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Antimicrobial Furoquinoline Alkaloids from Vepris lecomteana (Pierre) Cheek & T. Heller (Rutaceae)

Three new prenylated furoquinoline alkaloids named lecomtequinoline A (1), B (2), and C (3), together with the known compounds anhydroevoxine (4), evoxine (5), dictamnine (6), N-methylflindersine (7), evoxanthine (8), hesperidin, lupeol, β-sitosterol, stigmasterol, β-sitosterol-3-O-β-d-glucopyranosi...

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Autores principales: Kouam, Ariane Dolly Kenmogne, Bissoue, Achille Nouga, Tcho, Alain Tadjong, Happi, Emmanuel Ngeufa, Waffo, Alain François Kamdem, Sewald, Norbert, Wansi, Jean Duplex
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5943922/
https://www.ncbi.nlm.nih.gov/pubmed/29267257
http://dx.doi.org/10.3390/molecules23010013
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author Kouam, Ariane Dolly Kenmogne
Bissoue, Achille Nouga
Tcho, Alain Tadjong
Happi, Emmanuel Ngeufa
Waffo, Alain François Kamdem
Sewald, Norbert
Wansi, Jean Duplex
author_facet Kouam, Ariane Dolly Kenmogne
Bissoue, Achille Nouga
Tcho, Alain Tadjong
Happi, Emmanuel Ngeufa
Waffo, Alain François Kamdem
Sewald, Norbert
Wansi, Jean Duplex
author_sort Kouam, Ariane Dolly Kenmogne
collection PubMed
description Three new prenylated furoquinoline alkaloids named lecomtequinoline A (1), B (2), and C (3), together with the known compounds anhydroevoxine (4), evoxine (5), dictamnine (6), N-methylflindersine (7), evoxanthine (8), hesperidin, lupeol, β-sitosterol, stigmasterol, β-sitosterol-3-O-β-d-glucopyranoside, stearic acid, and myristyl alcohol, were isolated by bioassay-guided fractionation of the methanolic extracts of leaves and stem of Vepris lecomteana. The structures of compounds were determined by spectroscopic methods (NMR, MS, UV, and IR) and by comparison with previously reported data. Crude extracts of leaves and stem displayed high antimicrobial activity, with Minimum Inhibitory Concentration (MIC) (values of 10.1–16.5 and 10.2–20.5 µg/mL, respectively, against Escherichia coli, Bacillus subtilis, Pseudomonas agarici, Micrococcus luteus, and Staphylococcus warneri, while compounds 1–6 showed values ranging from 11.1 to 18.7 µg/mL or were inactive, suggesting synergistic effect. The extracts may find application in crude drug preparations in Western Africa where Vepris lecomteana is endemic, subject to negative toxicity results in vivo.
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spelling pubmed-59439222018-11-13 Antimicrobial Furoquinoline Alkaloids from Vepris lecomteana (Pierre) Cheek & T. Heller (Rutaceae) Kouam, Ariane Dolly Kenmogne Bissoue, Achille Nouga Tcho, Alain Tadjong Happi, Emmanuel Ngeufa Waffo, Alain François Kamdem Sewald, Norbert Wansi, Jean Duplex Molecules Article Three new prenylated furoquinoline alkaloids named lecomtequinoline A (1), B (2), and C (3), together with the known compounds anhydroevoxine (4), evoxine (5), dictamnine (6), N-methylflindersine (7), evoxanthine (8), hesperidin, lupeol, β-sitosterol, stigmasterol, β-sitosterol-3-O-β-d-glucopyranoside, stearic acid, and myristyl alcohol, were isolated by bioassay-guided fractionation of the methanolic extracts of leaves and stem of Vepris lecomteana. The structures of compounds were determined by spectroscopic methods (NMR, MS, UV, and IR) and by comparison with previously reported data. Crude extracts of leaves and stem displayed high antimicrobial activity, with Minimum Inhibitory Concentration (MIC) (values of 10.1–16.5 and 10.2–20.5 µg/mL, respectively, against Escherichia coli, Bacillus subtilis, Pseudomonas agarici, Micrococcus luteus, and Staphylococcus warneri, while compounds 1–6 showed values ranging from 11.1 to 18.7 µg/mL or were inactive, suggesting synergistic effect. The extracts may find application in crude drug preparations in Western Africa where Vepris lecomteana is endemic, subject to negative toxicity results in vivo. MDPI 2017-12-21 /pmc/articles/PMC5943922/ /pubmed/29267257 http://dx.doi.org/10.3390/molecules23010013 Text en © 2017 by the authors. 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 (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Kouam, Ariane Dolly Kenmogne
Bissoue, Achille Nouga
Tcho, Alain Tadjong
Happi, Emmanuel Ngeufa
Waffo, Alain François Kamdem
Sewald, Norbert
Wansi, Jean Duplex
Antimicrobial Furoquinoline Alkaloids from Vepris lecomteana (Pierre) Cheek & T. Heller (Rutaceae)
title Antimicrobial Furoquinoline Alkaloids from Vepris lecomteana (Pierre) Cheek & T. Heller (Rutaceae)
title_full Antimicrobial Furoquinoline Alkaloids from Vepris lecomteana (Pierre) Cheek & T. Heller (Rutaceae)
title_fullStr Antimicrobial Furoquinoline Alkaloids from Vepris lecomteana (Pierre) Cheek & T. Heller (Rutaceae)
title_full_unstemmed Antimicrobial Furoquinoline Alkaloids from Vepris lecomteana (Pierre) Cheek & T. Heller (Rutaceae)
title_short Antimicrobial Furoquinoline Alkaloids from Vepris lecomteana (Pierre) Cheek & T. Heller (Rutaceae)
title_sort antimicrobial furoquinoline alkaloids from vepris lecomteana (pierre) cheek & t. heller (rutaceae)
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5943922/
https://www.ncbi.nlm.nih.gov/pubmed/29267257
http://dx.doi.org/10.3390/molecules23010013
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