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

2.50
Hdl Handle:
http://hdl.handle.net/2436/615635
Title:
Bioactive (co)oligoesters with antioxidant properties – synthesis and structural characterization at the molecular level
Authors:
Maksymiak, Magdalena; Bałakier, Tomasz; Jurczak, Janusz; Adamus, Grazyna; Kowalczuk, Marek ( 0000-0002-2877-7466 )
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.
Citation:
Bioactive (co)oligoesters with antioxidant properties – synthesis and structural characterization at the molecular level 2016, 6 (62):57751 RSC Adv.
Publisher:
Royal Society of Chemistry (RSC)
Journal:
RSC Adv.
Issue Date:
Jun-2016
URI:
http://hdl.handle.net/2436/615635
DOI:
10.1039/C6RA09870C
Additional Links:
http://xlink.rsc.org/?DOI=C6RA09870C
Type:
Article
Language:
en
ISSN:
2046-2069
Appears in Collections:
FSE

Full metadata record

DC FieldValue Language
dc.contributor.authorMaksymiak, Magdalenaen
dc.contributor.authorBałakier, Tomaszen
dc.contributor.authorJurczak, Januszen
dc.contributor.authorAdamus, Grazynaen
dc.contributor.authorKowalczuk, Mareken
dc.date.accessioned2016-07-06T11:06:15Z-
dc.date.available2016-07-06T11:06:15Z-
dc.date.issued2016-06-
dc.identifier.citationBioactive (co)oligoesters with antioxidant properties – synthesis and structural characterization at the molecular level 2016, 6 (62):57751 RSC Adv.en
dc.identifier.issn2046-2069en
dc.identifier.doi10.1039/C6RA09870C-
dc.identifier.urihttp://hdl.handle.net/2436/615635-
dc.description.abstractA 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.en
dc.language.isoenen
dc.publisherRoyal Society of Chemistry (RSC)en
dc.relation.urlhttp://xlink.rsc.org/?DOI=C6RA09870Cen
dc.rightsArchived with thanks to RSC Adv.en
dc.rights.urihttp://creativecommons.org/licenses/by-nc-nd/4.0/*
dc.subjectBioactive (co)oligoestersen
dc.subjectbiodegradable polymersen
dc.subjectmass spectrometryen
dc.titleBioactive (co)oligoesters with antioxidant properties – synthesis and structural characterization at the molecular levelen
dc.typeArticleen
dc.identifier.journalRSC Adv.en
dc.date.accepted2016-04-16-
rioxxterms.funderNational Science Centre (NCN) Poland, University of Wolverhamptonen
rioxxterms.identifier.project2013/09/N/ST5/00890, 2012/07/B/ST5/00627en
rioxxterms.versionAMen
rioxxterms.licenseref.urihttps://creativecommons.org/CC BY-NC-ND 4.0en
rioxxterms.licenseref.startdate2017-06-07en
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