Nanomedicine from amphiphilized prodrugs: Concept and clinical translation

Xiang, Jiajia; Liu, Xin; Yuan, Guanming; Zhang, Runnan; Zhou, Quan; Xie, Tao; Shen, Youqing

doi:10.1016/j.addr.2021.114027

Cited by 36 publications

(31 citation statements)

References 231 publications

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“…Thus, the polymerization of BPA-NCA proceeded at 80 °C as follows. 1 H NMR of PEG-PBPA (M n = 5.0−4.0 kg/mol) presented characteristic signal peaks of PEG (δ 3.51) and BPA (δ 7.68, 7.22) (Figure ). According to the integral intensities of characteristic signal peaks of PEG and BPA, the degree of polymerization (DP) of BPA was calculated to be 21, which was in line with the theoretical design.…”

Section: ■ Results and Discussionmentioning

confidence: 99%

Phenylboronic Acid-Functionalized Copolypeptides: Facile Synthesis and Responsive Dual Anticancer Drug Release

et al. 2022

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The incorporation of a phenylboronic acid group has appeared as an attractive strategy to build smart drug delivery systems. Here, we report novel synthesis of phenylboronic acid-functionalized copolypeptides based on an L-boronophenylalanine Ncarboxyanhydride (BPA-NCA) monomer and their application for robust co-encapsulation and responsive release of dual anticancer drugs. By employing different poly(ethylene glycol) (PEG) initiators and copolymerizing with varying NCA monomers, linear and star PEG-poly(L-boronophenylalanine) copolymers (PEG-PBPA, star-PEG-PBPA), PEG-poly(L-tyrosine-co-L-boronophenylalanine) [PEG-P(Tyr-co-BPA)], PEG-poly(L-lysine-co-L-boronophenylalanine) [PEG-P(Lys-co-BPA)], and PEG-poly(β-benzyl-L-aspartateco-L-boronophenylalanine) [PEG-P(BLA-co-BPA)] were obtained with controlled compositions. Interestingly, PEG-PBPA selfassembled into uniform micellar nanoparticles that mediated robust co-encapsulation and hydrogen peroxide (H 2 O 2 ) and acidresponsive release of dual antitumor drugs, curcumin (Cur) and sorafenib tosylate (Sor). These dual drug-loaded nanoparticles (PBN-Cur/Sor) exhibited a greatly enhanced anticancer effect toward U87 MG-luciferase glioblastoma cells. The facile synthesis of phenylboronic acid-functionalized copolypeptides from BPA coupled with their robust drug loading and responsive drug release behaviors make them interesting for construction of smart cancer nanomedicines.

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Section: ■ Results and Discussionmentioning

confidence: 99%

Phenylboronic Acid-Functionalized Copolypeptides: Facile Synthesis and Responsive Dual Anticancer Drug Release

et al. 2022

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“…48,49 Notably, according to their molecular weights, amphiphilic prodrugs could be broadly divided into two categories, namely polymer–drug conjugates ((poly)-prodrug amphiphiles) and drug–drug conjugates (amphiphilized homo/heterodimeric prodrugs). 50 As illustrated in Fig. 1C, the amphiphilic polymer–drug conjugates were synthesized by attaching single or multiple parent drugs onto carrier materials of synthetic (block polymers) or biological origin (peptides or oligonucleotides) via covalent stimulus-labile linkages.…”

Section: Concept and Design Of Prodrug Nanoassembliesmentioning

confidence: 99%

Stimulus-responsive self-assembled prodrugs in cancer therapy

et al. 2022

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“…Prodrug design provides a useful strategy for overcoming these drawbacks. [1][2][3][4] One of the efforts in the past few decades has been focused on developing polymer and macromolecule-based prodrugs that decrease first-pass elimination in the kidneys and improve selective accumulation in tumours via the enhanced permeation and retention effect (EPR). [4][5][6][7][8][9] Among others, the dynamic hydrazone bond has been demonstrated as an efficient tool to conjugate drugs to produce various polymeric and macromolecular prodrugs, [9][10][11][12] which release active agents via acid-responsive hydrolysis in the tumour microenvironment.…”

Section: Introductionmentioning

confidence: 99%