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Modification of resveratrol via coupling six-armed PCL

  • Xue Zhang
  • Yanhe Wang
  • Zhuanzhuan Zhang
  • Wenlong Xia
  • Xiaofeng SongEmail author
  • Liwei Ma
Original Paper

Abstract

Resveratrol which is a natural polyphenol with good biological activity is mainly used in medicine, but it has poor photostability in vitro and short plasma half-life in vivo. Multi-armed poly(ε-caprolactone) (PCL) has attracted great attention because the increased number of terminal group broadens the polymeric flexibility in biomedical application. In the work, six-armed PCL was coupled with resveratrol through the hydrolysable ester bond to solve its disadvantage and realize protection for more resveratrol. The synthesized product was characterized with 1H NMR, GPC and DSC. The molecular weight of the designed polymer was less than the experimental, and the polymeric distribution of molecular weight was narrow. In addition, resveratrol changed the physical form of six-armed PCL. The resveratrol coupling with six-armed PCL presented better photostability compared to original resveratrol. The concentration curve of the coupled resveratrol extended to the plain terrain after 80 min of irradiation, while the original resveratrol continued to decline. They were 72.10% and 52.35% at 2 h, respectively. Moreover, six-armed PCL could effectively protect resveratrol in vivo, and buy time for reaching the target site. The in vitro released amount of the original resveratrol was 52.89% within 3 h, while the coupled resveratrol was only 6.28%. Then this study provides a promising strategy for efficient usage of resveratrol.

Keywords

Six-armed PCL Resveratrol Photostability Residence time 

Notes

Acknowledgements

This work was supported by the major project of Science and Technology Department of Jilin province (Grant no. 20170204037GX).

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Copyright information

© Institute of Chemistry, Slovak Academy of Sciences 2019

Authors and Affiliations

  1. 1.School of Chemical EngineeringChangchun University of TechnologyChangchunChina
  2. 2.Jilin Chemical Fiber Group Co., LtdJilinChina

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