Polyphenols from Erythrina crista-galli: Structures, Molecular Docking and Phytoestrogenic Activity

Objectives: The current study aimed at exploring the secondary metabolites content of Erythrina crista-galli aqueous methanol extract and assessing its phytoestrogenic and cytoprotective activities. Methods: Isolation of the compounds was carried out using conventional chromatographic techniques. Th...

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Main Authors: Naglaa S. Ashmawy, Mohamed L. Ashour, Michael Wink, Mohamed El-Shazly, Fang-Rong Chang, Noha Swilam, Ashraf B. Abdel-Naim, Nahla Ayoub
Format: Article
Language:English
Published: MDPI AG 2016-06-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/21/6/726
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author Naglaa S. Ashmawy
Mohamed L. Ashour
Michael Wink
Mohamed El-Shazly
Fang-Rong Chang
Noha Swilam
Ashraf B. Abdel-Naim
Nahla Ayoub
author_facet Naglaa S. Ashmawy
Mohamed L. Ashour
Michael Wink
Mohamed El-Shazly
Fang-Rong Chang
Noha Swilam
Ashraf B. Abdel-Naim
Nahla Ayoub
author_sort Naglaa S. Ashmawy
collection DOAJ
description Objectives: The current study aimed at exploring the secondary metabolites content of Erythrina crista-galli aqueous methanol extract and assessing its phytoestrogenic and cytoprotective activities. Methods: Isolation of the compounds was carried out using conventional chromatographic techniques. The structures of the isolated compounds were elucidated based on the UV, NMR spectral data along with their mass-spectrometric analyses. The phytoestrogenic activity was evaluated in-silico and in vitro using the Arabidopsis thaliana pER8: GUS reporter assay and the proliferation-enhancing activity of MCF-7 cells. Key findings: Phytochemical investigation of E. crista-galli aqueous methanol extract resulted in the isolation and identification of five flavonoids. The plant extract and its fractions showed significant estrogenic activities compared to controls. Conclusion: Five flavonoids were identified from E. crista-galli aqueous methanol extract. To the best of our knowledge, among these flavonoids, apigenin-7-O-rhamnosyl-6-C-glucoside was isolated for the first time from nature. Moreover, luteolin-6-C-glucoside was isolated for the first time from this plant. The plant revealed promising phytoestrogenic activities. This gives rationale to some of its pharmacological properties and suggests additional phytoestrogenic effects, which have not been reported yet.
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spelling doaj.art-d5b624720a264efaaa9dd8e40a91d3c12022-12-21T19:06:42ZengMDPI AGMolecules1420-30492016-06-0121672610.3390/molecules21060726molecules21060726Polyphenols from Erythrina crista-galli: Structures, Molecular Docking and Phytoestrogenic ActivityNaglaa S. Ashmawy0Mohamed L. Ashour1Michael Wink2Mohamed El-Shazly3Fang-Rong Chang4Noha Swilam5Ashraf B. Abdel-Naim6Nahla Ayoub7Department of Pharmacognosy, Faculty of Pharmacy, Ain Shams University, Cairo 11566, EgyptDepartment of Pharmacognosy, Faculty of Pharmacy, Ain Shams University, Cairo 11566, EgyptDepartment of Biology, Institute of Pharmacy and Molecular Biotechnology, Heidelberg University, Heidelberg 69120, GermanyDepartment of Pharmacognosy, Faculty of Pharmacy, Ain Shams University, Cairo 11566, EgyptGraduate Institute of Natural Products, Kaohsiung Medical University, Kaohsiung 807, TaiwanDepartment of Pharmacognosy, Faculty of Pharmacy, British University of Egypt (BUE), Cairo 11837, EgyptDepartment of Pharmacology and Toxicology, Faculty of Pharmacy, Ain Shams University, Cairo 11566, EgyptDepartment of Pharmacognosy, Faculty of Pharmacy, Ain Shams University, Cairo 11566, EgyptObjectives: The current study aimed at exploring the secondary metabolites content of Erythrina crista-galli aqueous methanol extract and assessing its phytoestrogenic and cytoprotective activities. Methods: Isolation of the compounds was carried out using conventional chromatographic techniques. The structures of the isolated compounds were elucidated based on the UV, NMR spectral data along with their mass-spectrometric analyses. The phytoestrogenic activity was evaluated in-silico and in vitro using the Arabidopsis thaliana pER8: GUS reporter assay and the proliferation-enhancing activity of MCF-7 cells. Key findings: Phytochemical investigation of E. crista-galli aqueous methanol extract resulted in the isolation and identification of five flavonoids. The plant extract and its fractions showed significant estrogenic activities compared to controls. Conclusion: Five flavonoids were identified from E. crista-galli aqueous methanol extract. To the best of our knowledge, among these flavonoids, apigenin-7-O-rhamnosyl-6-C-glucoside was isolated for the first time from nature. Moreover, luteolin-6-C-glucoside was isolated for the first time from this plant. The plant revealed promising phytoestrogenic activities. This gives rationale to some of its pharmacological properties and suggests additional phytoestrogenic effects, which have not been reported yet.http://www.mdpi.com/1420-3049/21/6/726Erythrina crista-gallipolyphenolsmolecular docking studyphytoestrogenic activity
spellingShingle Naglaa S. Ashmawy
Mohamed L. Ashour
Michael Wink
Mohamed El-Shazly
Fang-Rong Chang
Noha Swilam
Ashraf B. Abdel-Naim
Nahla Ayoub
Polyphenols from Erythrina crista-galli: Structures, Molecular Docking and Phytoestrogenic Activity
Molecules
Erythrina crista-galli
polyphenols
molecular docking study
phytoestrogenic activity
title Polyphenols from Erythrina crista-galli: Structures, Molecular Docking and Phytoestrogenic Activity
title_full Polyphenols from Erythrina crista-galli: Structures, Molecular Docking and Phytoestrogenic Activity
title_fullStr Polyphenols from Erythrina crista-galli: Structures, Molecular Docking and Phytoestrogenic Activity
title_full_unstemmed Polyphenols from Erythrina crista-galli: Structures, Molecular Docking and Phytoestrogenic Activity
title_short Polyphenols from Erythrina crista-galli: Structures, Molecular Docking and Phytoestrogenic Activity
title_sort polyphenols from erythrina crista galli structures molecular docking and phytoestrogenic activity
topic Erythrina crista-galli
polyphenols
molecular docking study
phytoestrogenic activity
url http://www.mdpi.com/1420-3049/21/6/726
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