Synthesis and Characterization of Biodegradable Amphiphilic Star and Y-Shaped Block Copolymers as Potential Carriers  for Vinorelbine

Bahadorı, Fatemeh; Dağ, Aydan; Durmaz, Hakan; Çakır, Neşe; Önyüksel, Hayat; Tunca, Ümit; Topcu, Gülaçtı; Hızal, Gürkan

doi:10.3390/polym6010214

Cited by 28 publications

(30 citation statements)

References 48 publications

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“…). The incorporation of poly (ethylene glycol) arm shifts the retention volume of PCL‐PNIPAAm‐mPEG miktoarm star terpolymer to the higher side due to the greater dipolar interaction of PEG block with the stationary phase of GPC column . The combined results of 1 H NMR spectroscopy and GPC measurements indicated that the target polymer viz.…”

Section: Resultsmentioning

confidence: 99%

A convenient synthesis of α,α′‐ homo‐ and α,α′‐hetero‐bifunctionalized poly(ε‐caprolactone)s by ring opening polymerization: The potentially valuable precursors for miktoarm star copolymers

Patil

Tawade

Wadgaonkar

2015

J. Polym. Sci. Part A: Polym. Chem.

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Two new ring opening polymerization (ROP) initiators, namely, (3‐allyl‐2‐(allyloxy)phenyl)methanol and (3‐allyl‐2‐(prop‐2‐yn‐1‐yloxy)phenyl)methanol each containing two reactive functionalities viz. allyl, allyloxy and allyl, propargyloxy, respectively, were synthesized from 3‐allylsalicyaldehyde as a starting material. Well defined α‐allyl, α′‐allyloxy and α‐allyl, α′‐propargyloxy bifunctionalized poly(ε‐caprolactone)s with molecular weights in the range 4200–9500 and 3600–10,900 g/mol and molecular weight distributions in the range 1.16–1.18 and 1.15–1.16, respectively, were synthesized by ROP of ε‐caprolactone employing these initiators. The presence of α‐allyl, α′‐allyloxy and α‐allyl, α′‐propargyloxy functionalities on poly(ε‐caprolactone)s was confirmed by FT‐IR, 1H, 13C NMR spectroscopy, and MALDI‐TOF analysis. The kinetic study of ROP of ε‐caprolactone with both the initiators revealed the pseudo first order kinetics with respect to ε‐caprolactone consumption and controlled behavior of polymerization reactions. The usefulness of α‐allyl, α′‐allyloxy functionalities on poly(ε‐caprolactone) was demonstrated by performing the thiol‐ene reaction with poly(ethylene glycol) thiol to obtain (mPEG)2‐PCL miktoarm star copolymer. α‐Allyl, α′‐propargyloxy functionalities on poly(ε‐caprolactone) were utilized in orthogonal reactions i.e copper catalyzed alkyne‐azide click (CuAAC) with azido functionalized poly(N‐isopropylacrylamide) followed by thiol‐ene reaction with poly(ethylene glycol) thiol to synthesize PCL‐PNIPAAm‐mPEG miktoarm star terpolymer. The preliminary characterization of A2B and ABC miktoarm star copolymers was carried out by 1H NMR spectroscopy and gel permeation chromatography (GPC). © 2015 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2016, 54, 844–860

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Section: Resultsmentioning

confidence: 99%

A convenient synthesis of α,α′‐ homo‐ and α,α′‐hetero‐bifunctionalized poly(ε‐caprolactone)s by ring opening polymerization: The potentially valuable precursors for miktoarm star copolymers

Patil

Tawade

Wadgaonkar

2015

J. Polym. Sci. Part A: Polym. Chem.

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“…The Cu(I)‐catalyzed azide/alkyne cycloaddition (CuAAC) and Diels–Alder reactions as foremost members of the “click” reactions family have been received growing interest for the preparation of nonlinear macromolecular structures with different composition and topology. More recently, our group employed these “click” systems for the preparation of multiarm star, multiarm star block, multiarm star triblock, and multiarm star mixed‐block copolymers …”

Section: Introductionmentioning

confidence: 99%

Heterofunctionalized Multiarm Star Polymers via Sequential Thiol-para-Fluoro and Thiol-Ene Double “Click” Reactions

Çakır

Tunca

Hızal

et al. 2016

Macromol. Chem. Phys.

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The successful postfunctionalization of multiarm star polystyrene (PS) with pentafluorophenyl and allyl moieties at the periphery is demonstrated employing modular thiol‐para‐fluoro and photoinduced radical thiol‐ene double “click” reactions, respectively. α‐Fluoro and α‐allyl functionalized PS (α‐fluoro‐PS and α‐allyl‐PS) are in situ prepared by atom transfer radical polymerization of styrene and their mixture is used as macroinitiator in a crosslinking reaction with divinyl benzene (DVB) yielding (fluoro‐PS)m–polyDVB–(allyl‐PS)m multiarm star polymer. It is found that the multiarm star polymer includes nearly identical number of arms possessing pentafluorophenyl and allyl moieties at the periphery. The obtained multiarm star polymer is then reacted with 1‐propanethiol through thiol‐para‐fluoro “click” reaction to give (propyl‐PS)m–polyDVB–(allyl‐PS)m multiarm star polymer, which is subsequently reacted with N‐acetyl‐l‐cysteine methyl ester via radical thiol‐ene “click” reaction in order to give well‐defined heterofunctionalized (propyl‐PS)m–polyDVB–(cysteine‐PS)m multiarm star polymer, with higher molecular weight and narrow molecular weight distribution. Multiarm star polymers are characterized by using viscotek triple detection gel permeation chromatography, 1H, and 19F NMR.

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“…Glutathione (GSH)-responsive poly(ethylene glycol)-b-polycarbonate-b-poly(ethylene glycol) micellar nanoparticles carrying hydrophobic anticancer drugs, have shown glutathione-triggered decomposition controlling the drug release and at the same time the cytotoxicity to cancer cells [112].…”

Section: Slika 4 Agregati Na Bazi Poli(dl-mlečna Kiselina)-poli(elilmentioning

confidence: 99%

Biodegradable polymers suitable for tissue engineering and drug delivery systems

Porjazoska-Kujundziski¹,

Chamovska²

2017

Zas Mat

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Synthesis and Characterization of Biodegradable Amphiphilic Star and Y-Shaped Block Copolymers as Potential Carriers for Vinorelbine

Cited by 28 publications

References 48 publications

A convenient synthesis of α,α′‐ homo‐ and α,α′‐hetero‐bifunctionalized poly(ε‐caprolactone)s by ring opening polymerization: The potentially valuable precursors for miktoarm star copolymers

A convenient synthesis of α,α′‐ homo‐ and α,α′‐hetero‐bifunctionalized poly(ε‐caprolactone)s by ring opening polymerization: The potentially valuable precursors for miktoarm star copolymers

Heterofunctionalized Multiarm Star Polymers via Sequential Thiol-para-Fluoro and Thiol-Ene Double “Click” Reactions

Biodegradable polymers suitable for tissue engineering and drug delivery systems

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