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Bioactive Diarylheptanoids from Alpinia coriandriodora

Eight new diarylheptanoids, coriandralpinins A–H (1–8), were isolated from the rhizomes of Alpinia coriandriodora, an edible plant of the ginger family. Their structures, including the absolute configurations, were established by extensive spectroscopic analysis and ECD calculations. Compounds 1–8 h...

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Autores principales: Cheng, Xiao-Li, Li, Han-Xiang, Chen, Juan, Wu, Ping, Xue, Jing-Hua, Zhou, Zhong-Yu, Xia, Nia-He, Wei, Xiao-Yi
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer Singapore 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7933350/
https://www.ncbi.nlm.nih.gov/pubmed/32902805
http://dx.doi.org/10.1007/s13659-020-00264-y
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author Cheng, Xiao-Li
Li, Han-Xiang
Chen, Juan
Wu, Ping
Xue, Jing-Hua
Zhou, Zhong-Yu
Xia, Nia-He
Wei, Xiao-Yi
author_facet Cheng, Xiao-Li
Li, Han-Xiang
Chen, Juan
Wu, Ping
Xue, Jing-Hua
Zhou, Zhong-Yu
Xia, Nia-He
Wei, Xiao-Yi
author_sort Cheng, Xiao-Li
collection PubMed
description Eight new diarylheptanoids, coriandralpinins A–H (1–8), were isolated from the rhizomes of Alpinia coriandriodora, an edible plant of the ginger family. Their structures, including the absolute configurations, were established by extensive spectroscopic analysis and ECD calculations. Compounds 1–8 have a 1,5-O-bridged diarylheptanoid structure featuring polyoxygenated aryl units. When evaluated for intracellular antioxidant activity using t-BHP stressed RAW264.7 macrophages, all these compounds scavenged reactive oxygen species (ROS) in a concentration-dependent manner. Compounds 3 and 5 also showed inhibitory activity against NO release in LPS-induced RAW 264.7 cells. Six known flavonols, 7,4′-di-O-methylkaempferol, 7-O-methylquercetin, 7,4′-di-O-methylquercetin, 7,3′,4′-tri-O- methylquercetin, kaempferol 3-O-β-d-(6-O-α-l-rhamnopyranosyl)glucopyranoside, and 3-O-β-d-glucopyranuronosylquercetin were also isolated and characterized from the rhizomes. ELECTRONIC SUPPLEMENTARY MATERIAL: The online version of this article (10.1007/s13659-020-00264-y) contains supplementary material, which is available to authorized users.
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spelling pubmed-79333502021-03-19 Bioactive Diarylheptanoids from Alpinia coriandriodora Cheng, Xiao-Li Li, Han-Xiang Chen, Juan Wu, Ping Xue, Jing-Hua Zhou, Zhong-Yu Xia, Nia-He Wei, Xiao-Yi Nat Prod Bioprospect Original Article Eight new diarylheptanoids, coriandralpinins A–H (1–8), were isolated from the rhizomes of Alpinia coriandriodora, an edible plant of the ginger family. Their structures, including the absolute configurations, were established by extensive spectroscopic analysis and ECD calculations. Compounds 1–8 have a 1,5-O-bridged diarylheptanoid structure featuring polyoxygenated aryl units. When evaluated for intracellular antioxidant activity using t-BHP stressed RAW264.7 macrophages, all these compounds scavenged reactive oxygen species (ROS) in a concentration-dependent manner. Compounds 3 and 5 also showed inhibitory activity against NO release in LPS-induced RAW 264.7 cells. Six known flavonols, 7,4′-di-O-methylkaempferol, 7-O-methylquercetin, 7,4′-di-O-methylquercetin, 7,3′,4′-tri-O- methylquercetin, kaempferol 3-O-β-d-(6-O-α-l-rhamnopyranosyl)glucopyranoside, and 3-O-β-d-glucopyranuronosylquercetin were also isolated and characterized from the rhizomes. ELECTRONIC SUPPLEMENTARY MATERIAL: The online version of this article (10.1007/s13659-020-00264-y) contains supplementary material, which is available to authorized users. Springer Singapore 2020-09-09 /pmc/articles/PMC7933350/ /pubmed/32902805 http://dx.doi.org/10.1007/s13659-020-00264-y Text en © The Author(s) 2020 Open AccessThis 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/.
spellingShingle Original Article
Cheng, Xiao-Li
Li, Han-Xiang
Chen, Juan
Wu, Ping
Xue, Jing-Hua
Zhou, Zhong-Yu
Xia, Nia-He
Wei, Xiao-Yi
Bioactive Diarylheptanoids from Alpinia coriandriodora
title Bioactive Diarylheptanoids from Alpinia coriandriodora
title_full Bioactive Diarylheptanoids from Alpinia coriandriodora
title_fullStr Bioactive Diarylheptanoids from Alpinia coriandriodora
title_full_unstemmed Bioactive Diarylheptanoids from Alpinia coriandriodora
title_short Bioactive Diarylheptanoids from Alpinia coriandriodora
title_sort bioactive diarylheptanoids from alpinia coriandriodora
topic Original Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7933350/
https://www.ncbi.nlm.nih.gov/pubmed/32902805
http://dx.doi.org/10.1007/s13659-020-00264-y
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