Skip to main content
Top
Published in: Journal of Polymer Research 7/2020

01-07-2020 | ORIGINAL PAPER

Preparation of hyaluronic acid and copolymeric hyaluronic acid: sucrose particles as tunable antibiotic carriers

Authors: Nurettin Sahiner, Selin Sagbas Suner, Ramesh S. Ayyala

Published in: Journal of Polymer Research | Issue 7/2020

Log in

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

search-config
loading …

Abstract

Hyaluronic acid (HA) and copolymeric HA:Sucrose (HA:Suc) particles were synthesis with two different crosslinkers (Xs), divinyl sulfone (DVS) and glycerol diglycidyl ether (GDE) in 0.5–20 μm size range. The sustenance potential of HA:Suc particles in bacterial growth media was examined with time, up to 72 h incubation time in the cultivation of various gram-negative (GN) and gram-positive (GP) bacterial strains. Furthermore, ciprofloxacin, model drug was loaded into HA and HA:Suc particles few times by chemical conjugations; e.g., 1st and 2nd chemical conjugations and named as 1C and 2C, respectively. To increase the drug loading amount into HA-based particles, 2C particles was placed in drug solution for physical adsorption (2C + A). Therefore, drug carrier capacity of HA-based particles was enhanced almost 6.5-fold with the highest ciprofloxacin release from HA particles was 43.47 ± 2.36 mg/g within 120 h. The antimicrobial susceptibility studies revealed that ciprofloxacin-loaded copolymeric HA:Suc particles with 2C + A loading process has the highest antimicrobial effects. The minimum inhibition concentration (MIC) against E. coli, P. aeruginosa, S. aureus, and B. subtilis strains were found to range between 0.25–1 mg/mL, and an increasing inhibition trend was observed by increasing the incubation time up to 72 h due to linear drug release profile from HA particles.

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 Abduljabbar MH, Basendwh MA (2016) Complications of hyaluronic acid fillers and their managements. J Dermatology Dermatologic Surg 20:100–106CrossRef Abduljabbar MH, Basendwh MA (2016) Complications of hyaluronic acid fillers and their managements. J Dermatology Dermatologic Surg 20:100–106CrossRef
2.
go back to reference Kapoor KM, Kapoor P, Heydenrych I et al (2018) Vision loss associated with hyaluronic acid fillers: a systematic review of literature. Aesthet Plast Surg 44:928–944 Kapoor KM, Kapoor P, Heydenrych I et al (2018) Vision loss associated with hyaluronic acid fillers: a systematic review of literature. Aesthet Plast Surg 44:928–944
3.
go back to reference Vasvani S, Kulkarni P, Rawtani D (2020) Hyaluronic acid: a review on its biology, aspects of drug delivery, route of administrations and a special emphasis on its approved marketed products and recent clinical studies. Int J Biol Macromol 151:1012–1029CrossRef Vasvani S, Kulkarni P, Rawtani D (2020) Hyaluronic acid: a review on its biology, aspects of drug delivery, route of administrations and a special emphasis on its approved marketed products and recent clinical studies. Int J Biol Macromol 151:1012–1029CrossRef
4.
go back to reference Walimbe T, Panitch A, Sivasankar PM (2017) A review of hyaluronic acid and hyaluronic acid-based hydrogels for vocal fold tissue engineering. J Voice 31:416–423CrossRef Walimbe T, Panitch A, Sivasankar PM (2017) A review of hyaluronic acid and hyaluronic acid-based hydrogels for vocal fold tissue engineering. J Voice 31:416–423CrossRef
5.
go back to reference Graca MFP, Miguel SP, Cabral CSD et al (2020) Hyaluronic acid-based wound dressing: Areview. Carbohydr Polym 241:116364CrossRef Graca MFP, Miguel SP, Cabral CSD et al (2020) Hyaluronic acid-based wound dressing: Areview. Carbohydr Polym 241:116364CrossRef
6.
go back to reference Gamarra A, Forés E, Morató J, Muñoz-Guerra S (2018) Amphiphilic ionic complexes of hyaluronic acid with organophosphonium compounds and their antimicrobial activity. Int J Biol Macromol 118:2021–2031CrossRef Gamarra A, Forés E, Morató J, Muñoz-Guerra S (2018) Amphiphilic ionic complexes of hyaluronic acid with organophosphonium compounds and their antimicrobial activity. Int J Biol Macromol 118:2021–2031CrossRef
7.
go back to reference Kupper S, Kłosowska-Chomiczewska I, Szumała P (2017) Collagen and hyaluronic acid hydrogel in water-in-oil microemulsion delivery systems. Carbohydr Polym 175:347–354CrossRef Kupper S, Kłosowska-Chomiczewska I, Szumała P (2017) Collagen and hyaluronic acid hydrogel in water-in-oil microemulsion delivery systems. Carbohydr Polym 175:347–354CrossRef
8.
go back to reference Zhong W, Pang L, Feng H (2020) Recent advantage of hyaluronic acid for anti-cancer application: a review of “3S” transition approach. Carbohydr Polym 238:116204CrossRef Zhong W, Pang L, Feng H (2020) Recent advantage of hyaluronic acid for anti-cancer application: a review of “3S” transition approach. Carbohydr Polym 238:116204CrossRef
9.
go back to reference Huang G, Huang H (2018) Hyaluronic acid-based biopharmaceutical delivery and tumor-targeted drug delivery system. J Control Release 278:122–126CrossRef Huang G, Huang H (2018) Hyaluronic acid-based biopharmaceutical delivery and tumor-targeted drug delivery system. J Control Release 278:122–126CrossRef
10.
go back to reference Son G, Kim H, Ryu J, Chu C, Kang D, Park S, Jeong YIL (2014) Self-Assembled Polymeric Micelles Based on Hyaluronic Acid-g-Poly(d,l-lactide-co-glycolide) Copolymer for Tumor Targeting. Int J Mol Sci 15:16057–16068CrossRef Son G, Kim H, Ryu J, Chu C, Kang D, Park S, Jeong YIL (2014) Self-Assembled Polymeric Micelles Based on Hyaluronic Acid-g-Poly(d,l-lactide-co-glycolide) Copolymer for Tumor Targeting. Int J Mol Sci 15:16057–16068CrossRef
11.
go back to reference Wang Y, Guo L, Dong S, Cui J, Hao J (2019) Microgels in biomaterials and nanomedicines. Adv Colloid Interf Sci 266:1–20CrossRef Wang Y, Guo L, Dong S, Cui J, Hao J (2019) Microgels in biomaterials and nanomedicines. Adv Colloid Interf Sci 266:1–20CrossRef
12.
go back to reference Wang W, Kang Y, Wang A (2013) One-step fabrication in aqueous solution of a granular alginate-based hydrogel for fast and efficient removal of heavy metal ions. J Polym Res 20:101CrossRef Wang W, Kang Y, Wang A (2013) One-step fabrication in aqueous solution of a granular alginate-based hydrogel for fast and efficient removal of heavy metal ions. J Polym Res 20:101CrossRef
13.
go back to reference Bin HY, Hashim S, WAWA R (2017) Synthesis of polymeric nano/microgels: a review. J Polym Res 24:134CrossRef Bin HY, Hashim S, WAWA R (2017) Synthesis of polymeric nano/microgels: a review. J Polym Res 24:134CrossRef
14.
go back to reference Fakhari A, Berkland C (2013) Applications and emerging trends of hyaluronic acid in tissue engineering, as a dermal filler and in osteoarthritis treatment. Acta Biomater 9:7081–7092CrossRef Fakhari A, Berkland C (2013) Applications and emerging trends of hyaluronic acid in tissue engineering, as a dermal filler and in osteoarthritis treatment. Acta Biomater 9:7081–7092CrossRef
15.
go back to reference Eroğlu İ, Gökçe EH, Tsapis N, Tanrıverdi ST, Gökçe G, Fattal E, Özer Ö (2015) Evaluation of characteristics and in vitro antioxidant properties of RSV loaded hyaluronic acid–DPPC microparticles as a wound healing system. Colloids Surfaces B Biointerfaces 126:50–57CrossRef Eroğlu İ, Gökçe EH, Tsapis N, Tanrıverdi ST, Gökçe G, Fattal E, Özer Ö (2015) Evaluation of characteristics and in vitro antioxidant properties of RSV loaded hyaluronic acid–DPPC microparticles as a wound healing system. Colloids Surfaces B Biointerfaces 126:50–57CrossRef
16.
go back to reference Zhang JN, Chen BZ, Ashfaq M, Zhang XP, Guo XD (2018) Development of a BDDE-crosslinked hyaluronic acid based microneedles patch as a dermal filler for anti-ageing treatment. J Ind Eng Chem 65:363–369CrossRef Zhang JN, Chen BZ, Ashfaq M, Zhang XP, Guo XD (2018) Development of a BDDE-crosslinked hyaluronic acid based microneedles patch as a dermal filler for anti-ageing treatment. J Ind Eng Chem 65:363–369CrossRef
17.
go back to reference Huang Y-Q, Sun L-J, Zhang R, Hu J, Liu XF, Jiang RC, Fan QL, Wang LH, Huang W (2019) Hyaluronic acid nanoparticles based on a conjugated oligomer photosensitizer: target-specific two-photon imaging, redox-sensitive drug delivery, and synergistic chemo-photodynamic therapy. ACS Appl Bio Mater 2:2421–2434CrossRef Huang Y-Q, Sun L-J, Zhang R, Hu J, Liu XF, Jiang RC, Fan QL, Wang LH, Huang W (2019) Hyaluronic acid nanoparticles based on a conjugated oligomer photosensitizer: target-specific two-photon imaging, redox-sensitive drug delivery, and synergistic chemo-photodynamic therapy. ACS Appl Bio Mater 2:2421–2434CrossRef
18.
go back to reference Tripodo G, Trapani A, Torre ML, Giammona G, Trapani G, Mandracchia D (2015) Hyaluronic acid and its derivatives in drug delivery and imaging: recent advances and challenges. Eur J Pharm Biopharm 97:400–416CrossRef Tripodo G, Trapani A, Torre ML, Giammona G, Trapani G, Mandracchia D (2015) Hyaluronic acid and its derivatives in drug delivery and imaging: recent advances and challenges. Eur J Pharm Biopharm 97:400–416CrossRef
19.
go back to reference Liu CC, Chang KY, Wang YJ (2010) A novel biodegradable amphiphilic diblock copolymers based on poly(lactic acid) and hyaluronic acid as biomaterials for drug delivery. J Polym Res 17:459–469CrossRef Liu CC, Chang KY, Wang YJ (2010) A novel biodegradable amphiphilic diblock copolymers based on poly(lactic acid) and hyaluronic acid as biomaterials for drug delivery. J Polym Res 17:459–469CrossRef
20.
go back to reference Hemshekhar M, Thushara RM, Chandranayaka S, Sherman LS, Kemparaju K, Girish KS (2016) Emerging roles of hyaluronic acid bioscaffolds in tissue engineering and regenerative medicine. Int J Biol Macromol 86:917–928CrossRef Hemshekhar M, Thushara RM, Chandranayaka S, Sherman LS, Kemparaju K, Girish KS (2016) Emerging roles of hyaluronic acid bioscaffolds in tissue engineering and regenerative medicine. Int J Biol Macromol 86:917–928CrossRef
21.
go back to reference Zamboni F, Vieira S, Reis RL, Miguel Oliveira J, Collins MN (2018) The potential of hyaluronic acid in immunoprotection and immunomodulation: chemistry, processing and function. Prog Mater Sci 97:97–122CrossRef Zamboni F, Vieira S, Reis RL, Miguel Oliveira J, Collins MN (2018) The potential of hyaluronic acid in immunoprotection and immunomodulation: chemistry, processing and function. Prog Mater Sci 97:97–122CrossRef
22.
go back to reference Lee J, Yoo KC, Ko J, Yoo B, Shin J, Lee SJ, Sohn D (2017) Hollow hyaluronic acid particles by competition between adhesive and cohesive properties of catechol for anticancer drug carrier. Carbohydr Polym 164:309–316CrossRef Lee J, Yoo KC, Ko J, Yoo B, Shin J, Lee SJ, Sohn D (2017) Hollow hyaluronic acid particles by competition between adhesive and cohesive properties of catechol for anticancer drug carrier. Carbohydr Polym 164:309–316CrossRef
23.
go back to reference Quinones JP, Jokinen J, Keinänen S, Covas CP, Brüggemann O, Ossipov D (2018) Self-assembled hyaluronic acid-testosterone nanocarriers for delivery of anticancer drugs. Eur Polym J 99:384–393CrossRef Quinones JP, Jokinen J, Keinänen S, Covas CP, Brüggemann O, Ossipov D (2018) Self-assembled hyaluronic acid-testosterone nanocarriers for delivery of anticancer drugs. Eur Polym J 99:384–393CrossRef
24.
go back to reference Coppoolse JMS, Van Kooten TG, Heris HK et al (2014) An in vivo study of composite microgels based on hyaluronic acid and gelatin for the reconstruction of surgically injured rat vocal folds. J Speech, Lang Hear Res 57:S658–S673CrossRef Coppoolse JMS, Van Kooten TG, Heris HK et al (2014) An in vivo study of composite microgels based on hyaluronic acid and gelatin for the reconstruction of surgically injured rat vocal folds. J Speech, Lang Hear Res 57:S658–S673CrossRef
25.
go back to reference Sahiner N, Suner SS, Ayyala RS (2019) Mesoporous, degradable hyaluronic acid microparticles for sustainable drug delivery application. Colloids Surfaces B Biointerfaces 177:284–293CrossRef Sahiner N, Suner SS, Ayyala RS (2019) Mesoporous, degradable hyaluronic acid microparticles for sustainable drug delivery application. Colloids Surfaces B Biointerfaces 177:284–293CrossRef
26.
go back to reference Sagbas Suner S, Ari B, Onder FC et al (2019) Hyaluronic acid and hyaluronic acid: sucrose nanogels for hydrophobic cancer drug delivery. Int J Biol Macromol 126:1150–1157CrossRef Sagbas Suner S, Ari B, Onder FC et al (2019) Hyaluronic acid and hyaluronic acid: sucrose nanogels for hydrophobic cancer drug delivery. Int J Biol Macromol 126:1150–1157CrossRef
27.
go back to reference Suner SS, Sahiner M, Sengel SB, et al (2018) Responsive biopolymer-based microgels/nanogels for drug delivery applications. In: stimuli responsive polymeric Nanocarriers for drug delivery applications, volume 1. Elsevier, pp 453–500 Suner SS, Sahiner M, Sengel SB, et al (2018) Responsive biopolymer-based microgels/nanogels for drug delivery applications. In: stimuli responsive polymeric Nanocarriers for drug delivery applications, volume 1. Elsevier, pp 453–500
28.
go back to reference Sahiner N, Sagbas S, Turk M (2014) Poly(sucrose) micro particles preparation and their use as biomaterials. Int J Biol Macromol 66:236–244CrossRef Sahiner N, Sagbas S, Turk M (2014) Poly(sucrose) micro particles preparation and their use as biomaterials. Int J Biol Macromol 66:236–244CrossRef
29.
go back to reference Alven S, Nqoro X, Buyana B, Aderibigbe BA (2020) Polymer-drug conjugate, a potential therapeutic to combat breast and lung Cancer. Pharmaceutics 12:406CrossRef Alven S, Nqoro X, Buyana B, Aderibigbe BA (2020) Polymer-drug conjugate, a potential therapeutic to combat breast and lung Cancer. Pharmaceutics 12:406CrossRef
30.
go back to reference Lee H, Lee K, Park TG (2008) Hyaluronic acid−paclitaxel conjugate micelles: synthesis, characterization, and antitumor activity. Bioconjug Chem 19:1319–1325CrossRef Lee H, Lee K, Park TG (2008) Hyaluronic acid−paclitaxel conjugate micelles: synthesis, characterization, and antitumor activity. Bioconjug Chem 19:1319–1325CrossRef
31.
go back to reference Li S-D, Howell SB (2010) CD44-targeted microparticles for delivery of Cisplatin to peritoneal metastases. Mol Pharm 7:280–290CrossRef Li S-D, Howell SB (2010) CD44-targeted microparticles for delivery of Cisplatin to peritoneal metastases. Mol Pharm 7:280–290CrossRef
32.
go back to reference Liao J, Zheng H, Fei Z, Lu B, Zheng H, Li D, Xiong X, Yi Y (2018) Tumor-targeting and pH-responsive nanoparticles from hyaluronic acid for the enhanced delivery of doxorubicin. Int J Biol Macromol 113:737–747CrossRef Liao J, Zheng H, Fei Z, Lu B, Zheng H, Li D, Xiong X, Yi Y (2018) Tumor-targeting and pH-responsive nanoparticles from hyaluronic acid for the enhanced delivery of doxorubicin. Int J Biol Macromol 113:737–747CrossRef
33.
go back to reference Campoli-Richards DM, Monk JP, Price A, Benfield P, Todd PA, Ward A (1988) Ciprofloxacin. A review of its antibacterial activity, pharmacokinetic properties and therapeutic use. Drugs 35:373–447CrossRef Campoli-Richards DM, Monk JP, Price A, Benfield P, Todd PA, Ward A (1988) Ciprofloxacin. A review of its antibacterial activity, pharmacokinetic properties and therapeutic use. Drugs 35:373–447CrossRef
34.
go back to reference Navarro Llorens JM, Tormo A, Martínez-García E (2010) Stationary phase in gram-negative bacteria. FEMS Microbiol Rev 34:476–495CrossRef Navarro Llorens JM, Tormo A, Martínez-García E (2010) Stationary phase in gram-negative bacteria. FEMS Microbiol Rev 34:476–495CrossRef
35.
go back to reference Shehata TE, Marr AG (1971) Effect of nutrient concentration on the growth of Escherichia coli. J Bacteriol 107:210–216CrossRef Shehata TE, Marr AG (1971) Effect of nutrient concentration on the growth of Escherichia coli. J Bacteriol 107:210–216CrossRef
36.
go back to reference Low SXZ, Aw ZQ, Loo BZL, et al Viability of Escherichia coli ATCC 8739 in Nutrient Broth, Luria-Bertani Broth and Brain Heart Infusion over 11 Weeks. Electron physician 5:576–581 Low SXZ, Aw ZQ, Loo BZL, et al Viability of Escherichia coli ATCC 8739 in Nutrient Broth, Luria-Bertani Broth and Brain Heart Infusion over 11 Weeks. Electron physician 5:576–581
37.
go back to reference Zhang L, Li Y, Wang C, Li G, Zhao Y, Yang Y (2014) Synthesis of methylprednisolone loaded ibuprofen modified inulin based nanoparticles and their application for drug delivery. Mater Sci Eng C 42:111–115CrossRef Zhang L, Li Y, Wang C, Li G, Zhao Y, Yang Y (2014) Synthesis of methylprednisolone loaded ibuprofen modified inulin based nanoparticles and their application for drug delivery. Mater Sci Eng C 42:111–115CrossRef
38.
go back to reference Schmidt M, Harmuth S, Barth ER, Wurm E, Fobbe R, Sickmann A, Krumm C, Tiller JC (2015) Conjugation of ciprofloxacin with poly(2-oxazoline)s and polyethylene glycol via end groups. Bioconjug Chem 26:1950–1962CrossRef Schmidt M, Harmuth S, Barth ER, Wurm E, Fobbe R, Sickmann A, Krumm C, Tiller JC (2015) Conjugation of ciprofloxacin with poly(2-oxazoline)s and polyethylene glycol via end groups. Bioconjug Chem 26:1950–1962CrossRef
Metadata
Title
Preparation of hyaluronic acid and copolymeric hyaluronic acid: sucrose particles as tunable antibiotic carriers
Authors
Nurettin Sahiner
Selin Sagbas Suner
Ramesh S. Ayyala
Publication date
01-07-2020
Publisher
Springer Netherlands
Published in
Journal of Polymer Research / Issue 7/2020
Print ISSN: 1022-9760
Electronic ISSN: 1572-8935
DOI
https://doi.org/10.1007/s10965-020-02168-4

Other articles of this Issue 7/2020

Journal of Polymer Research 7/2020 Go to the issue

Premium Partners