Chinese Journal of Applied Chemistry

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Synthesis and Fluorescence Properties of Hyaluronic Acid Derivatives Containing Fluorinated Coumarin

ZHOU Weijie, SUN Xiaoqiang, XI Haitao*   

  1. (School of Petrochemical Engineering,Changzhou University,Changzhou 213164,China)
  • Received:2013-09-30 Revised:2014-01-03 Published:2014-08-10 Online:2014-08-10

Abstract: 4-Trifluoromethyl-7-amino coumarin obtained from m-aminophenol and ethyl trifluoroacetoacetate, further reacted with chloroacetic chloride to generate 4-trifluoromethyl-7-chloro-acetylamino coumarin. Then, the product was treated with sodium hyaluronate to give hyaluronic acid derivatives containing fluorinated coumarin. The influences of concentration, pH and temperature on fluorescence intensity of hyaluronic acid derivatives were studied. The influence of different metal ions on fluorescence intensity of hyaluronic acid derivatives was also investigated. The results show that the fluorescence intensity of hyaluronic acid derivatives is enhanced with increased concentration, kept stable when the pH ranges from 3.86 to 8.85, and decreased when temperature increased from 10 ℃ to 80 ℃. In addition, Fe3+ leads to significantly reduced fluorescence intensity of hyaluronic acid derivatives in the presence of other interfering metal ions. These provide good experimental basis to explore the mechanism as well as the targeting behavior of hyaluronic acid as drug carrier.

Key words: hyaluronic acid, m-aminophenol, fluorescence intensity, iron ion

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