Multiple cross-linked hydroxypropylcellulose-succinate-salicylate: Prodrug design, characterization, stimuli responsive swelling-deswelling and sustained drug release

Azhar Abbas, Muhammad Ajaz Hussain, Muhammad Amin, Muhammad Nawaz Tahir, Ibrahim Jantan, Abdul Hameed, Bukhari Syed Nasir Abbas

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

A hydroxypropylcellulose-succinic anhydride (HPC-SAn) conjugate was synthesized homogeneously at 80 °C for 6 h under N<inf>2</inf> in N,N-dimethylacetamide (DMA). The HPC-SAn conjugate was further covalently linked with salicylic acid (SA) drug using the versatile reagent ZrOCl<inf>2</inf>·8H<inf>2</inf>O at 80 °C for 6 h. Multiple crosslinking of the benign HPC-SAn-SA conjugate was achieved using oxalyl chloride. The resultant cross-linked prodrug (CL-HPC-SAn-SA conjugate) was characterized using different spectroscopic techniques. UV/Vis analysis of the HPC-SAn-SA conjugate has indicated that it contains 26 mg of SA per 100 mg. CL-HPC-SAn-SA showed reasonably good swelling properties in water and at different physiological pH values (6.8 and 7.4). However, negligible swelling was observed at acidic pH (1.2). Kinetic studies revealed that CL-HPC-SAn-SA followed second order swelling kinetics. Additionally, the CL-HPC-SAn-SA conjugate showed stimuli responsive (pH 7.4/1.2) swelling-deswelling properties. The effect of different pH values (1-10) on the swelling of CL-HPC-SAn-SA was also studied. Thermal analysis revealed that the cross-linked prodrug CL-HPC-SAn-SA was thermally more stable compared to pure SA. This method of multiple crosslinking of drugs with polysaccharides and the resultant prodrugs has a high potential for pharmaceutical and medicinal applications.

Original languageEnglish
Pages (from-to)43440-43448
Number of pages9
JournalRSC Advances
Volume5
Issue number54
DOIs
Publication statusPublished - 2015

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Salicylic acid
Salicylic Acid
Salicylates
Prodrugs
Succinic Acid
Swelling
Pharmaceutical Preparations
Crosslinking
hydroxypropylcellulose
succinic anhydride
Kinetics
Polysaccharides
Drug products
Thermoanalysis

ASJC Scopus subject areas

  • Chemical Engineering(all)
  • Chemistry(all)

Cite this

Multiple cross-linked hydroxypropylcellulose-succinate-salicylate : Prodrug design, characterization, stimuli responsive swelling-deswelling and sustained drug release. / Abbas, Azhar; Hussain, Muhammad Ajaz; Amin, Muhammad; Tahir, Muhammad Nawaz; Jantan, Ibrahim; Hameed, Abdul; Syed Nasir Abbas, Bukhari.

In: RSC Advances, Vol. 5, No. 54, 2015, p. 43440-43448.

Research output: Contribution to journalArticle

Abbas, Azhar ; Hussain, Muhammad Ajaz ; Amin, Muhammad ; Tahir, Muhammad Nawaz ; Jantan, Ibrahim ; Hameed, Abdul ; Syed Nasir Abbas, Bukhari. / Multiple cross-linked hydroxypropylcellulose-succinate-salicylate : Prodrug design, characterization, stimuli responsive swelling-deswelling and sustained drug release. In: RSC Advances. 2015 ; Vol. 5, No. 54. pp. 43440-43448.
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