Drug nanocarrier agents based on starch-g-amino acids

Abstract

Introduction: In the recent decades, starch has been modified using different methods for the various forms of applications. Some new starch derivatives were prepared through a simple and convenient method in the grafting of amino acids: L-alanine, L-leucine and L-phenyl alanine to starch.

Methods: First, the amine groups of amino acids were protected using phthalic anhydride then the acidic side of amino acids were activated with chlorination using thionyl chloride, and the resultant acid chlorides were reacted with starch in aqueous media at room temperature.

Results: Performing the various spectroscopy experiments on the obtained compounds showed that the new derivative of starch has been formed. The structure of all synthesized materials was determined and confirmed using common spectroscopy methods and their thermal behavior was examined using DSC experiment.

Conclusion: New amino acid derivatives of starch and their nanocarriers successfully prepared through a simple and convenient method. The size of nanocarriers evaluated using DLS and TEM experiments. The spherical shape of particles shows that nanocarriers have been formed and the size of these particles are approximately 92, 137 and 97 nm. Performing the wettability test determined that all the resulted materials are soluble in water. Nanocarriers of the obtained modified starches were prepared using dialysis method and naproxen was utilized as a model drug molecule. The drug release dynamics in buffered solution were studied and investigation of the drug release mechanism showed that in case of L-alanine- and L-phenylalanine-modified starches, drug release followed the Fickian diffusion with a slight deviation.