Ursane-Type Triterpenes, Phenolics and Phenolic Derivatives from <i>Globimetula braunii</i> Leaf

<i>Globimetula braunii</i> is a hemi-parasitic plant used in African ethnomedicine for the management of microbial infections, rheumatic pain and tumors amongst others. We report the isolation and characterization of eight compounds with their antioxidant and antimicrobial activities. Th...

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Autores principales: Ayodeji Oluwabunmi Oriola, Adetunji Joseph Aladesanmi, Thomas Oyebode Idowu, Florence O. Akinwumi, Efere Martins Obuotor, Temilolu Idowu, Adebola Omowunmi Oyedeji
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Publicado: MDPI AG 2021
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spelling oai:doaj.org-article:a63715ea4b5f478f88aaddb5b46576aa2021-11-11T18:31:10ZUrsane-Type Triterpenes, Phenolics and Phenolic Derivatives from <i>Globimetula braunii</i> Leaf10.3390/molecules262165281420-3049https://doaj.org/article/a63715ea4b5f478f88aaddb5b46576aa2021-10-01T00:00:00Zhttps://www.mdpi.com/1420-3049/26/21/6528https://doaj.org/toc/1420-3049<i>Globimetula braunii</i> is a hemi-parasitic plant used in African ethnomedicine for the management of microbial infections, rheumatic pain and tumors amongst others. We report the isolation and characterization of eight compounds with their antioxidant and antimicrobial activities. The air-dried powdered leaf was macerated in EtOH/H<sub>2</sub>0 (4:1). The extract was solvent-partitioned into <i>n</i>-hexane, EtOAc, <i>n</i>-BuOH and aqueous fractions. The fractions were screened for their antioxidant properties, using DPPH, FRAP, TAC and FIC assays. Antimicrobial analysis was performed using the micro-broth dilution method. The active EtOAc fraction was purified for its putative compounds on a repeated silica gel column chromatography monitored with TLC-bioautography. The isolated compounds were characterized using spectroscopic methods of UV, FT-IR, NMR and MS. Eight compounds (<b>1</b>–<b>8</b>) were isolated and characterized as 13,27-cycloursane (<b>1</b>), phyllanthone (<b>2</b>), globraunone (<b>3</b>), three phenolics: methyl 3,5-dihydroxy-4-methoxybenzoate (<b>4</b>), methyl 3-methyl-4-hydroxybenzoate (<b>5</b>) and guaiacol (<b>6</b>), as well as two phenol derivatives: 4-formaldehyde phenone (<b>7</b>) and 6-methoxy-<i>2H</i>-inden-5-ol (<b>8</b>). The study identified <b>4</b> and <b>6</b> as natural antioxidant compounds with potential as antimicrobial agents.Ayodeji Oluwabunmi OriolaAdetunji Joseph AladesanmiThomas Oyebode IdowuFlorence O. AkinwumiEfere Martins ObuotorTemilolu IdowuAdebola Omowunmi OyedejiMDPI AGarticle<i>Globimetula braunii</i>Loranthaceaeursane-type triterpenesphenolicsantioxidantantimicrobialOrganic chemistryQD241-441ENMolecules, Vol 26, Iss 6528, p 6528 (2021)
institution DOAJ
collection DOAJ
language EN
topic <i>Globimetula braunii</i>
Loranthaceae
ursane-type triterpenes
phenolics
antioxidant
antimicrobial
Organic chemistry
QD241-441
spellingShingle <i>Globimetula braunii</i>
Loranthaceae
ursane-type triterpenes
phenolics
antioxidant
antimicrobial
Organic chemistry
QD241-441
Ayodeji Oluwabunmi Oriola
Adetunji Joseph Aladesanmi
Thomas Oyebode Idowu
Florence O. Akinwumi
Efere Martins Obuotor
Temilolu Idowu
Adebola Omowunmi Oyedeji
Ursane-Type Triterpenes, Phenolics and Phenolic Derivatives from <i>Globimetula braunii</i> Leaf
description <i>Globimetula braunii</i> is a hemi-parasitic plant used in African ethnomedicine for the management of microbial infections, rheumatic pain and tumors amongst others. We report the isolation and characterization of eight compounds with their antioxidant and antimicrobial activities. The air-dried powdered leaf was macerated in EtOH/H<sub>2</sub>0 (4:1). The extract was solvent-partitioned into <i>n</i>-hexane, EtOAc, <i>n</i>-BuOH and aqueous fractions. The fractions were screened for their antioxidant properties, using DPPH, FRAP, TAC and FIC assays. Antimicrobial analysis was performed using the micro-broth dilution method. The active EtOAc fraction was purified for its putative compounds on a repeated silica gel column chromatography monitored with TLC-bioautography. The isolated compounds were characterized using spectroscopic methods of UV, FT-IR, NMR and MS. Eight compounds (<b>1</b>–<b>8</b>) were isolated and characterized as 13,27-cycloursane (<b>1</b>), phyllanthone (<b>2</b>), globraunone (<b>3</b>), three phenolics: methyl 3,5-dihydroxy-4-methoxybenzoate (<b>4</b>), methyl 3-methyl-4-hydroxybenzoate (<b>5</b>) and guaiacol (<b>6</b>), as well as two phenol derivatives: 4-formaldehyde phenone (<b>7</b>) and 6-methoxy-<i>2H</i>-inden-5-ol (<b>8</b>). The study identified <b>4</b> and <b>6</b> as natural antioxidant compounds with potential as antimicrobial agents.
format article
author Ayodeji Oluwabunmi Oriola
Adetunji Joseph Aladesanmi
Thomas Oyebode Idowu
Florence O. Akinwumi
Efere Martins Obuotor
Temilolu Idowu
Adebola Omowunmi Oyedeji
author_facet Ayodeji Oluwabunmi Oriola
Adetunji Joseph Aladesanmi
Thomas Oyebode Idowu
Florence O. Akinwumi
Efere Martins Obuotor
Temilolu Idowu
Adebola Omowunmi Oyedeji
author_sort Ayodeji Oluwabunmi Oriola
title Ursane-Type Triterpenes, Phenolics and Phenolic Derivatives from <i>Globimetula braunii</i> Leaf
title_short Ursane-Type Triterpenes, Phenolics and Phenolic Derivatives from <i>Globimetula braunii</i> Leaf
title_full Ursane-Type Triterpenes, Phenolics and Phenolic Derivatives from <i>Globimetula braunii</i> Leaf
title_fullStr Ursane-Type Triterpenes, Phenolics and Phenolic Derivatives from <i>Globimetula braunii</i> Leaf
title_full_unstemmed Ursane-Type Triterpenes, Phenolics and Phenolic Derivatives from <i>Globimetula braunii</i> Leaf
title_sort ursane-type triterpenes, phenolics and phenolic derivatives from <i>globimetula braunii</i> leaf
publisher MDPI AG
publishDate 2021
url https://doaj.org/article/a63715ea4b5f478f88aaddb5b46576aa
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