Synthesis and characterization of phenylboronic acid-containing polymer for glucose-triggered drug delivery

Guihua Cui; Kunming Zhao; Kewei You; Zhengguo Gao; Toyoji Kakuchi; Bo Feng; Qian Duan

doi:10.1080/14686996.2019.1700394

Synthesis and characterization of phenylboronic acid-containing polymer for glucose-triggered drug delivery

Sci Technol Adv Mater. 2019 Dec 9;21(1):1-10. doi: 10.1080/14686996.2019.1700394. eCollection 2020.

Authors

Guihua Cui^{1

2}, Kunming Zhao¹, Kewei You³, Zhengguo Gao⁴, Toyoji Kakuchi⁵, Bo Feng⁶, Qian Duan²

Affiliations

¹ Center for Biomaterials, Jilin Medical University, Jilin, China.
² Department of Materials Science and Engineering, Changchun University of Science and Technology, Changchun, Jilin, China.
³ Department of Research, Redpharm Biotechnology Co., Ltd, Beijing, China.
⁴ Chemical and Engineering College, Yantai University, Yantai, Shandong, China.
⁵ Division of Biotechnology and Macromolecular Chemistry, Graduate School of Engineering, Hokkaido University, Sapporo, Japan.
⁶ Department of Pharmacy, Jilin Medical University, Jilin, China.

Abstract

Thermo-, pH- and glucose-responsive polymeric nanoparticles are of great interest in developing a self-regulated drug delivery system. The novel core-shell nanoparticles were synthesized by self-assembly of a phenylboronic acid-based block copolymer poly-(N-isopropylacrylamide)-block-poly(3-acrylamidophenylboronic acid) (PNIPAM₁₃₆-b-PAPBA₁₆) and a fluorescent complex glucosamine-poly(N-isopropylacrylamide)/Eu(III) (GA-PNIPAM)/Eu(III) based on the cross-linking between PBA- and GA-containing blocks in this work. The nanoparticles can be tuned via thermo-induced collapse or glucose-induced swelling at appropriate pH and temperatures; they had an average kinetic radius was about 80nm, and which showed excellent fluorescence. MTT assays revealed the nanocarriers had no signiﬁcant cytotoxic response of the micelle when it was observed in the cell line over the concentration range from 0.1 to 1000 μg/ml at any exposure times.

Keywords: 103 Composites; 301 Chemical syntheses / processing; 501 Chemical analyses; D-glucosamine (GA); Poly(N-isopropylacrylamide) (PNIPAM); poly(3-acrylamido- phenylboronic acid)(APBA); lower critical solution temperature(LCST).

Grants and funding

This work was supported by the Science and Technology Development Project [20180101194JC, 20180101187JC 20170520149JH, 2018052149JH, and 20180520009JH], Jilin Province Science and Technology project of traditional Chinese medicine [2017103], Jilin Province Education Department the Science and Technology development project [Nos. JJKH20181117KJ and JJKH 20191059KJ], Jilin Province Health and health Commission [No. 2016Q053, 2018J114], Jilin City Science and Technology Innovation development project [20190104139] and National College Student Innovation Training Program [201913706004].