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Poly(ethylene oxide)‐ block ‐poly(α‐cinnamyl‐ε‐caprolactone‐ co ‐ε‐caprolactone) diblock copolymer nanocarriers for enhanced solubilization of caffeic acid phenethyl ester
Author(s) -
Atanasova MariyaDesislava,
Grancharov Georgy,
Petrov Petar D.
Publication year - 2021
Publication title -
journal of polymer science
Language(s) - English
Resource type - Journals
eISSN - 2642-4169
pISSN - 2642-4150
DOI - 10.1002/pol.20200706
Subject(s) - caprolactone , copolymer , polymer chemistry , micelle , amphiphile , chemistry , ethylene oxide , nanocarriers , ethylene glycol , organic chemistry , aqueous solution , drug delivery , polymer
We report novel micellar carriers, comprising pendant cinnamyl moieties in the core‐forming block, designed to increase the solubilization of caffeic acid phenethyl ester (CAPE) in aqueous media. Amphiphilic poly(ethylene oxide)‐ block ‐poly(α‐cinnamyl‐ε‐caprolactone‐ co ‐ε‐caprolactone) (PEO‐ b ‐P(CyCL‐ co ‐CL) diblock copolymers were synthesized by ring‐opening copolymerization of α‐propargyl‐ε‐caprolactone and ε‐caprolactone from a monofunctional PEO macroinitiator and subsequent attachment of cinnamyl groups via click reaction. In addition, a linear PEO‐ b ‐PCL diblock copolymer was synthesized and used in this study for comparison. Next, nanosized micelles from PEO‐ b ‐P(CyCL‐ co ‐CL) and PEO‐ b ‐PCL were formed via the solvent evaporation method and then loaded with CAPE. Dynamic and electrophoretic light scattering, and transmission electron microscopy were used to characterize both blank and loaded carriers. The potential of the micelles comprising pendant cinnamyl group to solubilize CAPE in water was evaluated in a comparative fashion to that of nonmodified PEO‐ b ‐PCL diblock copolymer.