Composition of Algerian Propolis, Plant Origin, and Its Antiangiogenic Activity In Vitro

The antiangiogenic activity of the ethanol extract of propolis collected from different regions in western Algeria was investigated using in vitro human umbilical vein endothelial cells (HUVECs). The ethanol extract with the strongest activity, i.e., Algerian propolis 1 (EEPA1), inhibited the format...

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Autores principales: Takahiro Hosoya, Ikumi Tsuchiya, Toshiro Ohta, Mokhtar Benhanifia, Shigenori Kumazawa
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Publicado: MDPI AG 2021
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spelling oai:doaj.org-article:997959202c2b4d1484d34fc8fd900f6b2021-11-11T18:30:32ZComposition of Algerian Propolis, Plant Origin, and Its Antiangiogenic Activity In Vitro10.3390/molecules262165101420-3049https://doaj.org/article/997959202c2b4d1484d34fc8fd900f6b2021-10-01T00:00:00Zhttps://www.mdpi.com/1420-3049/26/21/6510https://doaj.org/toc/1420-3049The antiangiogenic activity of the ethanol extract of propolis collected from different regions in western Algeria was investigated using in vitro human umbilical vein endothelial cells (HUVECs). The ethanol extract with the strongest activity, i.e., Algerian propolis 1 (EEPA1), inhibited the formation of capillary networks in a dose-dependent manner (6.25–50 μg/mL) within 12 h and induced cell fragmentation of HUVECs at 50 μg/mL after treatment for 24 h. To identify the active compounds in EEAP1, a high-performance liquid chromatography (HPLC) analysis was performed, revealing that EEAP1 contains two major compounds. Both compounds were isolated by repeated column chromatography and identified as ω-hydroxyferulenol (<b>1</b>) and ferulenol (<b>2</b>), which have a coumarin structure conjugated with a farnesyl group according to NMR, high-resolution electrospray ionization mass spectroscopy, and chemical modification. Compounds <b>1</b> and <b>2</b> inhibited the tube-forming activity of HUVECs, especially <b>2</b>, which exhibited a stronger antiangiogenic effect even at a low concentration of 3.31 μg/mL. Moreover, <b>2</b> suppressed the elongation and induced cell fragmentation at the same dose. The molecular changes in tube-forming HUVECs induced by <b>2</b> were found to be related to the activation of the caspase signals. To confirm the plant origin of propolis, an HPLC comparative analysis of the ethanol extracts of some plants near beekeeping areas and that of Algerian propolis (EEAP1) was performed, and similar chromatographic patterns were observed. This result suggests that the plant origin of this Algerian propolis is the resin of <i>Ferula communis</i>.Takahiro HosoyaIkumi TsuchiyaToshiro OhtaMokhtar BenhanifiaShigenori KumazawaMDPI AGarticlepropolisantiangiogenicferulenolplant originAlgeriaOrganic chemistryQD241-441ENMolecules, Vol 26, Iss 6510, p 6510 (2021)
institution DOAJ
collection DOAJ
language EN
topic propolis
antiangiogenic
ferulenol
plant origin
Algeria
Organic chemistry
QD241-441
spellingShingle propolis
antiangiogenic
ferulenol
plant origin
Algeria
Organic chemistry
QD241-441
Takahiro Hosoya
Ikumi Tsuchiya
Toshiro Ohta
Mokhtar Benhanifia
Shigenori Kumazawa
Composition of Algerian Propolis, Plant Origin, and Its Antiangiogenic Activity In Vitro
description The antiangiogenic activity of the ethanol extract of propolis collected from different regions in western Algeria was investigated using in vitro human umbilical vein endothelial cells (HUVECs). The ethanol extract with the strongest activity, i.e., Algerian propolis 1 (EEPA1), inhibited the formation of capillary networks in a dose-dependent manner (6.25–50 μg/mL) within 12 h and induced cell fragmentation of HUVECs at 50 μg/mL after treatment for 24 h. To identify the active compounds in EEAP1, a high-performance liquid chromatography (HPLC) analysis was performed, revealing that EEAP1 contains two major compounds. Both compounds were isolated by repeated column chromatography and identified as ω-hydroxyferulenol (<b>1</b>) and ferulenol (<b>2</b>), which have a coumarin structure conjugated with a farnesyl group according to NMR, high-resolution electrospray ionization mass spectroscopy, and chemical modification. Compounds <b>1</b> and <b>2</b> inhibited the tube-forming activity of HUVECs, especially <b>2</b>, which exhibited a stronger antiangiogenic effect even at a low concentration of 3.31 μg/mL. Moreover, <b>2</b> suppressed the elongation and induced cell fragmentation at the same dose. The molecular changes in tube-forming HUVECs induced by <b>2</b> were found to be related to the activation of the caspase signals. To confirm the plant origin of propolis, an HPLC comparative analysis of the ethanol extracts of some plants near beekeeping areas and that of Algerian propolis (EEAP1) was performed, and similar chromatographic patterns were observed. This result suggests that the plant origin of this Algerian propolis is the resin of <i>Ferula communis</i>.
format article
author Takahiro Hosoya
Ikumi Tsuchiya
Toshiro Ohta
Mokhtar Benhanifia
Shigenori Kumazawa
author_facet Takahiro Hosoya
Ikumi Tsuchiya
Toshiro Ohta
Mokhtar Benhanifia
Shigenori Kumazawa
author_sort Takahiro Hosoya
title Composition of Algerian Propolis, Plant Origin, and Its Antiangiogenic Activity In Vitro
title_short Composition of Algerian Propolis, Plant Origin, and Its Antiangiogenic Activity In Vitro
title_full Composition of Algerian Propolis, Plant Origin, and Its Antiangiogenic Activity In Vitro
title_fullStr Composition of Algerian Propolis, Plant Origin, and Its Antiangiogenic Activity In Vitro
title_full_unstemmed Composition of Algerian Propolis, Plant Origin, and Its Antiangiogenic Activity In Vitro
title_sort composition of algerian propolis, plant origin, and its antiangiogenic activity in vitro
publisher MDPI AG
publishDate 2021
url https://doaj.org/article/997959202c2b4d1484d34fc8fd900f6b
work_keys_str_mv AT takahirohosoya compositionofalgerianpropolisplantoriginanditsantiangiogenicactivityinvitro
AT ikumitsuchiya compositionofalgerianpropolisplantoriginanditsantiangiogenicactivityinvitro
AT toshiroohta compositionofalgerianpropolisplantoriginanditsantiangiogenicactivityinvitro
AT mokhtarbenhanifia compositionofalgerianpropolisplantoriginanditsantiangiogenicactivityinvitro
AT shigenorikumazawa compositionofalgerianpropolisplantoriginanditsantiangiogenicactivityinvitro
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