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Phenolic Compounds from Populus alba L. and Salix subserrata Willd. (Salicaceae) Counteract Oxidative Stress in Caenorhabditis elegans.

Identifieur interne : 000790 ( Main/Exploration ); précédent : 000789; suivant : 000791

Phenolic Compounds from Populus alba L. and Salix subserrata Willd. (Salicaceae) Counteract Oxidative Stress in Caenorhabditis elegans.

Auteurs : Nora Tawfeek [Allemagne, Égypte] ; Mansour Sobeh [Allemagne, Maroc] ; Dalia I. Hamdan [Égypte] ; Nawaal Farrag [Égypte] ; Mariana Roxo [Allemagne] ; Assem M. El-Shazly [Égypte] ; Michael Wink [Allemagne]

Source :

RBID : pubmed:31137712

Descripteurs français

English descriptors

Abstract

Utilizing bioassay- and TLC-guided column chromatography, fifteen secondary metabolites from Populus alba and eight compounds from Salix subserrata were isolated, including a novel plant metabolite salicyl ether and characterized using ultralviolet light (UV) absorbance, mass spectrometry (MS), 1H-, 13C-NMR (nuclear magnetic resonance), heteronuclear single quantum coherence spectroscopy (HSQC) and heteronuclear multiple bond correlation (HMBC). The extracts, their sub-fractions and the isolated compounds exhibited promising antioxidant activities in vitro in DPPH and FRAP assays. Also, the extracts of P. alba leaf (PL), shoots (PS), and S. subserrata leaf (SL) demonstrated substantial antioxidant activities in vivo in the multicellular model organism Caenorhabditis elegans. For the first time, the isolated secondary metabolites, aromadendrin, tremuloidin, salicin, isorhamnetin-3-O-β-d-rutinoside, gallocatechin, triandrin, and chrysoeriol-7-O-glucuronide were investigated. They exhibited substantial antioxidant activities in vivo. Salicin, isorhamnetin-3-O-β-d-rutinoside and gallocatechin, in particular, protected the worms against a lethal dose of the pro-oxidant juglone (80 µM), decreased the endogenous reactive oxygen species (ROS) level to 45.34%, 47.31%, 68.09% and reduced juglone- induced hsp-16.2::GFP (green fluorescence protein) expression to 79.62%, 70.17%, 26.77%, respectively. However, only gallocatechin induced higher levels of sod-3 expression. These findings support the traditional use of Populus alba and Salix subserrata for treating inflammation especially when ROS are involved.

DOI: 10.3390/molecules24101999
PubMed: 31137712
PubMed Central: PMC6571762


Affiliations:


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Le document en format XML

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<term>Animals (MeSH)</term>
<term>Antioxidants (pharmacology)</term>
<term>Biological Products (chemistry)</term>
<term>Biological Products (isolation & purification)</term>
<term>Biphenyl Compounds (chemistry)</term>
<term>Caenorhabditis elegans (drug effects)</term>
<term>Caenorhabditis elegans (physiology)</term>
<term>Catechin (analogs & derivatives)</term>
<term>Catechin (pharmacology)</term>
<term>Flavonoids (analysis)</term>
<term>Fluorescence Recovery After Photobleaching (MeSH)</term>
<term>Green Fluorescent Proteins (metabolism)</term>
<term>Oxidative Stress (drug effects)</term>
<term>Phenols (isolation & purification)</term>
<term>Phenols (pharmacology)</term>
<term>Picrates (chemistry)</term>
<term>Plant Extracts (pharmacology)</term>
<term>Populus (chemistry)</term>
<term>Reactive Oxygen Species (metabolism)</term>
<term>Salix (chemistry)</term>
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<term>Animaux (MeSH)</term>
<term>Antioxydants (pharmacologie)</term>
<term>Caenorhabditis elegans (effets des médicaments et des substances chimiques)</term>
<term>Caenorhabditis elegans (physiologie)</term>
<term>Catéchine (analogues et dérivés)</term>
<term>Catéchine (pharmacologie)</term>
<term>Dérivés du biphényle (composition chimique)</term>
<term>Espèces réactives de l'oxygène (métabolisme)</term>
<term>Extraits de plantes (pharmacologie)</term>
<term>Flavonoïdes (analyse)</term>
<term>Phénols (isolement et purification)</term>
<term>Phénols (pharmacologie)</term>
<term>Picrates (composition chimique)</term>
<term>Populus (composition chimique)</term>
<term>Produits biologiques (composition chimique)</term>
<term>Produits biologiques (isolement et purification)</term>
<term>Protéines à fluorescence verte (métabolisme)</term>
<term>Redistribution de fluorescence après photoblanchiment (MeSH)</term>
<term>Salix (composition chimique)</term>
<term>Stress oxydatif (effets des médicaments et des substances chimiques)</term>
</keywords>
<keywords scheme="MESH" type="chemical" qualifier="analogs & derivatives" xml:lang="en">
<term>Catechin</term>
</keywords>
<keywords scheme="MESH" type="chemical" qualifier="analysis" xml:lang="en">
<term>Flavonoids</term>
</keywords>
<keywords scheme="MESH" type="chemical" qualifier="chemistry" xml:lang="en">
<term>Biological Products</term>
<term>Biphenyl Compounds</term>
<term>Picrates</term>
</keywords>
<keywords scheme="MESH" type="chemical" qualifier="isolation & purification" xml:lang="en">
<term>Biological Products</term>
<term>Phenols</term>
</keywords>
<keywords scheme="MESH" type="chemical" qualifier="metabolism" xml:lang="en">
<term>Green Fluorescent Proteins</term>
<term>Reactive Oxygen Species</term>
</keywords>
<keywords scheme="MESH" type="chemical" qualifier="pharmacology" xml:lang="en">
<term>Antioxidants</term>
<term>Catechin</term>
<term>Phenols</term>
<term>Plant Extracts</term>
</keywords>
<keywords scheme="MESH" qualifier="analogues et dérivés" xml:lang="fr">
<term>Catéchine</term>
</keywords>
<keywords scheme="MESH" qualifier="analyse" xml:lang="fr">
<term>Flavonoïdes</term>
</keywords>
<keywords scheme="MESH" qualifier="chemistry" xml:lang="en">
<term>Populus</term>
<term>Salix</term>
</keywords>
<keywords scheme="MESH" qualifier="composition chimique" xml:lang="fr">
<term>Dérivés du biphényle</term>
<term>Picrates</term>
<term>Populus</term>
<term>Produits biologiques</term>
<term>Salix</term>
</keywords>
<keywords scheme="MESH" qualifier="drug effects" xml:lang="en">
<term>Caenorhabditis elegans</term>
<term>Oxidative Stress</term>
</keywords>
<keywords scheme="MESH" qualifier="effets des médicaments et des substances chimiques" xml:lang="fr">
<term>Caenorhabditis elegans</term>
<term>Stress oxydatif</term>
</keywords>
<keywords scheme="MESH" qualifier="isolement et purification" xml:lang="fr">
<term>Phénols</term>
<term>Produits biologiques</term>
</keywords>
<keywords scheme="MESH" qualifier="métabolisme" xml:lang="fr">
<term>Espèces réactives de l'oxygène</term>
<term>Protéines à fluorescence verte</term>
</keywords>
<keywords scheme="MESH" qualifier="pharmacologie" xml:lang="fr">
<term>Antioxydants</term>
<term>Catéchine</term>
<term>Extraits de plantes</term>
<term>Phénols</term>
</keywords>
<keywords scheme="MESH" qualifier="physiologie" xml:lang="fr">
<term>Caenorhabditis elegans</term>
</keywords>
<keywords scheme="MESH" qualifier="physiology" xml:lang="en">
<term>Caenorhabditis elegans</term>
</keywords>
<keywords scheme="MESH" xml:lang="en">
<term>Animals</term>
<term>Fluorescence Recovery After Photobleaching</term>
</keywords>
<keywords scheme="MESH" xml:lang="fr">
<term>Animaux</term>
<term>Redistribution de fluorescence après photoblanchiment</term>
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<front>
<div type="abstract" xml:lang="en">Utilizing bioassay- and TLC-guided column chromatography, fifteen secondary metabolites from
<i>Populus alba</i>
and eight compounds from
<i>Salix subserrata</i>
were isolated, including a novel plant metabolite salicyl ether and characterized using ultralviolet light (UV) absorbance, mass spectrometry (MS),
<sup>1</sup>
H-,
<sup>13</sup>
C-NMR (nuclear magnetic resonance), heteronuclear single quantum coherence spectroscopy (HSQC) and heteronuclear multiple bond correlation (HMBC). The extracts, their sub-fractions and the isolated compounds exhibited promising antioxidant activities in vitro in DPPH and FRAP assays. Also, the extracts of
<i>P. alba</i>
leaf (PL), shoots (PS), and
<i>S. subserrata</i>
leaf (SL) demonstrated substantial antioxidant activities in vivo in the multicellular model organism
<i>Caenorhabditis elegans</i>
. For the first time, the isolated secondary metabolites, aromadendrin, tremuloidin, salicin, isorhamnetin-3-
<i>O</i>
-β-d-rutinoside, gallocatechin, triandrin, and chrysoeriol-7-
<i>O</i>
-glucuronide were investigated. They exhibited substantial antioxidant activities in vivo. Salicin, isorhamnetin-3-
<i>O</i>
-β-d-rutinoside and gallocatechin, in particular, protected the worms against a lethal dose of the pro-oxidant juglone (80 µM), decreased the endogenous reactive oxygen species (ROS) level to 45.34%, 47.31%, 68.09% and reduced juglone- induced hsp-16.2::GFP (green fluorescence protein) expression to 79.62%, 70.17%, 26.77%, respectively. However, only gallocatechin induced higher levels of sod-3 expression. These findings support the traditional use of
<i>Populus alba</i>
and
<i>Salix subserrata</i>
for treating inflammation especially when ROS are involved.</div>
</front>
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<DateCompleted>
<Year>2019</Year>
<Month>11</Month>
<Day>21</Day>
</DateCompleted>
<DateRevised>
<Year>2020</Year>
<Month>02</Month>
<Day>25</Day>
</DateRevised>
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<ISSN IssnType="Electronic">1420-3049</ISSN>
<JournalIssue CitedMedium="Internet">
<Volume>24</Volume>
<Issue>10</Issue>
<PubDate>
<Year>2019</Year>
<Month>May</Month>
<Day>24</Day>
</PubDate>
</JournalIssue>
<Title>Molecules (Basel, Switzerland)</Title>
<ISOAbbreviation>Molecules</ISOAbbreviation>
</Journal>
<ArticleTitle>Phenolic Compounds from
<i>Populus alba</i>
L. and
<i>Salix subserrata</i>
Willd. (Salicaceae) Counteract Oxidative Stress in
<i>Caenorhabditis elegans</i>
.</ArticleTitle>
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<AbstractText>Utilizing bioassay- and TLC-guided column chromatography, fifteen secondary metabolites from
<i>Populus alba</i>
and eight compounds from
<i>Salix subserrata</i>
were isolated, including a novel plant metabolite salicyl ether and characterized using ultralviolet light (UV) absorbance, mass spectrometry (MS),
<sup>1</sup>
H-,
<sup>13</sup>
C-NMR (nuclear magnetic resonance), heteronuclear single quantum coherence spectroscopy (HSQC) and heteronuclear multiple bond correlation (HMBC). The extracts, their sub-fractions and the isolated compounds exhibited promising antioxidant activities in vitro in DPPH and FRAP assays. Also, the extracts of
<i>P. alba</i>
leaf (PL), shoots (PS), and
<i>S. subserrata</i>
leaf (SL) demonstrated substantial antioxidant activities in vivo in the multicellular model organism
<i>Caenorhabditis elegans</i>
. For the first time, the isolated secondary metabolites, aromadendrin, tremuloidin, salicin, isorhamnetin-3-
<i>O</i>
-β-d-rutinoside, gallocatechin, triandrin, and chrysoeriol-7-
<i>O</i>
-glucuronide were investigated. They exhibited substantial antioxidant activities in vivo. Salicin, isorhamnetin-3-
<i>O</i>
-β-d-rutinoside and gallocatechin, in particular, protected the worms against a lethal dose of the pro-oxidant juglone (80 µM), decreased the endogenous reactive oxygen species (ROS) level to 45.34%, 47.31%, 68.09% and reduced juglone- induced hsp-16.2::GFP (green fluorescence protein) expression to 79.62%, 70.17%, 26.77%, respectively. However, only gallocatechin induced higher levels of sod-3 expression. These findings support the traditional use of
<i>Populus alba</i>
and
<i>Salix subserrata</i>
for treating inflammation especially when ROS are involved.</AbstractText>
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