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Cytotoxic Flavonoids from the Leaves and Twigs of Murraya tetramera

Cytotoxic flavonoids of Murraya tetramera were investigated in this study. A novel flavonoid and twelve known flavonoids, including seven flavones (1–7), three flavanones (8–10), and three chalcones (11–13) were isolated from the leaves and twigs of Murraya tetramera. Chemical structures were elucid...

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Autores principales: You, Chun-Xue, Zhang, Kun, Li, Xin, Liu, Jing, Zhang, Wen-Juan, Yu, Xiao-Xue
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7956623/
https://www.ncbi.nlm.nih.gov/pubmed/33652969
http://dx.doi.org/10.3390/molecules26051284
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author You, Chun-Xue
Zhang, Kun
Li, Xin
Liu, Jing
Zhang, Wen-Juan
Yu, Xiao-Xue
author_facet You, Chun-Xue
Zhang, Kun
Li, Xin
Liu, Jing
Zhang, Wen-Juan
Yu, Xiao-Xue
author_sort You, Chun-Xue
collection PubMed
description Cytotoxic flavonoids of Murraya tetramera were investigated in this study. A novel flavonoid and twelve known flavonoids, including seven flavones (1–7), three flavanones (8–10), and three chalcones (11–13) were isolated from the leaves and twigs of Murraya tetramera. Chemical structures were elucidated by NMR combined with MS spectral analysis, and the new compound (6) was confirmed as 3′,5′-dihydroxy-5,6,7,4′-tetramethoxyflavone. Furthermore, all the isolated flavonoids were evaluated for their cytotoxicities against murine melanoma cells (B16), and human breast cancer cells (MDA-MB-231) by CCK-8 assay. Among them, compounds 7, 13, and 5 exhibited potent cytotoxic activities against B16 cell lines (IC(50) = 3.87, 7.00 and 8.66 μg/mL, respectively). Compounds 5, 13, and 12 displayed potent cytotoxicities against MDA-MB-231 cell lines (IC(50) = 3.80, 5.95 and 7.89 μg/mL, respectively). According to the correlation of the structure and activity analysis, 5-hydroxyl and 8-methoxyl substituents of the flavone, 8-methoxyl substituent of the flavanone, and 3′,5′-methoxyl substituents of the chalcone could be critical factors of the high cytotoxicity. The results indicated that the active flavonoids have potential to be developed as leading compounds for treating cancers.
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spelling pubmed-79566232021-03-16 Cytotoxic Flavonoids from the Leaves and Twigs of Murraya tetramera You, Chun-Xue Zhang, Kun Li, Xin Liu, Jing Zhang, Wen-Juan Yu, Xiao-Xue Molecules Article Cytotoxic flavonoids of Murraya tetramera were investigated in this study. A novel flavonoid and twelve known flavonoids, including seven flavones (1–7), three flavanones (8–10), and three chalcones (11–13) were isolated from the leaves and twigs of Murraya tetramera. Chemical structures were elucidated by NMR combined with MS spectral analysis, and the new compound (6) was confirmed as 3′,5′-dihydroxy-5,6,7,4′-tetramethoxyflavone. Furthermore, all the isolated flavonoids were evaluated for their cytotoxicities against murine melanoma cells (B16), and human breast cancer cells (MDA-MB-231) by CCK-8 assay. Among them, compounds 7, 13, and 5 exhibited potent cytotoxic activities against B16 cell lines (IC(50) = 3.87, 7.00 and 8.66 μg/mL, respectively). Compounds 5, 13, and 12 displayed potent cytotoxicities against MDA-MB-231 cell lines (IC(50) = 3.80, 5.95 and 7.89 μg/mL, respectively). According to the correlation of the structure and activity analysis, 5-hydroxyl and 8-methoxyl substituents of the flavone, 8-methoxyl substituent of the flavanone, and 3′,5′-methoxyl substituents of the chalcone could be critical factors of the high cytotoxicity. The results indicated that the active flavonoids have potential to be developed as leading compounds for treating cancers. MDPI 2021-02-26 /pmc/articles/PMC7956623/ /pubmed/33652969 http://dx.doi.org/10.3390/molecules26051284 Text en © 2021 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
You, Chun-Xue
Zhang, Kun
Li, Xin
Liu, Jing
Zhang, Wen-Juan
Yu, Xiao-Xue
Cytotoxic Flavonoids from the Leaves and Twigs of Murraya tetramera
title Cytotoxic Flavonoids from the Leaves and Twigs of Murraya tetramera
title_full Cytotoxic Flavonoids from the Leaves and Twigs of Murraya tetramera
title_fullStr Cytotoxic Flavonoids from the Leaves and Twigs of Murraya tetramera
title_full_unstemmed Cytotoxic Flavonoids from the Leaves and Twigs of Murraya tetramera
title_short Cytotoxic Flavonoids from the Leaves and Twigs of Murraya tetramera
title_sort cytotoxic flavonoids from the leaves and twigs of murraya tetramera
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7956623/
https://www.ncbi.nlm.nih.gov/pubmed/33652969
http://dx.doi.org/10.3390/molecules26051284
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