Development of biodegradable polyesters based on a hydroxylated coumarin initiator towards fluorescent visible paclitaxel-loaded microspheres

Bian, Yufei; Wei, Zhiyong; Wang, Zefeng; Tu, Zhu; Zheng, Liuchun; Wang, Wenhuan; Leng, Xuefei; Li, Yang

doi:10.1039/c8tb02952k

Cited by 8 publications

(14 citation statements)

References 73 publications

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“…Furthermore, the UV signal of GPC curves of l-/s-/lc-/sc-PLLA-COU exhibits an obvious peak at the same retention time of RI signal, as the conjugated phenyl ring and the double bond of coumarin give rise to the strong molar absorption coefficient of π−π* and n−π transitions. 18 By contrast, the UV signals of l-/s-/lc-/sc-PLLA in the GPC curves are not observed. It is evident that the multihydroxyl terminated PLLA (l-/s-/lc-/sc-PLLA) was covalently bound with coumarin.…”

Section: Resultsmentioning

confidence: 93%

“…15 In our previous work, we used an initiated functionalization method, in particular, hydroxylated coumarin as initiator, to prepare a series of ω-end fluorescent biodegradable linear polyesters. 18 However, only one fluorophore in each macromolecular chain cannot provide satisfactory fluorescence imaging for highly demanding occasions. As a result, it deserves to develop the macromolecular containing multifluorophores.…”

Section: Introductionmentioning

confidence: 99%

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End-Chain Fluorescent Highly Branched Poly(l-lactide)s: Synthesis, Architecture-Dependence, and Fluorescent Visible Paclitaxel-Loaded Microspheres

et al. 2019

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A facile method in combination of “grafting from” and “end-functionalization” was developed for the synthesis of fluorescent highly branched poly(l-lactide)s (PLLA-COU) via ring opening polymerization (ROP) and esterification end-capping. These resulting PLLA-COU with four kinds of architectures, including linear, star, linear-comb, and star-comb structures, were subjected to characterization and application as fluorescent visible paclitaxel-loaded microspheres. The mutual effects of architecture and end-groups on thermal and fluorescence properties, enzymatic degradation, and drug release behaviors were focused. Contrast to linear and star PLLA-COU, two comb-shaped analogues demonstrated higher fluorescence quantum yield, faster drug release, and lower enzymatic degradation rate. All the fluorescent microspheres could maintain fluorescence traceability. The fluorescent PLLA-COU displayed negligible toxicity and good biocompatibility. This work highlights that the fluorescent highly branched poly(l-lactide)s are properties-tailored and used as fluorescent visible drug delivery systems (DDS) for potential theranostic applications.

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Section: Resultsmentioning

confidence: 93%

Section: Introductionmentioning

confidence: 99%

End-Chain Fluorescent Highly Branched Poly(l-lactide)s: Synthesis, Architecture-Dependence, and Fluorescent Visible Paclitaxel-Loaded Microspheres

et al. 2019

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“…Fluorescent polyester materials refer to the materials that could emit light under irradiation of light of specific wavelength [184]. In recent years, people have begun to pre pare fluorescent materials through compositing organic photosensitive substances and inorganic substrates, in which fluorescent components are uniformly dispersed into base materials [185].…”

Section: Fluorescent Materialsmentioning

confidence: 99%

Emerging Applications of Silica Nanoparticles as Multifunctional Modifiers for High Performance Polyester Composites

et al. 2021

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Nano-modification of polyester has become a research hotspot due to the growing demand for high-performance polyester. As a functional carrier, silica nanoparticles show large potential in improving crystalline properties, enhancing strength of polyester, and fabricating fluorescent polyester. Herein, we briefly traced the latest literature on synthesis of silica modifiers and the resultant polyester nanocomposites and presented a review. Firstly, we investigated synthesis approaches of silica nanoparticles for modifying polyester including sol-gel and reverse microemulsion technology, and their surface modification methods such as grafting silane coupling agent or polymer. Then, we summarized processing technics of silica-polyester nanocomposites, like physical blending, sol-gel processes, and in situ polymerization. Finally, we explored the application of silica nanoparticles in improving crystalline, mechanical, and fluorescent properties of composite materials. We hope the work provides a guideline for the readers working in the fields of silica nanoparticles as well as modifying polyester.

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“…Recently, Bian et al have synthesized a series of fluorescent aliphatic polyesters and therefrom paclitaxel-loaded microspheres in the 70−100 μm range. 9 Fluorescence measurements allowed monitoring of the degradation process and provided detailed insights into the degradation kinetics. However, biodegradable materials such as polycaprolactone-or polylactide-based copolymers are degraded by hydrolysis and have no selfreporting nature that could facilitate tracking its degradation.…”

Section: ■ Introductionmentioning

confidence: 99%

“…Furthermore, polymeric microspheres can also be modified with functional groups or fluorophores for advanced macromolecular design. Recently, Bian et al have synthesized a series of fluorescent aliphatic polyesters and therefrom paclitaxel-loaded microspheres in the 70–100 μm range . Fluorescence measurements allowed monitoring of the degradation process and provided detailed insights into the degradation kinetics.…”

Section: Introductionmentioning

confidence: 99%

Chemiluminescent Read-Out of Degradable Fluorescent Polymer Particles

et al. 2020

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The design of chemiluminescent degradable particles is largely an unexplored field. We, herein, pioneer self-reporting chemiluminescent microspheres, allowing one to readily monitor their degradation. Initially, fluorescent particle formation is induced by cross-linking a photoreactive polymer (poly(styrene-co-tetrazole), 1900 g mol–1, Đ = 1.1) and a peroxyoxalate dilinker under irradiation (λmax = 300 nm) employing the nitrile–imine tetrazole-ene cycloaddition (NITEC). Similar to a precipitation polymerization technique, the synthesis does not require any stabilizers, bases, or initiators and proceeds at ambient temperature to yield highly fluorescent microspheres (D n = 700 nm) in less than 30 min. Next, the particles are degraded on demand by addition of hydrogen peroxide that cleaves the peroxyoxalate linking points and subsequently disintegrates the particles. Degradation of the microspheres can be readily monitored by the light emitted during the peroxyoxalate chemiluminescent reaction process. Importantly, while the present contribution describes the incorporation of degradable CL linkages into polymeric microspheres, the approach can be more broadly implemented in the synthesis of complex macromolecular architectures facilitating optical readout of degradable scaffolds.

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Development of biodegradable polyesters based on a hydroxylated coumarin initiator towards fluorescent visible paclitaxel-loaded microspheres

Cited by 8 publications

References 73 publications

End-Chain Fluorescent Highly Branched Poly(l-lactide)s: Synthesis, Architecture-Dependence, and Fluorescent Visible Paclitaxel-Loaded Microspheres

End-Chain Fluorescent Highly Branched Poly(l-lactide)s: Synthesis, Architecture-Dependence, and Fluorescent Visible Paclitaxel-Loaded Microspheres

Emerging Applications of Silica Nanoparticles as Multifunctional Modifiers for High Performance Polyester Composites

Chemiluminescent Read-Out of Degradable Fluorescent Polymer Particles

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