Author/Authors :
HUSSAIN, MUHAMMAD AJAZ University of Sargodha - Department of Chemistry, Pakistan , HASSAN, ZAHID University of Sargodha - Department of Pharmacy, Pakistan , HASEEB, MUHAMMAD TAHIR University of Sargodha - Department of Pharmacy, Pakistan , IQBAL, MOHAMMAD SAEED GC University - Department of Chemistry, Pakistan , SHER, MUHAMMAD University of Sargodha - Department of Chemistry, Pakistan , TAHIR, MUHAMMAD NAWAZ Johannes Guttenberg University - Institute of Inorganic Analytical Chemistry, Germany , TREMEL, WOLFGUNG Johannes Guttenberg University - Institute of Inorganic Analytical Chemistry, Germany , BASHIR, SAJID University of Sargodha - Department of Pharmacy, Pakistan , AHMAD, RIAZ GC University - Department of Physics, Pakistan
Abstract :
Aspirin and diclofenac conjugates with dextran were synthesized as potential macromolecular prodrugs under homogeneous reaction conditions by using 4-methyl-benzenesulfonyl chloride as an acylating agent in the presence of triethylamine as a base. Highly pure conjugates with good yields were synthesized by this acylation method. All of the products were found soluble in aqueous medium as well as in dimethylsulfoxide and N,Ndimethylacetamide. The UV/Vis spectrophotometry has indicated the incorporation of drugs in conjugates and extent of substitution of drug onto dextran polymer. Covalent attachment of the drug onto the drug carrier polymer (dextran) was verified by 1H NMR and Fourier transform infrared (FTIR) spectroscopic analysis. The prodrugs were analysed by powder X-ray diffraction (XRD) measurements. Phase changes were noticed by powder XRD for all macromolecular prodrugs indicating the change of state of matter towards more crystallinity. Therefore, fabricated macromolecular prodrugs are potential candidates to show better pharmacokinetic profile. All of the products were thoroughly characterized by using different spectroscopic techniques.
Keywords :
Acylation , dextran , NSAIDs , macromolecular prodrugs , polysaccharides , X , ray diffraction.
