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Termitomenins F and G, Two New Lignan Glucosides from Terminalia chebula var. tomentella (Kurz) C. B. Clarke

The extensive chemical investigation on the branches and leaves of Terminalia chebula var. tomentella (Combretaceae) led to the isolation of two new lignan glucosides with a furofuran skeleton, termitomenins F (1) and G (2). In addition, 19 known compounds including five lignan glucosides (3–7), six...

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Autores principales: Yin, Jun, Zhu, Hong-Tao, Zhang, Man, Wang, Dong, Yang, Chong-Ren, Zhang, Ying-Jun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer Singapore 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8390638/
https://www.ncbi.nlm.nih.gov/pubmed/34114172
http://dx.doi.org/10.1007/s13659-021-00314-z
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author Yin, Jun
Zhu, Hong-Tao
Zhang, Man
Wang, Dong
Yang, Chong-Ren
Zhang, Ying-Jun
author_facet Yin, Jun
Zhu, Hong-Tao
Zhang, Man
Wang, Dong
Yang, Chong-Ren
Zhang, Ying-Jun
author_sort Yin, Jun
collection PubMed
description The extensive chemical investigation on the branches and leaves of Terminalia chebula var. tomentella (Combretaceae) led to the isolation of two new lignan glucosides with a furofuran skeleton, termitomenins F (1) and G (2). In addition, 19 known compounds including five lignan glucosides (3–7), six hydrolyzable tannins (8–13) and eight simple phenolics (14–21) were also identified. Their structures were determined by comprehensive spectroscopic analyses. It is noted that 8 and 9 were C-glycosidic hydrolyzable tannins with one hexahydroxydiphenoyl and one gallagyl group linked to an open-chain glucosyl C-1/O-2/O-3 and O-4/O-6, respectively, which were rarely found in plants. Nine known compounds, 6–9, 13, and 18–21, were procured from the titled plant for the first time, while 3–5, 10–12 and 14–17 were also found in the fruits. Notably, the known hydrolyzable tannins 8–13 exhibited stronger α-glucosidase inhibitory activities with IC(50) values ranging from 0.10 to 3.12 μM, than the positive control, quercetin (IC(50) = 9.38 ± 0.33 μM). [Image: see text] SUPPLEMENTARY INFORMATION: The online version contains supplementary material available at 10.1007/s13659-021-00314-z.
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spelling pubmed-83906382021-09-14 Termitomenins F and G, Two New Lignan Glucosides from Terminalia chebula var. tomentella (Kurz) C. B. Clarke Yin, Jun Zhu, Hong-Tao Zhang, Man Wang, Dong Yang, Chong-Ren Zhang, Ying-Jun Nat Prod Bioprospect Original Article The extensive chemical investigation on the branches and leaves of Terminalia chebula var. tomentella (Combretaceae) led to the isolation of two new lignan glucosides with a furofuran skeleton, termitomenins F (1) and G (2). In addition, 19 known compounds including five lignan glucosides (3–7), six hydrolyzable tannins (8–13) and eight simple phenolics (14–21) were also identified. Their structures were determined by comprehensive spectroscopic analyses. It is noted that 8 and 9 were C-glycosidic hydrolyzable tannins with one hexahydroxydiphenoyl and one gallagyl group linked to an open-chain glucosyl C-1/O-2/O-3 and O-4/O-6, respectively, which were rarely found in plants. Nine known compounds, 6–9, 13, and 18–21, were procured from the titled plant for the first time, while 3–5, 10–12 and 14–17 were also found in the fruits. Notably, the known hydrolyzable tannins 8–13 exhibited stronger α-glucosidase inhibitory activities with IC(50) values ranging from 0.10 to 3.12 μM, than the positive control, quercetin (IC(50) = 9.38 ± 0.33 μM). [Image: see text] SUPPLEMENTARY INFORMATION: The online version contains supplementary material available at 10.1007/s13659-021-00314-z. Springer Singapore 2021-06-10 /pmc/articles/PMC8390638/ /pubmed/34114172 http://dx.doi.org/10.1007/s13659-021-00314-z Text en © The Author(s) 2021 https://creativecommons.org/licenses/by/4.0/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/ (https://creativecommons.org/licenses/by/4.0/) .
spellingShingle Original Article
Yin, Jun
Zhu, Hong-Tao
Zhang, Man
Wang, Dong
Yang, Chong-Ren
Zhang, Ying-Jun
Termitomenins F and G, Two New Lignan Glucosides from Terminalia chebula var. tomentella (Kurz) C. B. Clarke
title Termitomenins F and G, Two New Lignan Glucosides from Terminalia chebula var. tomentella (Kurz) C. B. Clarke
title_full Termitomenins F and G, Two New Lignan Glucosides from Terminalia chebula var. tomentella (Kurz) C. B. Clarke
title_fullStr Termitomenins F and G, Two New Lignan Glucosides from Terminalia chebula var. tomentella (Kurz) C. B. Clarke
title_full_unstemmed Termitomenins F and G, Two New Lignan Glucosides from Terminalia chebula var. tomentella (Kurz) C. B. Clarke
title_short Termitomenins F and G, Two New Lignan Glucosides from Terminalia chebula var. tomentella (Kurz) C. B. Clarke
title_sort termitomenins f and g, two new lignan glucosides from terminalia chebula var. tomentella (kurz) c. b. clarke
topic Original Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8390638/
https://www.ncbi.nlm.nih.gov/pubmed/34114172
http://dx.doi.org/10.1007/s13659-021-00314-z
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