Synthesis and Characterization of Novel Polymer-Drug Conjugates Based on the Poly(Styrene–alt–Maleic Anhydride) as a Potential Method for Drug Release

Authors

  • Ardeshir Khazaei Faculty of Chemistry, Bu-Ali Sina University, Hamedan, PO Box 651783868, Iran
  • Shahnaz Saednia Faculty of Chemistry, Bu-Ali Sina University, Hamedan, PO Box 651783868, Iran
  • Javad Saien Faculty of Chemistry, Bu-Ali Sina University, Hamedan, PO Box 651783868, Iran
  • Maryam Kiani Borazjani Department of Chemistry, Payame Noor University, P.O. Box 19395-3697, Tehran, Irann
  • Sadegh Rahmati Young Researchers & Elites Club, Hamedan Branch, Islamic Azad University, Hamedan, Iran
  • Ali Hashempour-Zaviye Department of Chemistry, Payame Noor University, P.O. Box 19395-3697, Tehran, Irann
  • Fatemeh Abbasi Faculty of Chemistry, Bu-Ali Sina University, Hamedan, PO Box 651783868, Iran

Keywords:

Drug release, polymer-drug conjugate, PSMA, kinetics

Abstract

Six well known drugs, captopril, metformin·HCl, metroniazole, nortriptyline·HCl, fluoxetine·HCl and betahistin·HCl, were grafted to poly(styrene–alt–maleic anhydride) (PSMA). Grafting was attained by combining of anhydride groups in the PSMA with therapeutic agents containing NH, OH or SH groups. The covalently grafted drugs were identified by infrared, 1H NMR and UV-Vis spectroscopy. The drug release data at different times fit well to the Korsmeyer-Peppas equation. The analysis of the exponent n of this model revealed a dominant Fickian diffusion mechanism under the in vitro conditions. Furthermore, mean dissolution time values (45.9 to 86.7 h) indicate a high resistance against drugs transport, the highest being obtained for betahistin·HCl.

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Published

13.01.2014

Issue

Section

Organic chemistry