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Issue 62, 2016
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Bioactive (co)oligoesters with antioxidant properties – synthesis and structural characterization at the molecular level

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Abstract

A contemporary synthetic route, starting from the bioactive compound via the corresponding glycidyl ester and β-substituted β-lactone to (homo)- and (co)oligoesters with a bioactive moiety covalently linked as pendent groups along an oligomer backbone, was reported. The bioactive compounds were selected from antioxidants used in cosmetics. Two models of bioactive (homo)- and (co)oligoesters were synthesized via anionic ring-opening (co)oligomerization of p-methoxybenzoyloxymethylpropiolactone (p-AA-CH2-PL) initiated by p-anisic acid sodium salt. An analytical protocol was developed for a detailed structural characterization at the molecular level of these bioactive (co)oligoesters. The molecular level structure of the obtained bioactive (homo)- and (co)oligoesters was established by electrospray ionization tandem mass spectrometry (ESI-MS/MS) supported by 1H NMR analysis. Additionally, the results presented here are important for the analysis of designed biodegradable polymeric controlled-release systems of bioactive compounds with potential applications in cosmetology.

Graphical abstract: Bioactive (co)oligoesters with antioxidant properties – synthesis and structural characterization at the molecular level

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Article information


Submitted
16 Apr 2016
Accepted
08 Jun 2016
First published
10 Jun 2016

RSC Adv., 2016,6, 57751-57761
Article type
Paper

Bioactive (co)oligoesters with antioxidant properties – synthesis and structural characterization at the molecular level

M. Maksymiak, T. Bałakier, J. Jurczak, M. Kowalczuk and G. Adamus, RSC Adv., 2016, 6, 57751
DOI: 10.1039/C6RA09870C

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