Antioxidant potential of flavonoid glycosides from Manniophyton fulvum Müll. (Euphorbiaceae): Identification and molecular modeling

Chemical investigation of the leaves of Manniophyton fulvum led to the isolation of seven flavonoid glycosides: myricetin-3-O-β-Dd-rhamnoside (1), kaempferol-3-O-β-d-rhamnoside (2), quercetin-3-O-β-d-glucoside (3), quercetin-3-O-β-d-rhamnoside (4), quercetin-3-O-β-d-galactoside (5), rutin (6) and qu...

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Main Authors: Smith B. Babiaka, Rene Nia, Kennedy O. Abuga, James A. Mbah, Vincent de Paul N. Nziko, Dietrich H. Paper, Fidele Ntie-Kang
Format: Article
Language:English
Published: Elsevier 2020-07-01
Series:Scientific African
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S2468227620301617
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spelling doaj-06f069ca31fa4a4382ad3e0c99722ce32020-11-25T02:31:35ZengElsevierScientific African2468-22762020-07-018e00423Antioxidant potential of flavonoid glycosides from Manniophyton fulvum Müll. (Euphorbiaceae): Identification and molecular modelingSmith B. Babiaka0Rene Nia1Kennedy O. Abuga2James A. Mbah3Vincent de Paul N. Nziko4Dietrich H. Paper5Fidele Ntie-Kang6Department of Chemistry, Faculty of Science, University of Buea, Buea, Cameroon; Department of Pharmaceutical Chemistry, University of Nairobi, Nairobi, Kenya; Correspondence author.Department of Botany and Plant Physiology, Faculty of Science, University of Buea, Buea, Cameroon; Department of Pharmaceutical Biology, Institute of Pharmacy, University of Regensburg, Regensburg, GermanyDepartment of Pharmaceutical Chemistry, University of Nairobi, Nairobi, KenyaDepartment of Chemistry, Faculty of Science, University of Buea, Buea, CameroonDepartment of Chemistry and Biochemistry, Hampton University, Hampton, Virginia, USA; Correspondence author.Department of Pharmaceutical Biology, Institute of Pharmacy, University of Regensburg, Regensburg, GermanyDepartment of Chemistry, Faculty of Science, University of Buea, Buea, Cameroon; Institute of Pharmacy, Martin-Luther University Halle-Wittenberg, Halle (Saale), Germany; Institute of Botany, Technical University of Dresden, Dresden, Germany; Correspondence author.Chemical investigation of the leaves of Manniophyton fulvum led to the isolation of seven flavonoid glycosides: myricetin-3-O-β-Dd-rhamnoside (1), kaempferol-3-O-β-d-rhamnoside (2), quercetin-3-O-β-d-glucoside (3), quercetin-3-O-β-d-rhamnoside (4), quercetin-3-O-β-d-galactoside (5), rutin (6) and quercetin (7). The structures of the compounds were established by spectroscopic analyses as well as by comparison with published data. Some of the compounds showed strong antioxidant activity which validates the traditional use of the plant. An attempted correlation between the computed HOMO-LUMO energies and the measured antioxidant activities was established. We have also estimated the cardiotoxicity of the compounds by calculating the predicted logarithm of the human Ether-`a-go-go Related Gene (loghERG) using the QikProp program. These purified flavonoids are new potential lead compounds for the development of antioxidant drugs.http://www.sciencedirect.com/science/article/pii/S2468227620301617Antioxidant and anti-inflammatoryFlavonoid glycosidesManniophyton fulvumHERGMolecular modeling
collection DOAJ
language English
format Article
sources DOAJ
author Smith B. Babiaka
Rene Nia
Kennedy O. Abuga
James A. Mbah
Vincent de Paul N. Nziko
Dietrich H. Paper
Fidele Ntie-Kang
spellingShingle Smith B. Babiaka
Rene Nia
Kennedy O. Abuga
James A. Mbah
Vincent de Paul N. Nziko
Dietrich H. Paper
Fidele Ntie-Kang
Antioxidant potential of flavonoid glycosides from Manniophyton fulvum Müll. (Euphorbiaceae): Identification and molecular modeling
Scientific African
Antioxidant and anti-inflammatory
Flavonoid glycosides
Manniophyton fulvum
HERG
Molecular modeling
author_facet Smith B. Babiaka
Rene Nia
Kennedy O. Abuga
James A. Mbah
Vincent de Paul N. Nziko
Dietrich H. Paper
Fidele Ntie-Kang
author_sort Smith B. Babiaka
title Antioxidant potential of flavonoid glycosides from Manniophyton fulvum Müll. (Euphorbiaceae): Identification and molecular modeling
title_short Antioxidant potential of flavonoid glycosides from Manniophyton fulvum Müll. (Euphorbiaceae): Identification and molecular modeling
title_full Antioxidant potential of flavonoid glycosides from Manniophyton fulvum Müll. (Euphorbiaceae): Identification and molecular modeling
title_fullStr Antioxidant potential of flavonoid glycosides from Manniophyton fulvum Müll. (Euphorbiaceae): Identification and molecular modeling
title_full_unstemmed Antioxidant potential of flavonoid glycosides from Manniophyton fulvum Müll. (Euphorbiaceae): Identification and molecular modeling
title_sort antioxidant potential of flavonoid glycosides from manniophyton fulvum müll. (euphorbiaceae): identification and molecular modeling
publisher Elsevier
series Scientific African
issn 2468-2276
publishDate 2020-07-01
description Chemical investigation of the leaves of Manniophyton fulvum led to the isolation of seven flavonoid glycosides: myricetin-3-O-β-Dd-rhamnoside (1), kaempferol-3-O-β-d-rhamnoside (2), quercetin-3-O-β-d-glucoside (3), quercetin-3-O-β-d-rhamnoside (4), quercetin-3-O-β-d-galactoside (5), rutin (6) and quercetin (7). The structures of the compounds were established by spectroscopic analyses as well as by comparison with published data. Some of the compounds showed strong antioxidant activity which validates the traditional use of the plant. An attempted correlation between the computed HOMO-LUMO energies and the measured antioxidant activities was established. We have also estimated the cardiotoxicity of the compounds by calculating the predicted logarithm of the human Ether-`a-go-go Related Gene (loghERG) using the QikProp program. These purified flavonoids are new potential lead compounds for the development of antioxidant drugs.
topic Antioxidant and anti-inflammatory
Flavonoid glycosides
Manniophyton fulvum
HERG
Molecular modeling
url http://www.sciencedirect.com/science/article/pii/S2468227620301617
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