Novel Amphiphilic Diblock Copolymer of Low Molecular Weight Poly(N-vinylpyrrolidone)-block-poly(<scp>d</scp>,<scp>l</scp>-lactide): Synthesis, Characterization, and Micellization

e degradation routes of poly(vinyl pyrrolidone) (PVP) exposed to sodium hypochlorite (bleach) have been previously investigated using chemical analyses such as infrared spectroscopy. So far, no reports have proposed mass spectrometry (MS) as an alternative tool despite its capability to provide molecular and structural information using its single stage electrospray (ESI) or matrix assisted laser desorption ionization (MALDI) and multi stage (MS n ) con gurations, respectively. e present study thus reports on the characterization of PVP a er its exposure to bleach by high resolution MALDI spiralTOF-MS and Kendrick mass defect analysis providing clues as to the formation of a vinyl pyrrolidone/vinyl succinimide copolymeric degradation product. A thorough investigation of the fragmentation pathways of PVP adducted with sodium and proton allows one main route to be described-namely the release of the pyrrolidone pendant group in a charge remote and charge driven mechanism, respectively. Extrapolating this fragmentation pathway, the oxidation of vinyl pyrrolidone into vinyl succinimide hypothesized from the single stage MS is validated by the detection of an alternative succinimide neutral loss in lieu of the pyrrolidone release in the ESI-MS n spectra of the aged PVP sample. It constitutes an example of application of multi-stage mass spectrometry for the characterization of the degradation of polymeric samples at a molecular level.

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“…It is in accordance with the end-groups proposed by Luo et al 35) (inset in Fig. 1A for its structure).…”

Section: Maldi Spiraltof-ms Of Pristine and Aged Pvpsupporting

confidence: 92%

Multi-stage Mass Spectrometry of Poly(vinyl pyrrolidone) and Its Vinyl Succinimide Copolymer Formed upon Exposure to Sodium Hypochlorite

2016

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“…The extrapolation of tangent of the major change in the slope of the fluorescence intensity ratio leads to CMC. [41] As illustrated in Figure 6(b), polymer-platinum (II) complex micelle exhibits a CMC about 3.4 Â 10 À2 mg/mL.…”

Section: Resultsmentioning

confidence: 96%

Polymer–metal complex nanoparticles-containing cisplatin and amphiphilic block copolymer for anticancer drug delivery

Gheybi

Niknejad

Entezami

2013

Designed Monomers and Polymers

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Polymer-metal complex nanoparticles-containing cisplatin (cis-dichlorodiammineplatinum(II)), an anticancer drug, was prepared by a ligand-exchange reaction of cisplatin with core-shell-type poly(citric acid)-b-poly(caprolactone)-b-poly(citric acid) (PCA-PCL-PCA). The resulting polymer-platinum complex nanoparticles showed a high loading capacity (up to 44.2% w/w). The TEM observation confirmed that the nanoparticles with spherical shape were formed by the mixing of PCA-PCL-PCA copolymer and cisplatin. According to TEM and DLS, polymer-cisplatin complex nanoparticles showed larger diameters compared with empty block copolymer attributed to some intermolecular crosslinkings through polymer-platinum (II) complex formation. The release profile of the platinum (II) complexes in phosphate-buffered saline medium at 37°C indicated sustained manner of drug release. In vitro cytotoxicity evaluated by MTT assay, demonstrated that the PCA-PCL-PCA block copolymer does not exhibit apparent cytotoxicity. PCA-PCL-PCA-cisplatin complex nanoparticles showed greater cytotoxicity to HeLa cell line contrasted with free cisplatin, attributed to existence of poly (citric acid) moiety.

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“…These disadvantageous properties have stimulated the development of alternative stealth coatings. Alternatively to PEG, functionalized poly(N-vinyl-2-pyrrolidone) (PVP) can be used for preparation of micelles with a PVP shell (Benahmed et al 2001;Luo et al 2004;Chung et al 2004;Le Garrec et al 2004;Lele and Leroux 2002). PVP is the next best explored option for the corona-forming block.…”

Section: Hydrophilic Blockmentioning

confidence: 99%

Polymeric Micelles

Gaal

Crommelin

2015

Non-Biological Complex Drugs

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Novel Amphiphilic Diblock Copolymer of Low Molecular Weight Poly(N-vinylpyrrolidone)-block-poly(d,l-lactide): Synthesis, Characterization, and Micellization

Cited by 105 publications

References 29 publications

Multi-stage Mass Spectrometry of Poly(vinyl pyrrolidone) and Its Vinyl Succinimide Copolymer Formed upon Exposure to Sodium Hypochlorite

Multi-stage Mass Spectrometry of Poly(vinyl pyrrolidone) and Its Vinyl Succinimide Copolymer Formed upon Exposure to Sodium Hypochlorite

Polymer–metal complex nanoparticles-containing cisplatin and amphiphilic block copolymer for anticancer drug delivery

Polymeric Micelles

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