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Chemical Constituents of Macaranga occidentalis, Antimicrobial and Chemophenetic Studies

Medicinal plants are known as sources of potential antimicrobial compounds belonging to different classes. The aim of the present work was to evaluate the antimicrobial potential of the crude extract, fractions, and some isolated secondary metabolites from the leaves of Macaranga occidentalis, a Cam...

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Autores principales: Kamso, Viviane Flore Kamlo, Simo Fotso, Christophe Colombe, Kanko Mbekou, Ines Michèle, Tousssie, Billy Tchegnitegni, Ndjakou Lenta, Bruno, Boyom, Fabrice Fekam, Sewald, Norbert, Frese, Marcel, Ngadjui, Bonaventure Tchaleu, Wabo Fotso, Ghislain
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9782370/
https://www.ncbi.nlm.nih.gov/pubmed/36557952
http://dx.doi.org/10.3390/molecules27248820
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author Kamso, Viviane Flore Kamlo
Simo Fotso, Christophe Colombe
Kanko Mbekou, Ines Michèle
Tousssie, Billy Tchegnitegni
Ndjakou Lenta, Bruno
Boyom, Fabrice Fekam
Sewald, Norbert
Frese, Marcel
Ngadjui, Bonaventure Tchaleu
Wabo Fotso, Ghislain
author_facet Kamso, Viviane Flore Kamlo
Simo Fotso, Christophe Colombe
Kanko Mbekou, Ines Michèle
Tousssie, Billy Tchegnitegni
Ndjakou Lenta, Bruno
Boyom, Fabrice Fekam
Sewald, Norbert
Frese, Marcel
Ngadjui, Bonaventure Tchaleu
Wabo Fotso, Ghislain
author_sort Kamso, Viviane Flore Kamlo
collection PubMed
description Medicinal plants are known as sources of potential antimicrobial compounds belonging to different classes. The aim of the present work was to evaluate the antimicrobial potential of the crude extract, fractions, and some isolated secondary metabolites from the leaves of Macaranga occidentalis, a Cameroonian medicinal plant traditionally used for the treatment of microbial infections. Repeated column chromatography of the ethyl acetate and n-butanol fractions led to the isolation of seventeen previously known compounds (1−17), among which three steroids (1−3), one triterpene (4), four flavonoids (5−8), two stilbenoids (9 and 10) four ellagic acid derivatives (11−14), one geraniinic acid derivative (15), one coumarine (16), and one glyceride (17). Their structures were elucidated mainly by means of extensive spectroscopic and spectrometric (1D and 2D NMR and, MS) analysis and comparison with the published data. The crude extract, fractions, and isolated compounds were all screened for their antimicrobial activity. None of the natural compounds was active against Candida strains. However, the crude extract, fractions, and compounds showed varying levels of antibacterial properties against at least one of the tested bacterial strains, with minimal inhibitory concentrations (MICs) ranging from 250 to 1000 μg/mL. The n-butanol (n-BuOH) fraction was the most active against Escherichia coli ATCC 25922, with an MIC value of 250 μg/mL. Among the isolated compounds, schweinfurthin B (10) exhibited the best activity against Staphylococcus aureus NR 46003 with a MIC value of 62.5 μg/mL. In addition, schweinfurthin O (9) and isomacarangin (6) also exhibited moderate activity against the same strain with a MIC value of 125 μg/mL. Therefore, pharmacomodulation was performed on compound 6 and three new semisynthetic derivatives (6a–c) were prepared by allylation and acetylation reactions and screened for their in vitro antimicrobial activity. None of the semisynthetic derivatives showed antimicrobial activity against the same tested strains. The chemophenetic significance of the isolated compounds is also discussed in this paper.
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spelling pubmed-97823702022-12-24 Chemical Constituents of Macaranga occidentalis, Antimicrobial and Chemophenetic Studies Kamso, Viviane Flore Kamlo Simo Fotso, Christophe Colombe Kanko Mbekou, Ines Michèle Tousssie, Billy Tchegnitegni Ndjakou Lenta, Bruno Boyom, Fabrice Fekam Sewald, Norbert Frese, Marcel Ngadjui, Bonaventure Tchaleu Wabo Fotso, Ghislain Molecules Article Medicinal plants are known as sources of potential antimicrobial compounds belonging to different classes. The aim of the present work was to evaluate the antimicrobial potential of the crude extract, fractions, and some isolated secondary metabolites from the leaves of Macaranga occidentalis, a Cameroonian medicinal plant traditionally used for the treatment of microbial infections. Repeated column chromatography of the ethyl acetate and n-butanol fractions led to the isolation of seventeen previously known compounds (1−17), among which three steroids (1−3), one triterpene (4), four flavonoids (5−8), two stilbenoids (9 and 10) four ellagic acid derivatives (11−14), one geraniinic acid derivative (15), one coumarine (16), and one glyceride (17). Their structures were elucidated mainly by means of extensive spectroscopic and spectrometric (1D and 2D NMR and, MS) analysis and comparison with the published data. The crude extract, fractions, and isolated compounds were all screened for their antimicrobial activity. None of the natural compounds was active against Candida strains. However, the crude extract, fractions, and compounds showed varying levels of antibacterial properties against at least one of the tested bacterial strains, with minimal inhibitory concentrations (MICs) ranging from 250 to 1000 μg/mL. The n-butanol (n-BuOH) fraction was the most active against Escherichia coli ATCC 25922, with an MIC value of 250 μg/mL. Among the isolated compounds, schweinfurthin B (10) exhibited the best activity against Staphylococcus aureus NR 46003 with a MIC value of 62.5 μg/mL. In addition, schweinfurthin O (9) and isomacarangin (6) also exhibited moderate activity against the same strain with a MIC value of 125 μg/mL. Therefore, pharmacomodulation was performed on compound 6 and three new semisynthetic derivatives (6a–c) were prepared by allylation and acetylation reactions and screened for their in vitro antimicrobial activity. None of the semisynthetic derivatives showed antimicrobial activity against the same tested strains. The chemophenetic significance of the isolated compounds is also discussed in this paper. MDPI 2022-12-12 /pmc/articles/PMC9782370/ /pubmed/36557952 http://dx.doi.org/10.3390/molecules27248820 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Kamso, Viviane Flore Kamlo
Simo Fotso, Christophe Colombe
Kanko Mbekou, Ines Michèle
Tousssie, Billy Tchegnitegni
Ndjakou Lenta, Bruno
Boyom, Fabrice Fekam
Sewald, Norbert
Frese, Marcel
Ngadjui, Bonaventure Tchaleu
Wabo Fotso, Ghislain
Chemical Constituents of Macaranga occidentalis, Antimicrobial and Chemophenetic Studies
title Chemical Constituents of Macaranga occidentalis, Antimicrobial and Chemophenetic Studies
title_full Chemical Constituents of Macaranga occidentalis, Antimicrobial and Chemophenetic Studies
title_fullStr Chemical Constituents of Macaranga occidentalis, Antimicrobial and Chemophenetic Studies
title_full_unstemmed Chemical Constituents of Macaranga occidentalis, Antimicrobial and Chemophenetic Studies
title_short Chemical Constituents of Macaranga occidentalis, Antimicrobial and Chemophenetic Studies
title_sort chemical constituents of macaranga occidentalis, antimicrobial and chemophenetic studies
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9782370/
https://www.ncbi.nlm.nih.gov/pubmed/36557952
http://dx.doi.org/10.3390/molecules27248820
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