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Two pyrrole acids isolated from Phyllanthus emblica L. and their bioactivities

An undescribed pyrrole acid, 1-(4′-methoxy-4′-oxobutyl)-1 H-pyrrole-2,5-dicarboxylic acid (1) and one known pyrrole acid (2) were isolated from the fruits of Phyllanthus emblica. The structures of these compounds were elucidated via the comprehensive analyses of IR, HRESIMS, 1D and 2D spectroscopic...

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Autores principales: Wang, Shu-Hui, Guo, Cong, Cui, Wen-Jin, Xu, Qing-Xia, Zhang, Jun, Jiang, Jin-Zhu, Liu, Yan, Chen, Sha, Chen, Chang, Cheng, Jin-Tang, Liu, An
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer Nature Singapore 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10462542/
https://www.ncbi.nlm.nih.gov/pubmed/37639046
http://dx.doi.org/10.1007/s13659-023-00393-0
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author Wang, Shu-Hui
Guo, Cong
Cui, Wen-Jin
Xu, Qing-Xia
Zhang, Jun
Jiang, Jin-Zhu
Liu, Yan
Chen, Sha
Chen, Chang
Cheng, Jin-Tang
Liu, An
author_facet Wang, Shu-Hui
Guo, Cong
Cui, Wen-Jin
Xu, Qing-Xia
Zhang, Jun
Jiang, Jin-Zhu
Liu, Yan
Chen, Sha
Chen, Chang
Cheng, Jin-Tang
Liu, An
author_sort Wang, Shu-Hui
collection PubMed
description An undescribed pyrrole acid, 1-(4′-methoxy-4′-oxobutyl)-1 H-pyrrole-2,5-dicarboxylic acid (1) and one known pyrrole acid (2) were isolated from the fruits of Phyllanthus emblica. The structures of these compounds were elucidated via the comprehensive analyses of IR, HRESIMS, 1D and 2D spectroscopic data. A series of biological assays revealed that compounds 1 and 2 could inhibit LPS-induced over-production of nitric oxide (NO), interleukin-6 (IL-6), monocyte chemotactic protein 1 (MCP-1) and tumor necrosis factor-α (TNF-α) by reducing the phosphorylation of extracellular regulated protein kinases (ERK) and c-Jun N-terminal kinases (JNK) in RAW 264.7 cells. Additionally, compounds 1 and 2 were found to reduce lipid deposition and increase the mRNA expression of ATP-binding cassette transporter A1 in oxidized low-density lipoprotein-treated RAW264.7 macrophages. GRAPHICAL ABSTRACT: [Image: see text] SUPPLEMENTARY INFORMATION: The online version contains supplementary material available at 10.1007/s13659-023-00393-0.
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spelling pubmed-104625422023-08-30 Two pyrrole acids isolated from Phyllanthus emblica L. and their bioactivities Wang, Shu-Hui Guo, Cong Cui, Wen-Jin Xu, Qing-Xia Zhang, Jun Jiang, Jin-Zhu Liu, Yan Chen, Sha Chen, Chang Cheng, Jin-Tang Liu, An Nat Prod Bioprospect Original Article An undescribed pyrrole acid, 1-(4′-methoxy-4′-oxobutyl)-1 H-pyrrole-2,5-dicarboxylic acid (1) and one known pyrrole acid (2) were isolated from the fruits of Phyllanthus emblica. The structures of these compounds were elucidated via the comprehensive analyses of IR, HRESIMS, 1D and 2D spectroscopic data. A series of biological assays revealed that compounds 1 and 2 could inhibit LPS-induced over-production of nitric oxide (NO), interleukin-6 (IL-6), monocyte chemotactic protein 1 (MCP-1) and tumor necrosis factor-α (TNF-α) by reducing the phosphorylation of extracellular regulated protein kinases (ERK) and c-Jun N-terminal kinases (JNK) in RAW 264.7 cells. Additionally, compounds 1 and 2 were found to reduce lipid deposition and increase the mRNA expression of ATP-binding cassette transporter A1 in oxidized low-density lipoprotein-treated RAW264.7 macrophages. GRAPHICAL ABSTRACT: [Image: see text] SUPPLEMENTARY INFORMATION: The online version contains supplementary material available at 10.1007/s13659-023-00393-0. Springer Nature Singapore 2023-08-28 /pmc/articles/PMC10462542/ /pubmed/37639046 http://dx.doi.org/10.1007/s13659-023-00393-0 Text en © The Author(s) 2023 https://creativecommons.org/licenses/by/4.0/Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons licence, and indicate if changes were made. The images or other third party material in this article are included in the article's Creative Commons licence, unless indicated otherwise in a credit line to the material. If material is not included in the article's Creative Commons licence and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this licence, visit http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) .
spellingShingle Original Article
Wang, Shu-Hui
Guo, Cong
Cui, Wen-Jin
Xu, Qing-Xia
Zhang, Jun
Jiang, Jin-Zhu
Liu, Yan
Chen, Sha
Chen, Chang
Cheng, Jin-Tang
Liu, An
Two pyrrole acids isolated from Phyllanthus emblica L. and their bioactivities
title Two pyrrole acids isolated from Phyllanthus emblica L. and their bioactivities
title_full Two pyrrole acids isolated from Phyllanthus emblica L. and their bioactivities
title_fullStr Two pyrrole acids isolated from Phyllanthus emblica L. and their bioactivities
title_full_unstemmed Two pyrrole acids isolated from Phyllanthus emblica L. and their bioactivities
title_short Two pyrrole acids isolated from Phyllanthus emblica L. and their bioactivities
title_sort two pyrrole acids isolated from phyllanthus emblica l. and their bioactivities
topic Original Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10462542/
https://www.ncbi.nlm.nih.gov/pubmed/37639046
http://dx.doi.org/10.1007/s13659-023-00393-0
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