• Je něco špatně v tomto záznamu ?

Lignin Modification Supported by DFT-Based Theoretical Study as a Way to Produce Competitive Natural Antioxidants

L. Lauberte, G. Fabre, J. Ponomarenko, T. Dizhbite, DV. Evtuguin, G. Telysheva, P. Trouillas,

. 2019 ; 24 (9) : . [pub] 20190509

Jazyk angličtina Země Švýcarsko

Typ dokumentu časopisecké články

Perzistentní odkaz   https://www.medvik.cz/link/bmc19034575

Grantová podpora
OSMOZE The Latvian-France collaboration programme "OSMOZE"
LigProBK The Latvian State Institute of Wood Chemistry Bioeconomy grant "LigProBK"
P208/12/G016 Czech Science Foundation
Project LO1305 The Ministry of Education, Youth and Sports of the Czech Republic
IGA_PrF_2017_028 The student project IGA_PrF_2017_028 of Palacky University
FCT Ref. UID/CTM/50011/2013 The CICECO-Aveiro Institute of Materials, POCI-01-0145-FEDER-007679, financed by national funds through the FCT/MEC and when appropriate co-financed by FEDER under the PT2020 Partnership Agreement

The valorization of lignins as renewable aromatic feedstock is of utmost importance in terms of the use of sustainable resources. This study provides a deductive approach towards market-oriented lignin-derived antioxidants by ascertaining the direct effect of different structural features of lignin on the reactivity of its phenolic OH groups in the radical scavenging reactions. The antioxidant activity of a series of compounds, modeling lignin structural units, was experimentally characterized and rationalized, using thermodynamic descriptors. The calculated O-H bond dissociation enthalpies (BDE) of characteristic lignin subunits were used to predict the modification pathways of technical lignins. The last ones were isolated by soda delignification from different biomass sources and their oligomeric fractions were studied as a raw material for modification and production of optimized antioxidants. These were characterized in terms of chemical structure, molecular weight distribution, content of the functional groups, and the antioxidant activity. The developed approach for the targeted modification of lignins allowed the products competitive with two commercial synthetic phenolic antioxidants in both free radical scavenging and stabilization of thermooxidative destruction of polyurethane films.

Citace poskytuje Crossref.org

000      
00000naa a2200000 a 4500
001      
bmc19034575
003      
CZ-PrNML
005      
20191008104730.0
007      
ta
008      
191007s2019 sz f 000 0|eng||
009      
AR
024    7_
$a 10.3390/molecules24091794 $2 doi
035    __
$a (PubMed)31075868
040    __
$a ABA008 $b cze $d ABA008 $e AACR2
041    0_
$a eng
044    __
$a sz
100    1_
$a Lauberte, Liga $u Latvian State Institute of Wood Chemistry, Dzerbenes Str. 27, LV-1006 Riga, Latvia. roze@edi.lv.
245    10
$a Lignin Modification Supported by DFT-Based Theoretical Study as a Way to Produce Competitive Natural Antioxidants / $c L. Lauberte, G. Fabre, J. Ponomarenko, T. Dizhbite, DV. Evtuguin, G. Telysheva, P. Trouillas,
520    9_
$a The valorization of lignins as renewable aromatic feedstock is of utmost importance in terms of the use of sustainable resources. This study provides a deductive approach towards market-oriented lignin-derived antioxidants by ascertaining the direct effect of different structural features of lignin on the reactivity of its phenolic OH groups in the radical scavenging reactions. The antioxidant activity of a series of compounds, modeling lignin structural units, was experimentally characterized and rationalized, using thermodynamic descriptors. The calculated O-H bond dissociation enthalpies (BDE) of characteristic lignin subunits were used to predict the modification pathways of technical lignins. The last ones were isolated by soda delignification from different biomass sources and their oligomeric fractions were studied as a raw material for modification and production of optimized antioxidants. These were characterized in terms of chemical structure, molecular weight distribution, content of the functional groups, and the antioxidant activity. The developed approach for the targeted modification of lignins allowed the products competitive with two commercial synthetic phenolic antioxidants in both free radical scavenging and stabilization of thermooxidative destruction of polyurethane films.
650    _2
$a antioxidancia $x chemická syntéza $7 D000975
650    12
$a teorie funkcionálu hustoty $7 D000077318
650    _2
$a dimerizace $7 D019281
650    _2
$a elektrony $7 D004583
650    _2
$a vodík $x chemie $7 D006859
650    _2
$a kinetika $7 D007700
650    _2
$a lignin $x chemie $7 D008031
650    12
$a teoretické modely $7 D008962
650    _2
$a polyfenoly $x chemie $7 D059808
650    _2
$a polyurethany $x chemie $7 D011140
650    _2
$a protonová magnetická rezonanční spektroskopie $7 D066244
650    _2
$a spektroskopie infračervená s Fourierovou transformací $7 D017550
650    _2
$a teplota $7 D013696
655    _2
$a časopisecké články $7 D016428
700    1_
$a Fabre, Gabin $u INSERM UMR 1248, Université de Limoges, Faculté de Pharmacie, 2 rue du Docteur Marcland, 87025 Limoges Cedex, France. gabin.fabre@gmail.com.
700    1_
$a Ponomarenko, Jevgenija $u Latvian State Institute of Wood Chemistry, Dzerbenes Str. 27, LV-1006 Riga, Latvia. jevgenijaponomarenko@inbox.lv.
700    1_
$a Dizhbite, Tatiana $u Latvian State Institute of Wood Chemistry, Dzerbenes Str. 27, LV-1006 Riga, Latvia. lcl@edi.lv.
700    1_
$a Evtuguin, Dmitry V $u CICECO/University of Aveiro, Campus Universitário de Santiago, 3810-193 Aveiro, Portugal. dmitrye@ua.pt.
700    1_
$a Telysheva, Galina $u Latvian State Institute of Wood Chemistry, Dzerbenes Str. 27, LV-1006 Riga, Latvia. ligno@edi.lv.
700    1_
$a Trouillas, Patrick $u INSERM UMR 1248, Université de Limoges, Faculté de Pharmacie, 2 rue du Docteur Marcland, 87025 Limoges Cedex, France. patrick.trouillas@unilim.fr. Regional Centre of Advanced Technologies and Materials, Department of Physical Chemistry, Faculty of Science, Palacký University, tř. 17 listopadu 12, 771 46 Olomouc, Czech Republic. patrick.trouillas@unilim.fr.
773    0_
$w MED00180394 $t Molecules (Basel, Switzerland) $x 1420-3049 $g Roč. 24, č. 9 (2019)
856    41
$u https://pubmed.ncbi.nlm.nih.gov/31075868 $y Pubmed
910    __
$a ABA008 $b sig $c sign $y a $z 0
990    __
$a 20191007 $b ABA008
991    __
$a 20191008105146 $b ABA008
999    __
$a ok $b bmc $g 1451235 $s 1073125
BAS    __
$a 3
BAS    __
$a PreBMC
BMC    __
$a 2019 $b 24 $c 9 $e 20190509 $i 1420-3049 $m Molecules $n Molecules $x MED00180394
GRA    __
$a OSMOZE $p The Latvian-France collaboration programme "OSMOZE"
GRA    __
$a LigProBK $p The Latvian State Institute of Wood Chemistry Bioeconomy grant "LigProBK"
GRA    __
$a P208/12/G016 $p Czech Science Foundation
GRA    __
$a Project LO1305 $p The Ministry of Education, Youth and Sports of the Czech Republic
GRA    __
$a IGA_PrF_2017_028 $p The student project IGA_PrF_2017_028 of Palacky University
GRA    __
$a FCT Ref. UID/CTM/50011/2013 $p The CICECO-Aveiro Institute of Materials, POCI-01-0145-FEDER-007679, financed by national funds through the FCT/MEC and when appropriate co-financed by FEDER under the PT2020 Partnership Agreement
LZP    __
$a Pubmed-20191007

Najít záznam

Citační ukazatele

Možnosti archivace