Biomimetic star-shaped porphyrin-cored poly(L-lactide)-b-glycopolymer block copolymers for targeted photodynamic therapy

Xiao Hui Dai; Zhi Ming Wang; Wei Liu; Chang Ming Dong; Jian Ming Pan; Si Song Yuan; Yong Sheng Yan; Dong Ming Liu; Lin Sun

doi:10.1007/s00396-014-3244-6

Biomimetic star-shaped porphyrin-cored poly(L-lactide)-b-glycopolymer block copolymers for targeted photodynamic therapy

Xiao Hui Dai, Zhi Ming Wang, Wei Liu, Chang Ming Dong, Jian Ming Pan, Si Song Yuan, Yong Sheng Yan, Dong Ming Liu, Lin Sun

Research output: Contribution to journal › Article › peer-review

26 Scopus citations

Abstract

Porphyrin-cored poly(l-lactide) (SPPLA) was successfully synthesized from ring-opening polymerization (ROP) of l-lactide initiated with porphyrin core. Then, SPPLA was coupled with benzylsulfanylthiocarbonylsufanylpropionic acid (BSPA), and a macro-reversible addition-fragmentation chain transfer (macroRAFT) polymerization agent SPPLA-BSPA was obtained. Finally, star-shaped porphyrin-cored poly(l-lactide)-b-poly(gluconamidoethyl methacrylate) (SPPLA-b-PGAMA) block copolymers were synthesized via RAFT of unprotected gluconamidoethyl methacrylate (GAMA) in 1-methyl-2-pyrrolidinone (NMP) solution at 70°C. The structure of this block copolymer was thoroughly studied by nuclear magnetic resonance spectroscopy (NMR), gel permeation chromatography (GPC), and differential scanning calorimetry (DSC). Under the irradiation, such SPPLA-b-PGAMA copolymer exhibits efficient singlet oxygen generation and indicates high fluorescence quantum yields. Notably, with UV-vis and dynamic light scattering (DLS) analysis, SPPLA-b-PGAMA showed a very specific recognition with concanavalin A (ConA). Particularly, MTT shows that the cytotoxicity of SPPLA-b-PGAMA against COS-7 cells was very low and, when given a longer irradiation time, more BEL-7402 cancer cells died, which will be investigated in this study.

Original language	English
Pages (from-to)	2111-2122
Number of pages	12
Journal	Colloid and Polymer Science
Volume	292
Issue number	9
DOIs	https://doi.org/10.1007/s00396-014-3244-6
State	Published - Sep 2014
Externally published	Yes

Keywords

Biomolecule recognition
Glycopolymer
RAFT
Self-assembly
Targeted

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1007/s00396-014-3244-6

Cite this

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title = "Biomimetic star-shaped porphyrin-cored poly(L-lactide)-b-glycopolymer block copolymers for targeted photodynamic therapy",

abstract = "Porphyrin-cored poly(l-lactide) (SPPLA) was successfully synthesized from ring-opening polymerization (ROP) of l-lactide initiated with porphyrin core. Then, SPPLA was coupled with benzylsulfanylthiocarbonylsufanylpropionic acid (BSPA), and a macro-reversible addition-fragmentation chain transfer (macroRAFT) polymerization agent SPPLA-BSPA was obtained. Finally, star-shaped porphyrin-cored poly(l-lactide)-b-poly(gluconamidoethyl methacrylate) (SPPLA-b-PGAMA) block copolymers were synthesized via RAFT of unprotected gluconamidoethyl methacrylate (GAMA) in 1-methyl-2-pyrrolidinone (NMP) solution at 70°C. The structure of this block copolymer was thoroughly studied by nuclear magnetic resonance spectroscopy (NMR), gel permeation chromatography (GPC), and differential scanning calorimetry (DSC). Under the irradiation, such SPPLA-b-PGAMA copolymer exhibits efficient singlet oxygen generation and indicates high fluorescence quantum yields. Notably, with UV-vis and dynamic light scattering (DLS) analysis, SPPLA-b-PGAMA showed a very specific recognition with concanavalin A (ConA). Particularly, MTT shows that the cytotoxicity of SPPLA-b-PGAMA against COS-7 cells was very low and, when given a longer irradiation time, more BEL-7402 cancer cells died, which will be investigated in this study.",

keywords = "Biomolecule recognition, Glycopolymer, RAFT, Self-assembly, Targeted",

author = "Dai, {Xiao Hui} and Wang, {Zhi Ming} and Wei Liu and Dong, {Chang Ming} and Pan, {Jian Ming} and Yuan, {Si Song} and Yan, {Yong Sheng} and Liu, {Dong Ming} and Lin Sun",

year = "2014",

month = sep,

doi = "10.1007/s00396-014-3244-6",

language = "英语",

volume = "292",

pages = "2111--2122",

journal = "Colloid and Polymer Science",

issn = "0303-402X",

publisher = "Springer Verlag",

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}

TY - JOUR

T1 - Biomimetic star-shaped porphyrin-cored poly(L-lactide)-b-glycopolymer block copolymers for targeted photodynamic therapy

AU - Dai, Xiao Hui

AU - Wang, Zhi Ming

AU - Liu, Wei

AU - Dong, Chang Ming

AU - Pan, Jian Ming

AU - Yuan, Si Song

AU - Yan, Yong Sheng

AU - Liu, Dong Ming

AU - Sun, Lin

PY - 2014/9

Y1 - 2014/9

N2 - Porphyrin-cored poly(l-lactide) (SPPLA) was successfully synthesized from ring-opening polymerization (ROP) of l-lactide initiated with porphyrin core. Then, SPPLA was coupled with benzylsulfanylthiocarbonylsufanylpropionic acid (BSPA), and a macro-reversible addition-fragmentation chain transfer (macroRAFT) polymerization agent SPPLA-BSPA was obtained. Finally, star-shaped porphyrin-cored poly(l-lactide)-b-poly(gluconamidoethyl methacrylate) (SPPLA-b-PGAMA) block copolymers were synthesized via RAFT of unprotected gluconamidoethyl methacrylate (GAMA) in 1-methyl-2-pyrrolidinone (NMP) solution at 70°C. The structure of this block copolymer was thoroughly studied by nuclear magnetic resonance spectroscopy (NMR), gel permeation chromatography (GPC), and differential scanning calorimetry (DSC). Under the irradiation, such SPPLA-b-PGAMA copolymer exhibits efficient singlet oxygen generation and indicates high fluorescence quantum yields. Notably, with UV-vis and dynamic light scattering (DLS) analysis, SPPLA-b-PGAMA showed a very specific recognition with concanavalin A (ConA). Particularly, MTT shows that the cytotoxicity of SPPLA-b-PGAMA against COS-7 cells was very low and, when given a longer irradiation time, more BEL-7402 cancer cells died, which will be investigated in this study.

AB - Porphyrin-cored poly(l-lactide) (SPPLA) was successfully synthesized from ring-opening polymerization (ROP) of l-lactide initiated with porphyrin core. Then, SPPLA was coupled with benzylsulfanylthiocarbonylsufanylpropionic acid (BSPA), and a macro-reversible addition-fragmentation chain transfer (macroRAFT) polymerization agent SPPLA-BSPA was obtained. Finally, star-shaped porphyrin-cored poly(l-lactide)-b-poly(gluconamidoethyl methacrylate) (SPPLA-b-PGAMA) block copolymers were synthesized via RAFT of unprotected gluconamidoethyl methacrylate (GAMA) in 1-methyl-2-pyrrolidinone (NMP) solution at 70°C. The structure of this block copolymer was thoroughly studied by nuclear magnetic resonance spectroscopy (NMR), gel permeation chromatography (GPC), and differential scanning calorimetry (DSC). Under the irradiation, such SPPLA-b-PGAMA copolymer exhibits efficient singlet oxygen generation and indicates high fluorescence quantum yields. Notably, with UV-vis and dynamic light scattering (DLS) analysis, SPPLA-b-PGAMA showed a very specific recognition with concanavalin A (ConA). Particularly, MTT shows that the cytotoxicity of SPPLA-b-PGAMA against COS-7 cells was very low and, when given a longer irradiation time, more BEL-7402 cancer cells died, which will be investigated in this study.

KW - Biomolecule recognition

KW - Glycopolymer

KW - RAFT

KW - Self-assembly

KW - Targeted

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U2 - 10.1007/s00396-014-3244-6

DO - 10.1007/s00396-014-3244-6

M3 - 文章

AN - SCOPUS:84906933935

SN - 0303-402X

VL - 292

SP - 2111

EP - 2122

JO - Colloid and Polymer Science

JF - Colloid and Polymer Science

IS - 9

ER -

Biomimetic star-shaped porphyrin-cored poly(L-lactide)-b-glycopolymer block copolymers for targeted photodynamic therapy

Abstract

Keywords

UN SDGs

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