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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2016-06-01
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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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language | English |
last_indexed | 2024-12-21T10:49:38Z |
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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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