Skip to main content
Disciplines
Automotive Business IT + Informatics Construction + Real Estate Electrical Engineering + Electronics Energy + Sustainability Insurance + Risk Finance + Banking Management + Leadership Marketing + Sales Mechanical Engineering + Materials
Events
DE
EN
Books
Journals
Topic Page
Marketing
Start single access now
Access for companies
EXTENDED SEARCH
Log in
Top
Polymer Bulletin
Published in: Polymer Bulletin 2/2023

05-03-2022 | Original Paper

Cross-linking polymerization of beta-cyclodextrin with acrylic monomers; characterization and study of drug carrier properties

Authors: Huma Butt, Muhammad Usman Minhas, Kifayat Ullah Khan, Muhammad Sohail, Ikrima Khalid, Sehrish Rehmani, Muhammad Suhail

Published in: Polymer Bulletin | Issue 2/2023

Log in

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

search-config
loading …

Abstract

β-cyclodextrin-based novel pH-responsive hydrogels were prepared by grafting 2-acrylamido-2-methylpropane sulphonic acid (AMPS) and methacrylic acid (MAA) through free radical polymerization technique using N,N′-methylene-bis-acrylamide as cross-linker for the controlled drug delivery. Captopril was loaded as a model drug. The influence of acrylamide sulphonate and methacrylate-modified β-cyclodextrin was investigated on the properties of preformed hydrogels. FTIR, TGA, DSC, SEM and Sol–gel fraction analysis were performed for the characterization of these polymeric composites. pH-responsive properties of β-CD-co-poly (AMPS) and β-CD-co-poly (MAA) hydrogels were studied by evaluating swelling dynamics at different pH. FTIR, TGA and DSC analysis confirmed the formation of new polymeric network. β-CD-co-poly (MAA) gels with less monomeric contents showed maximum swelling, drug loading and release at pH 7.4, while β-CD-co-poly (AMPS) hydrogels exhibited pH independent swelling and drug release was observed maximum at pH 7.4. Sol–gel analysis showed increase in gel fraction on increasing β-cyclodextrin, AMPS and MAA contents. Results indicated non-Fickian release of captopril from β-CD-based-hydrogel. Thereby, concluding that β-cyclodextrin properties can be functionalized differently by cross-linking with different monomers, moreover, it forms stable polymeric network with both monomers. Polymeric hydrogels with such excellent mouldable modalities can be effectively employed as carrier system for the controlled drug delivery.
previous article A flexible method for changing the transition temperature of polyurethane solid–solid phase change materials
next article Pyrolysis kinetics of [4-(hydroxymethyl)phenoxymethyl]polystyrene (Wang) resin using master-plot method and distributed reactivity model

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!

inform now

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!

inform now
Literature
1.
Tian H et al (2012) Biodegradable synthetic polymers: preparation, functionalization and biomedical application. Prog Polym Sci 37(2):237–280CrossRef
2.
Siegel RA, Rathbone MJ (2012) Overview of controlled release mechanisms. Fundamentals and applications of controlled release drug delivery. Springer, Boston
3.
Kaparissides C et al (2006) Recent advances in novel drug delivery systems. J Nanotechnol Online 2:1–11
4.
5.
Kenet T et al (2012) Disconnectivity of the cortical ocular motor control network in autism spectrum disorders. Neuroimage 61(4):1226–1234CrossRef
6.
7.
Khan S, Anwar N (2021) Gelatin/carboxymethyl cellulose based stimuli-responsive hydrogels for controlled delivery of 5-fluorouracil, development, in vitro characterization, in vivo safety and bioavailability evaluation. Carbohydr Polym 257:117617CrossRef
8.
9.
Deligkaris K et al (2010) Hydrogel-based devices for biomedical applications. Sens Actuators B Chem 147(2):765–774CrossRef
10.
Vasheghani-Farahani E, Ganji F (2009) Hydrogels in controlled drug delivery. Polym J 18:63–88
11.
Ghorpade VS, Yadav AV, Dias RJ (2017) Citric acid crosslinked β-cyclodextrin/carboxymethylcellulose hydrogel films for controlled delivery of poorly soluble drugs. Carbohydr Polym 164:339–348CrossRef
12.
Tacar O, Sriamornsak P, Dass CR (2013) Doxorubicin: an update on anticancer molecular action, toxicity and novel drug delivery systems. J Pharm Pharmacol 65(2):157–170CrossRef
13.
Minhas MU et al (2013) Synthesis of chemically cross-linked polyvinyl alcohol-co-poly (methacrylic acid) hydrogels by copolymerization; a potential graft-polymeric carrier for oral delivery of 5-fluorouracil. DARU J Pharm Sci 21(1):44CrossRef
14.
Mancini GJ et al (2016) Diagnosis, prevention and management of statin adverse effects and intolerance: canadian consensus working group update. Can J Cardiol 32(7):S35–S65CrossRef
15.
Anwar H et al (2017) Alginate-polyvinyl alcohol based interpenetrating polymer network for prolonged drug therapy, optimization and in-vitro characterization. Carbohydr Polym 166:183–194CrossRef
16.
Sohail M et al (2015) Controlled delivery of valsartan by cross-linked polymeric matrices: synthesis, in vitro and in vivo evaluation. Int J Pharm 487(1–2):110–119CrossRef
17.
Vashist A et al (2014) Recent advances in hydrogel based drug delivery systems for the human body. J Mat Chem B 2(2):147–166CrossRef
18.
Bibby DC, Davies NM, Tucker IG (2000) Mechanisms by which cyclodextrins modify drug release from polymeric drug delivery systems. Int J Pharm 197(1):1–11CrossRef
19.
Liu YY et al (2004) A cyclodextrin microgel for controlled release driven by inclusion effects. Macromol Rapid Commun 25(22):1912–1916CrossRef
20.
Del Valle EM (2004) Cyclodextrins and their uses: a review. Process Biochem 39(9):1033–1046CrossRef
21.
Madene A et al (2006) Flavour encapsulation and controlled release: a review. Int J Food Sci Technol 41(1):1–21CrossRef
22.
Schmidt BV et al (2014) Complex macromolecular architecture design via cyclodextrin host/guest complexes. Prog Polym Sci 39(1):235–249CrossRef
23.
Canbolat MF, Celebioglu A, Uyar T (2014) Drug delivery system based on cyclodextrin-naproxen inclusion complex incorporated in electrospun polycaprolactone nanofibers. Colloids Surf B 115:15–21CrossRef
24.
Venkatesh G et al (2013) Inclusion complexes of sulphanilamide drugs and β-cyclodextrin: a theoretical approach. J Incl Phenom Macrocycl Chem 77(1–4):309–318CrossRef
25.
Tao H-Q et al (2013) HP-β-CD-PLGA nanoparticles improve the penetration and bioavailability of puerarin and enhance the therapeutic effects on brain ischemia–reperfusion injury in rats. Naunyn Schmiedebergs Arch Pharmacol 386(1):61–70CrossRef
26.
27.
Gidwani B, Vyas A (2014) Synthesis, characterization and application of epichlorohydrin-β-cyclodextrin polymer. Colloids Surf B 114:130–137CrossRef
28.
Lu R et al (2015) Enhanced bioavailability of raloxifene hydrochloride via dry suspensions prepared from drug/HP-β-cyclodextrin inclusion complexes. Die Pharmazie Int J Pharm Sci 70(12):791–797
29.
Vyas A, Saraf S, Saraf S (2008) Cyclodextrin based novel drug delivery systems. J Incl Phenom Macrocycl Chem 62(1–2):23–42CrossRef
30.
Schmaljohann D (2006) Thermo- and pH- responsive polymers in drug delivery. Adv Drug Deliv Rev 58(15):1655–1670CrossRef
31.
Brazel CS, Peppas NA (1996) Pulsatile local delivery of thrombolytic and antithrombotic agents using poly (N-isopropylacrylamide-co-methacrylic acid) hydrogels. J Control Release 39(1):57–64CrossRef
32.
Donini C et al (2002) Preparation of poly (methacrylic acid-g-poly (ethylene glycol)) nanospheres from methacrylic monomers for pharmaceutical applications. Int J Pharm 245(1):83–91CrossRef
33.
Nur AO, Zhang JS (2000) Recent progress in sustained/controlled oral delivery of captopril: an overview. Int J Pharm 194(2):139–146CrossRef
34.
Alexa IF et al (2012) In vitro controlled release of antihypertensive drugs intercalated into unmodified SBA-15 and MgO modified SBA-15 matrices. Int J Pharm 436(1):111–119CrossRef
35.
khan Z et al (2020) Functionalized pectin hydrogels by cross-linking with monomer: synthesis, characterization, drug release and pectinase degradation studies. Polym Bull 77(1):339–356CrossRef
36.
Omar AM et al (2015) Novel smart pH sensitive chitosan grafted alginate hydrogel microcapsules for oral protein delivery:II. evaluation of the swelling behavior. Int J Pharm Pharm Sci 7(10):320–326
37.
Huang Y, Yu H, Xiao C (2007) pH-sensitive cationic guar gum/poly (acrylic acid) polyelectrolyte hydrogels: swelling and in vitro drug release. Carbohydr Polym 69(4):774–783CrossRef
38.
Yu D-G et al (2013) Zero-order drug release cellulose acetate nanofibers prepared using coaxial electrospinning. Cellulose 20(1):379–389CrossRef
39.
Siepmann J, Siepmann F (2012) Modeling of diffusion controlled drug delivery. J Control Release 161(2):351–362CrossRef
40.
Kayaman-Apohan N, Akyürek E (2013) Synthesis and drug-release properties of biodegradable hydrogels having β-cyclodextrin. Polym Bull 70(8):2151–2167CrossRef
41.
Rao KK, Ha C-S (2009) pH Sensitive hydrogels based on acryl amides and their swelling and diffusion characteristics with drug delivery behavior. Polym Bull 62(2):167–181CrossRef
42.
El-Mohdy HA (2012) Controlled release of testosterone propionate based on poly N-vinyl pyrrolidone/2-acrylamido-2-methyl-1-propanesulfonic acid hydrogels prepared by ionizing radiation. J Polym Res 19(8):1–14
43.
Liu Y-Y, Fan X-D (2005) Synthesis, properties and controlled release behaviors of hydrogel networks using cyclodextrin as pendant groups. Biomaterials 26(32):6367–6374CrossRef
44.
Garcıa D et al (2004) Synthesis and characterization of poly (methacrylic acid) hydrogels for metoclopramide delivery. Eur Polym J 40(8):1637–1643CrossRef
45.
Hussain T, Ranjha NM, Shahzad Y (2011) Swelling and controlled release of tramadol hydrochloride from a pH-sensitive hydrogel. Des Monomers Polym 14(3):233–249CrossRef
46.
Devi N, Narzary A (2012) Release dynamics of brufen from a drug-loaded polymer hydrogel containing polyvinyl alcohol, 2-acrylamide-2-methylpropane sulfonic acid and acrylamide. Int J Polym Mater 61(11):821–833CrossRef
47.
dos Santos J-FR et al (2008) Poly (hydroxyethyl methacrylate-co-methacrylated-β-cyclodextrin) hydrogels: Synthesis, cytocompatibility, mechanical properties and drug loading/release properties. Acta Biomater 4(3):745–755CrossRef
48.
49.
Siemoneit U et al (2006) Acrylic/cyclodextrin hydrogels with enhanced drug loading and sustained release capability. Int J Pharm 312(1):66–74CrossRef
50.
Ali L, Ahmad M, Usman M (2015) Evaluation of cross-linked hydroxypropyl methylcellulose graft-methacrylic acid copolymer as extended release oral drug carrier. Cellul Chem Technol 49(2):143–151
51.
Saikia A, Aggarwal S, Mandal U (2013) Preparation and controlled drug release characteristics of thermoresponsive PEG/Poly (NIPAM-co-AMPS) hydrogels. Int J Polym Mater 62(1):39–44CrossRef
Metadata
Title
Cross-linking polymerization of beta-cyclodextrin with acrylic monomers; characterization and study of drug carrier properties
Authors
Huma Butt
Muhammad Usman Minhas
Kifayat Ullah Khan
Muhammad Sohail
Ikrima Khalid
Sehrish Rehmani
Muhammad Suhail
Publication date
05-03-2022
Publisher
Springer Berlin Heidelberg
Published in
Polymer Bulletin / Issue 2/2023
Print ISSN: 0170-0839
Electronic ISSN: 1436-2449
DOI
https://doi.org/10.1007/s00289-022-04130-4

Other articles of this Issue 2/2023

Polymer Bulletin 2/2023 Go to the issue

Original Paper

Tracing characteristic variations of cellulose nanocrystals during the post-synthesis purification process

Original Paper

A flexible method for changing the transition temperature of polyurethane solid–solid phase change materials

Original Paper

Influence of substrate temperature parameter on electrospinning process: example of application to the formation of gelatin fibers

Original Paper

An innovative catalyst of PdNiP nanosphere deposited PEDOT:PSS/rGO hybrid material as an efficient electrocatalyst for alkaline urea oxidation

Original Paper

Magnetic red mud/chitosan based bionanocomposites for adsorption of Cr(VI) from aqueous solutions: synthesis, characterization and adsorption kinetics

Review Paper

Polylactic acid (PLA) membrane—significance, synthesis, and applications: a review

Premium Partners

    Image Credits