SpringerLink
Log in

Preparation and in vitro controlled release behavior of a novel pH-sensitive drug carrier for colon delivery

  • Original Paper
  • Published:
Polymer Bulletin Aims and scope Submit manuscript

Abstract

The synthesis of a novel complex system designed for colon-targeting drug delivery was reported. The complex was prepared by dialdehyde konjac glucomannan and adipic dihydrazides to form steady Schiff base, and crosslinking with 5-aminosalicylic acid (5-ASA) through glutaraldehyde as a cross-linking agent. The structure was characterized by Fourier transform infrared (FTIR) spectroscopy, 13C NMR, wide angle X-ray diffraction (WAXRD) and thermogravimetric analysis. In vitro release of 5-ASA from the complex showed that the total released 5-ASA after 24 h in buffer solution at pH 1.2, 6.8, and 7.4 were 4, 59, and 21%, respectively. The release rate of 5-ASA can be controlled by tuning the pH value more effectively. The results indicated that the novel pH-sensitive complex could be potentially useful for colon-targeting drug delivery system.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Subscribe and save

Springer+ Basic
EUR 32.99 /Month
  • Get 10 units per month
  • Download Article/Chapter or Ebook
  • 1 Unit = 1 Article or 1 Chapter
  • Cancel anytime
Subscribe now

Buy Now

Price includes VAT (Germany)

Instant access to the full article PDF.

Institutional subscriptions

Scheme 1
Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7
Fig. 8

Similar content being viewed by others

References

  1. Rösler A, Vandermeulen GWM, Klok HA (2001) Advanced drug delivery devices via self-assembly of amphiphilic block copolymers. Adv Drug Deliv Rev 53:95

    Article  Google Scholar 

  2. Sinha VR, Kumria R (2003) Microbially triggered drug delivery to the colon. Eur J Pharm Sci 18:3

    Article  CAS  Google Scholar 

  3. Dhaneshwar SS, Gairola N, Kandpal M, Vadnerkara G, Lokesh B (2007) Colon-specific, mutual azo prodrug of 5-aminosalicylic acid with L-tryptophan: synthesis, kinetic studies and evaluation of its mitigating effect in trinitrobenzenesulfonic acid-induced colitis in rats. Bioorg Med Chem 15:4903

    Article  CAS  Google Scholar 

  4. Yin HQ, Lee ES, Kim D, Lee KH, Oh KT, Bae Y (2008) Physicochemical characteristics of pH-sensitive poly(L-Histidine)-b-poly(ethylene glycol)/poly(L-Lactide)-b-poly(ethylene glycol) mixed micelles. J Control Release 126:130

    Article  CAS  Google Scholar 

  5. Prokop A, Kozlov E, Carlesso G, Davidson JM (2002) Hydrogel-based colloidal polymeric system for protein and drug delivery: physical and chemical characterization, permeability control and applications. Adv Polym Sci 160:119

    Article  CAS  Google Scholar 

  6. Yang LB (2008) Biorelevant dissolution testing of colon-specific delivery systems activated by colonic microflora. J Control Release 125:77

    Article  CAS  Google Scholar 

  7. Dhareshwar SS, Stella VJ (2008) Your prodrug releases formaldehyde: should you be concerned? No! J Pharm Sci 97:4184

    Article  CAS  Google Scholar 

  8. Sinha VR, Kumria R (2001) Polysaccharides in colon-specific drug delivery. Int J Pharm 224:19

    Article  CAS  Google Scholar 

  9. Nunthanid J, Huanbutta K, Luangtana-anan M, Sriamornsak P, Limmatvapirat S, Puttipipatkhachorn S (2008) Development of time-, pH-, and enzyme- controlled colonic drug delivery using spray- dried chitosan acetate and hydroxypropyl methylcellulose. Eur J Pharm Biopharm 68:253

    Article  CAS  Google Scholar 

  10. Salmaso S, Semenzato A, Bersani S, Matricardi P, Rossi F, Caliceti P (2007) Dyclodextrin/PEG based hydrogels for multi-drug delivery. J Pharm 345:42

    CAS  Google Scholar 

  11. Huang YH, Yu HQ, **ao CB (2007) pH-sensitive cationic guar gum/poly (acrylic acid) polyelectrolyte hydrogels: swelling and in vitro drug release. Carbohydr Polym 69:774

    Article  CAS  Google Scholar 

  12. Ramesh Babu V, Krishna Rao KSV, Sairam M, Vijaya Kumar Naidu B, Hosamani MK, Aminabhavi MT (2006) pH sensitive interpenetrating network microgels of sodium alginate-acrylic acid for the controlled release of ibuprofen. J Appl Polym Sci 99:2671

    Article  Google Scholar 

  13. Jantarat C, Tangthong N, Songkro S, Gary P, Martin GP, Suedee R (2008) S-propranolol imprinted polymer nanoparticle-on-microsphere composite porous cellulose membrane for the enantioselectively controlled delivery of racemic propranolol. Int J Pharm 349:212

    Article  CAS  Google Scholar 

  14. Chen LG, Liu ZL, Zhuo RX (2005) Synthesis and properties of degradable hydrogels of konjac glucomannan grafted acrylic acid for colon-specific drug delivery. Polymer 46:6274

    Article  CAS  Google Scholar 

  15. Du J, Dai J, Liu JL, Dankovich T (2006) Novel pH-sensitive polyelectrolyte carboxymethyl konjac glucomannan–chitosan beads as drug carriers. React Funct Polym 66:1055

    Article  CAS  Google Scholar 

  16. Yang LB, Chu JS, Joseph AF (2002) Colon-specific drug delivery: new approaches and in vitro/in vivo evaluation. Int J Pharm 235:1

    Article  CAS  Google Scholar 

  17. Zhang H, Yoshimura M, Nishinari K, Williams MAK, Foster TJ, Norton IT (2001) Gelation behaviour of konjac glucomannan with different molecular weights. Biopolymer 59:38

    Article  CAS  Google Scholar 

  18. Kim UJ, Kuga S, Wada M, Okano T, Kondo T (2000) Periodate oxidation of crystalline cellulose. Biomacromolecules 1:1488

    Article  Google Scholar 

  19. Lee KY, Bouhadir KH, Mooney DJ (2000) Degradation behavior of covalently cross-linked poly (aldehyde guluronate) hydrogels. Macromolecules 33:97

    Article  CAS  Google Scholar 

  20. Sinclair GW, Peppas NA (1984) Analysis of non-Fickian transport in polymers using simplified exponential expression. J Membr Sci 17:329

    Article  CAS  Google Scholar 

  21. Peppas NA, Ritger PL (1987) A simple equation for description of solute desorption. II. Fickian and anomalous desorption from swellable device. J Control Release 5:37

    Article  Google Scholar 

  22. Saettone MF, Torraca MT, Pagano A, Giannaccini B, Rodriguez L, Cini M (1992) Controlled release of pilocarpine from coated polymeric ophthalmic inserts prepared by extrusion. Int J Pharm 86:159

    Article  CAS  Google Scholar 

  23. Kumaresh SS, Tejraj MA (2002) Water transport and drug release study from cross-linked polyacrylamide grafted guar gum hydrogel microspheres for the controlled release application. Eur J Pharm Biopharm 53:87

    Article  Google Scholar 

Download references

Acknowledgments

The authors are grateful for the financial support of National Natural Science Foundation of China (Grant No. 50673104)

Author information

Authors and Affiliations

  1. Department of Polymer Science and Engineering, South China University of Technology, 510640, Guangzhou, China

    Dong-Ying Xu & Guang-Ji Li

  2. Faculty of Materials and Energy, Guangdong University of Technology, 510006, Guangzhou, China

    Zheng-Fu Liao & **ao-Hong He

Authors
  1. Dong-Ying Xu
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Guang-Ji Li
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Zheng-Fu Liao
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. **ao-Hong He
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Guang-Ji Li.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Xu, DY., Li, GJ., Liao, ZF. et al. Preparation and in vitro controlled release behavior of a novel pH-sensitive drug carrier for colon delivery. Polym. Bull. 62, 183–193 (2009). https://doi.org/10.1007/s00289-008-0012-0

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s00289-008-0012-0

Keywords

Search

Navigation