Flurbiprofen conjugates based on hydroxyethylcellulose: Synthesis, characterization, pharmaceutical and pharmacological applications

Flurbiprofen conjugates based on hydroxyethylcellulose: Synthesis, characterization, pharmaceutical and pharmacological applications

Present study deals with fabrication of macromolecular prodrugs (MPDs) of flurbiprofen (FLB) with hydroxyethylcellulose (HEC). FLB was activated using p-toluenesulfonyl chloride and reacted with pre-dissolved HEC to yield HEC-FLB conjugates 1–3. Resultant prodrugs showed moderate to high degree of s...

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Main Authors: Khawar Abbas, Muhammad Ajaz Hussain, Syed Nasir Abbas Bukhari, Muhammad Amin, Muhammad Nawaz Tahir, Sheshanath V. Bhosale
Format: Article
Language:English
Published: Elsevier 2020-01-01
Series:Arabian Journal of Chemistry
Online Access:http://www.sciencedirect.com/science/article/pii/S1878535218300698
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spelling doaj-cb0404c9b7f5488c9800f6463305d0142020-11-25T01:31:34ZengElsevierArabian Journal of Chemistry1878-53522020-01-0113121012109Flurbiprofen conjugates based on hydroxyethylcellulose: Synthesis, characterization, pharmaceutical and pharmacological applicationsKhawar Abbas0Muhammad Ajaz Hussain1Syed Nasir Abbas Bukhari2Muhammad Amin3Muhammad Nawaz Tahir4Sheshanath V. Bhosale5Ibn-e-Sina Block, Department of Chemistry, University of Sargodha, Sargodha 40100, PakistanIbn-e-Sina Block, Department of Chemistry, University of Sargodha, Sargodha 40100, Pakistan; Corresponding authors.Department of Pharmaceutical Chemistry, College of Pharmacy, Jouf University, Aljouf, Sakaka 2014, Saudi ArabiaIbn-e-Sina Block, Department of Chemistry, University of Sargodha, Sargodha 40100, PakistanChemistry Department, King Fahd University of Petroleum and Minerals, Dhahran 31261, Saudi Arabia; Corresponding authors.School of Science, RMIT University, GPO BOX 2476, Melbourne, VIC 3001, AustraliaPresent study deals with fabrication of macromolecular prodrugs (MPDs) of flurbiprofen (FLB) with hydroxyethylcellulose (HEC). FLB was activated using p-toluenesulfonyl chloride and reacted with pre-dissolved HEC to yield HEC-FLB conjugates 1–3. Resultant prodrugs showed moderate to high degree of substitution (DS: 0.40–1.74) and assembled into nanoparticles of 220–550 nm at water/DMSO interface. Pharmacokinetic studies of HEC-FLB conjugate revealed a tmax of 4.0 h indicating delayed release of FLB while t1/2 of 10.63 h indicated sustained release characteristics of the conjugate in rabbit model. Pharmacological studies revealed that HEC-FLB conjugates had immunomodulatory potential as results showed 34 and 36% inhibition of Interleukin-6 and tumor necrosis factor-α, respectively. A 79% inhibition of paw edema indicated anti-inflammatory properties of the conjugates. Cell viability studies indicated safety of the conjugates to L929 cell lines up to 24 h in the range of 2–10 mM. Moreover, thermal analysis indicated greater stability of MPDs than FLB. Keywords: Hydroxyethylcellulose, Flurbiprofen, Prodrug, Immunomodulatory assay, Anti-inflammatory activityhttp://www.sciencedirect.com/science/article/pii/S1878535218300698
collection DOAJ
language English
format Article
sources DOAJ
author Khawar Abbas
Muhammad Ajaz Hussain
Syed Nasir Abbas Bukhari
Muhammad Amin
Muhammad Nawaz Tahir
Sheshanath V. Bhosale
spellingShingle Khawar Abbas
Muhammad Ajaz Hussain
Syed Nasir Abbas Bukhari
Muhammad Amin
Muhammad Nawaz Tahir
Sheshanath V. Bhosale
Flurbiprofen conjugates based on hydroxyethylcellulose: Synthesis, characterization, pharmaceutical and pharmacological applications
Arabian Journal of Chemistry
author_facet Khawar Abbas
Muhammad Ajaz Hussain
Syed Nasir Abbas Bukhari
Muhammad Amin
Muhammad Nawaz Tahir
Sheshanath V. Bhosale
author_sort Khawar Abbas
title Flurbiprofen conjugates based on hydroxyethylcellulose: Synthesis, characterization, pharmaceutical and pharmacological applications
title_short Flurbiprofen conjugates based on hydroxyethylcellulose: Synthesis, characterization, pharmaceutical and pharmacological applications
title_full Flurbiprofen conjugates based on hydroxyethylcellulose: Synthesis, characterization, pharmaceutical and pharmacological applications
title_fullStr Flurbiprofen conjugates based on hydroxyethylcellulose: Synthesis, characterization, pharmaceutical and pharmacological applications
title_full_unstemmed Flurbiprofen conjugates based on hydroxyethylcellulose: Synthesis, characterization, pharmaceutical and pharmacological applications
title_sort flurbiprofen conjugates based on hydroxyethylcellulose: synthesis, characterization, pharmaceutical and pharmacological applications
publisher Elsevier
series Arabian Journal of Chemistry
issn 1878-5352
publishDate 2020-01-01
description Present study deals with fabrication of macromolecular prodrugs (MPDs) of flurbiprofen (FLB) with hydroxyethylcellulose (HEC). FLB was activated using p-toluenesulfonyl chloride and reacted with pre-dissolved HEC to yield HEC-FLB conjugates 1–3. Resultant prodrugs showed moderate to high degree of substitution (DS: 0.40–1.74) and assembled into nanoparticles of 220–550 nm at water/DMSO interface. Pharmacokinetic studies of HEC-FLB conjugate revealed a tmax of 4.0 h indicating delayed release of FLB while t1/2 of 10.63 h indicated sustained release characteristics of the conjugate in rabbit model. Pharmacological studies revealed that HEC-FLB conjugates had immunomodulatory potential as results showed 34 and 36% inhibition of Interleukin-6 and tumor necrosis factor-α, respectively. A 79% inhibition of paw edema indicated anti-inflammatory properties of the conjugates. Cell viability studies indicated safety of the conjugates to L929 cell lines up to 24 h in the range of 2–10 mM. Moreover, thermal analysis indicated greater stability of MPDs than FLB. Keywords: Hydroxyethylcellulose, Flurbiprofen, Prodrug, Immunomodulatory assay, Anti-inflammatory activity
url http://www.sciencedirect.com/science/article/pii/S1878535218300698
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