Anti-Inflammatory Principles from <i>Tamarix aphylla</i> L.: A Bioassay-Guided Fractionation Study

Natural products have served as primary remedies since ancient times due to their cultural acceptance and outstanding biodiversity. To investigate whether <i>Tamarix aphylla</i> L. modulates an inflammatory process, we carried out bioassay-guided isolation where the extracts and isolated...

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Main Authors: Adel S. Gadallah, Mujeeb-ur-Rehman, Atta-ur-Rahman, Sammer Yousuf, Atia-tul-Wahab, Almas Jabeen, Mahmoud M. Swilam, Shaden A. M. Khalifa, Hesham R. El-Seedi, M. Iqbal Choudhary
Format: Article
Language:English
Published: MDPI AG 2020-06-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/25/13/2994
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spelling doaj-2698bc20ca484b778c3ec88b3b2cc5ea2020-11-25T03:43:16ZengMDPI AGMolecules1420-30492020-06-01252994299410.3390/molecules25132994Anti-Inflammatory Principles from <i>Tamarix aphylla</i> L.: A Bioassay-Guided Fractionation StudyAdel S. Gadallah0Mujeeb-ur-Rehman1Atta-ur-Rahman2Sammer Yousuf3Atia-tul-Wahab4Almas Jabeen5Mahmoud M. Swilam6Shaden A. M. Khalifa7Hesham R. El-Seedi8M. Iqbal Choudhary9H.E.J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi-75270, PakistanH.E.J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi-75270, PakistanH.E.J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi-75270, PakistanH.E.J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi-75270, PakistanDr. Panjwani Center for Molecular Medicine and Drug Research, International Center for Chemical and Biological Sciences, University of Karachi, Karachi-75270, PakistanDr. Panjwani Center for Molecular Medicine and Drug Research, International Center for Chemical and Biological Sciences, University of Karachi, Karachi-75270, PakistanDepartment of Chemistry, Faculty of Science, Menoufia University, Shebin El-Kom 32511, EgyptDepartment of Molecular Biosciences, The Wenner-Gren Institute, Stockholm University, S-106 91 Stockholm, SwedenH.E.J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi-75270, PakistanH.E.J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi-75270, PakistanNatural products have served as primary remedies since ancient times due to their cultural acceptance and outstanding biodiversity. To investigate whether <i>Tamarix aphylla</i> L. modulates an inflammatory process, we carried out bioassay-guided isolation where the extracts and isolated compounds were tested for their modulatory effects on several inflammatory indicators, such as nitric oxide (NO), reactive oxygen species (ROS), proinflammatory cytokine; tumour necrosis factor (TNF-<i>α</i>), as well as the proliferation of the lymphocyte T-cells. The aqueous ethanolic extract of the plant inhibited the intracellular ROS production, NO generation, and T-cell proliferation. The aqueous ethanolic crude extract was partitioned by liquid-liquid fractionation using <i>n</i>-hexane (<i>n</i>-C<sub>6</sub>H<sub>6</sub>), dichloromethane (DCM), ethyl acetate (EtOAc), <i>n</i>-butanol (<i>n</i>-BuOH), and water (H<sub>2</sub>O). The DCM and <i>n</i>-BuOH extracts showed the highest activity against most inflammatory indicators and were further purified to obtain compounds <b>1</b>–<b>4</b>. The structures of 3,5-dihydroxy-4’,7-dimethoxyflavone (<b>1</b>) and 3,5-dihydroxy-4-methoxybenzoic acid methyl ester (<b>2</b>) from the DCM extracts; and kaempferol (<b>3</b>), and 3-hydroxy-4-methoxy-(<i>E</i>)-cinnamic acid (<b>4</b>) from the <i>n</i>-BuOH extract were elucidated by different spectroscopic tools, including MS, NMR, UV, and IR. Compound <b>2</b> inhibited the production of ROS and TNF-<i>α</i>, whereas compound <b>3</b> showed inhibitory activity against all the tested mediators. A better understanding of the potential aspect of <i>Tamarix aphylla</i> L. derivatives as anti-inflammatory agents could open the door for the development of advanced anti-inflammatory entities.https://www.mdpi.com/1420-3049/25/13/2994<i>Tamarix aphylla</i> L.immunomodulatoryreactive oxygen species (ROS)nitric oxide (NO)tumor necrosis factor (TNF-<i>α</i>)T-cell proliferation
collection DOAJ
language English
format Article
sources DOAJ
author Adel S. Gadallah
Mujeeb-ur-Rehman
Atta-ur-Rahman
Sammer Yousuf
Atia-tul-Wahab
Almas Jabeen
Mahmoud M. Swilam
Shaden A. M. Khalifa
Hesham R. El-Seedi
M. Iqbal Choudhary
spellingShingle Adel S. Gadallah
Mujeeb-ur-Rehman
Atta-ur-Rahman
Sammer Yousuf
Atia-tul-Wahab
Almas Jabeen
Mahmoud M. Swilam
Shaden A. M. Khalifa
Hesham R. El-Seedi
M. Iqbal Choudhary
Anti-Inflammatory Principles from <i>Tamarix aphylla</i> L.: A Bioassay-Guided Fractionation Study
Molecules
<i>Tamarix aphylla</i> L.
immunomodulatory
reactive oxygen species (ROS)
nitric oxide (NO)
tumor necrosis factor (TNF-<i>α</i>)
T-cell proliferation
author_facet Adel S. Gadallah
Mujeeb-ur-Rehman
Atta-ur-Rahman
Sammer Yousuf
Atia-tul-Wahab
Almas Jabeen
Mahmoud M. Swilam
Shaden A. M. Khalifa
Hesham R. El-Seedi
M. Iqbal Choudhary
author_sort Adel S. Gadallah
title Anti-Inflammatory Principles from <i>Tamarix aphylla</i> L.: A Bioassay-Guided Fractionation Study
title_short Anti-Inflammatory Principles from <i>Tamarix aphylla</i> L.: A Bioassay-Guided Fractionation Study
title_full Anti-Inflammatory Principles from <i>Tamarix aphylla</i> L.: A Bioassay-Guided Fractionation Study
title_fullStr Anti-Inflammatory Principles from <i>Tamarix aphylla</i> L.: A Bioassay-Guided Fractionation Study
title_full_unstemmed Anti-Inflammatory Principles from <i>Tamarix aphylla</i> L.: A Bioassay-Guided Fractionation Study
title_sort anti-inflammatory principles from <i>tamarix aphylla</i> l.: a bioassay-guided fractionation study
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 2020-06-01
description Natural products have served as primary remedies since ancient times due to their cultural acceptance and outstanding biodiversity. To investigate whether <i>Tamarix aphylla</i> L. modulates an inflammatory process, we carried out bioassay-guided isolation where the extracts and isolated compounds were tested for their modulatory effects on several inflammatory indicators, such as nitric oxide (NO), reactive oxygen species (ROS), proinflammatory cytokine; tumour necrosis factor (TNF-<i>α</i>), as well as the proliferation of the lymphocyte T-cells. The aqueous ethanolic extract of the plant inhibited the intracellular ROS production, NO generation, and T-cell proliferation. The aqueous ethanolic crude extract was partitioned by liquid-liquid fractionation using <i>n</i>-hexane (<i>n</i>-C<sub>6</sub>H<sub>6</sub>), dichloromethane (DCM), ethyl acetate (EtOAc), <i>n</i>-butanol (<i>n</i>-BuOH), and water (H<sub>2</sub>O). The DCM and <i>n</i>-BuOH extracts showed the highest activity against most inflammatory indicators and were further purified to obtain compounds <b>1</b>–<b>4</b>. The structures of 3,5-dihydroxy-4’,7-dimethoxyflavone (<b>1</b>) and 3,5-dihydroxy-4-methoxybenzoic acid methyl ester (<b>2</b>) from the DCM extracts; and kaempferol (<b>3</b>), and 3-hydroxy-4-methoxy-(<i>E</i>)-cinnamic acid (<b>4</b>) from the <i>n</i>-BuOH extract were elucidated by different spectroscopic tools, including MS, NMR, UV, and IR. Compound <b>2</b> inhibited the production of ROS and TNF-<i>α</i>, whereas compound <b>3</b> showed inhibitory activity against all the tested mediators. A better understanding of the potential aspect of <i>Tamarix aphylla</i> L. derivatives as anti-inflammatory agents could open the door for the development of advanced anti-inflammatory entities.
topic <i>Tamarix aphylla</i> L.
immunomodulatory
reactive oxygen species (ROS)
nitric oxide (NO)
tumor necrosis factor (TNF-<i>α</i>)
T-cell proliferation
url https://www.mdpi.com/1420-3049/25/13/2994
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