesis of molecularly imprinted polymers targeting tetracyclines in aqueous samples. J Chromatogr B 877:3187–3193CrossRef
15.
go back to reference Limmer F, Schinner E, Castrop H, Vitzthum H, Hofmann F, Schlossmann J (2015) Regulation of the Na+-K+-2Cl− cotransporter by cGMP/cGMP-dependent protein kinase I after furosemide administration. FEBS J 282:3786–3798CrossRef Limmer F, Schinner E, Castrop H, Vitzthum H, Hofmann F, Schlossmann J (2015) Regulation of the Na+-K+-2Cl cotransporter by cGMP/cGMP-dependent protein kinase I after furosemide administration. FEBS J 282:3786–3798CrossRef
16.
go back to reference Owen DRJ, MacAllister R, Sofat R (2015) Intravenous furosemide for acute decompensated congestive heart failure: what is the evidence? Clin Pharmacol Ther 98:119–121CrossRef Owen DRJ, MacAllister R, Sofat R (2015) Intravenous furosemide for acute decompensated congestive heart failure: what is the evidence? Clin Pharmacol Ther 98:119–121CrossRef
17.
go back to reference Cheng HWB, Sham MK, Chan KY, Li CW, Au HY, Yip T (2014) Combination therapy with low-dose metolazone and furosemide: a “needleless” approach in managing refractory fluid overload in elderly renal failure patients under palliative care. Int Urol Nephrol 46:1809–1813CrossRef Cheng HWB, Sham MK, Chan KY, Li CW, Au HY, Yip T (2014) Combination therapy with low-dose metolazone and furosemide: a “needleless” approach in managing refractory fluid overload in elderly renal failure patients under palliative care. Int Urol Nephrol 46:1809–1813CrossRef
18.
go back to reference Franz CC, Hildbrand C, Born C, Egger S, Bravo AER, Krähenbühl S (2013) Dose adjustment in patients with liver cirrhosis: impact on adverse drug reactions and hospitalizations. Eur J Clin Pharmacol 69:1565–1573CrossRef Franz CC, Hildbrand C, Born C, Egger S, Bravo AER, Krähenbühl S (2013) Dose adjustment in patients with liver cirrhosis: impact on adverse drug reactions and hospitalizations. Eur J Clin Pharmacol 69:1565–1573CrossRef
19.
go back to reference Vigil-De Gracia P, Dominguez L, Solis A (2014) Management of chronic hypertension during pregnancy with furosemide, amlodipine or aspirin: a pilot clinical trial. J Maternal Fetal Neonatal Med 27:1291–1294CrossRef Vigil-De Gracia P, Dominguez L, Solis A (2014) Management of chronic hypertension during pregnancy with furosemide, amlodipine or aspirin: a pilot clinical trial. J Maternal Fetal Neonatal Med 27:1291–1294CrossRef
20.
go back to reference Pourzitaki C, Tsaousi G, Manthou ME, Karakiulakis G, Kouvelas D, Papakonstantinou E (2016) Furosemide modifies heart hypertrophy and glycosaminoglycan myocardium content in a rat model of neurogenic hypertension. Eur J Pharmacol 784:155–163CrossRef Pourzitaki C, Tsaousi G, Manthou ME, Karakiulakis G, Kouvelas D, Papakonstantinou E (2016) Furosemide modifies heart hypertrophy and glycosaminoglycan myocardium content in a rat model of neurogenic hypertension. Eur J Pharmacol 784:155–163CrossRef
21.
go back to reference Lin BM, Curhan SG, Wang M, Eavey R, Stankovic KM, Curhan GC (2016) Hypertension, diuretic use, and risk of hearing loss. Am J Med 129:416–422CrossRef Lin BM, Curhan SG, Wang M, Eavey R, Stankovic KM, Curhan GC (2016) Hypertension, diuretic use, and risk of hearing loss. Am J Med 129:416–422CrossRef
22.
go back to reference Meka L, Kesavan B, Kalamata VN, Eaga CM, Bandari S, Vobalaboina V, Yamsani MR (2009) Design and evaluation of polymeric coated minitablets as multiple unit gastroretentive floating drug delivery systems for furosemide. J Pharm Sci 98:2122–2132CrossRef Meka L, Kesavan B, Kalamata VN, Eaga CM, Bandari S, Vobalaboina V, Yamsani MR (2009) Design and evaluation of polymeric coated minitablets as multiple unit gastroretentive floating drug delivery systems for furosemide. J Pharm Sci 98:2122–2132CrossRef
23.
go back to reference Darandale SS, Vavia PR (2012) Design of a gastroretentive mucoadhesive dosage form of furosemide for controlled release. Acta Pharm Sin B 2:509–517CrossRef Darandale SS, Vavia PR (2012) Design of a gastroretentive mucoadhesive dosage form of furosemide for controlled release. Acta Pharm Sin B 2:509–517CrossRef
24.
go back to reference Gholivand MB, Khodadadian M, Ahmadi F (2010) Computer aided-molecular design and synthesis of a high selective molecularly imprinted polymer for solid-phase extraction of furosemide from human plasma. Anal Chim Acta 658:225–232CrossRef Gholivand MB, Khodadadian M, Ahmadi F (2010) Computer aided-molecular design and synthesis of a high selective molecularly imprinted polymer for solid-phase extraction of furosemide from human plasma. Anal Chim Acta 658:225–232CrossRef
25.
go back to reference Mohammadi-khoo S, Najafi Moghadam P, Fareghi AR, Movagharnezhad N (2016) Synthesis of a cellulose-based hydrogel network: characterization and study of urea fertilizer slow release. J Appl Polym Sci 133:42935CrossRef Mohammadi-khoo S, Najafi Moghadam P, Fareghi AR, Movagharnezhad N (2016) Synthesis of a cellulose-based hydrogel network: characterization and study of urea fertilizer slow release. J Appl Polym Sci 133:42935CrossRef
26.
go back to reference Suo A, Qian J, Yao Y, Zhang W (2007) Synthesis and properties of carboxymethyl cellulose-graft-poly(acrylic acid-co-acrylamide) as a novel cellulose-based superabsorbent. J Appl Polym Sci 103:1382–1388CrossRef Suo A, Qian J, Yao Y, Zhang W (2007) Synthesis and properties of carboxymethyl cellulose-graft-poly(acrylic acid-co-acrylamide) as a novel cellulose-based superabsorbent. J Appl Polym Sci 103:1382–1388CrossRef
27.
go back to reference Wu F, Zhang Y, Liu L, Yao J (2012) Synthesis and characterization of a novel cellulose-g-poly(acrylic acid-co-acrylamide) superabsorbent composite based on flax yarn waste. Carbohydr Polym 87:2519–2525CrossRef Wu F, Zhang Y, Liu L, Yao J (2012) Synthesis and characterization of a novel cellulose-g-poly(acrylic acid-co-acrylamide) superabsorbent composite based on flax yarn waste. Carbohydr Polym 87:2519–2525CrossRef
28.
go back to reference Haseeb MT, Hussain MA, Yuk SH, Bashir S, Nauman M (2016) Polysaccharides based superabsorbent hydrogel from linseed: dynamic swelling, stimuli responsive on–off switching and drug release. Carbohydr Polym 136:750–756CrossRef Haseeb MT, Hussain MA, Yuk SH, Bashir S, Nauman M (2016) Polysaccharides based superabsorbent hydrogel from linseed: dynamic swelling, stimuli responsive on–off switching and drug release. Carbohydr Polym 136:750–756CrossRef
Metadata
Title
Preparation of metal ion-mediated Furosemide molecularly imprinted polymer: synthesis, characterization, and drug release studies
Authors
Amir Reza Fareghi
Peyman Najafi Moghadam
Jabbar Khalafy
Publication date
07-04-2017
Publisher
Springer Berlin Heidelberg
Published in
Colloid and Polymer Science / Issue 6/2017
Print ISSN: 0303-402X
Electronic ISSN: 1435-1536
DOI
https://doi.org/10.1007/s00396-017-4081-1

Other articles of this Issue 6/2017

Colloid and Polymer Science 6/2017 Go to the issue

Premium Partners