Uncarialines A-E, new alkaloids from Uncaria rhynchophylla and their anticoagulant activity

Uncarialines A-E (1–5), five undescribed monoterpene indole alkaloids, together with five known analogues were obtained from the stems of Uncaria rhynchophylla. Alkaloids 1–3 were unique 3,4-seco-tricyclic alkaloids with a 6/5/10 ring system, while 4 and 5 possessed a rare rearranged scaffold origin...

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Autores principales: Huang, Ke-Pu, Xu, Li-Li, Li, Sheng, Wei, Yin-Ling, Yang, Lian, Hao, Xiao-Jiang, He, Hong-Ping, Zhang, Yu
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer Nature Singapore 2023
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Original Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10097851/
https://www.ncbi.nlm.nih.gov/pubmed/37043142
http://dx.doi.org/10.1007/s13659-023-00377-0
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author Huang, Ke-Pu
Xu, Li-Li
Li, Sheng
Wei, Yin-Ling
Yang, Lian
Hao, Xiao-Jiang
He, Hong-Ping
Zhang, Yu
author_facet Huang, Ke-Pu
Xu, Li-Li
Li, Sheng
Wei, Yin-Ling
Yang, Lian
Hao, Xiao-Jiang
He, Hong-Ping
Zhang, Yu
author_sort Huang, Ke-Pu
collection PubMed
description Uncarialines A-E (1–5), five undescribed monoterpene indole alkaloids, together with five known analogues were obtained from the stems of Uncaria rhynchophylla. Alkaloids 1–3 were unique 3,4-seco-tricyclic alkaloids with a 6/5/10 ring system, while 4 and 5 possessed a rare rearranged scaffold originated from corynantheine-type alkaloids with C-2/C-7 oxidation. Their structures were characterized by a comprehensive analysis of MS, NMR, and ECD. Their effects on blood clotting times of human plasma were evaluated and alkaloid 5 had a slight prolongation effect on both thrombin time and activated partial thromboplastin time (p < 0.001). GRAPHICAL ABSTRACT: [Image: see text] SUPPLEMENTARY INFORMATION: The online version contains supplementary material available at 10.1007/s13659-023-00377-0.
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spelling pubmed-100978512023-04-14 Uncarialines A-E, new alkaloids from Uncaria rhynchophylla and their anticoagulant activity Huang, Ke-Pu Xu, Li-Li Li, Sheng Wei, Yin-Ling Yang, Lian Hao, Xiao-Jiang He, Hong-Ping Zhang, Yu Nat Prod Bioprospect Original Article Uncarialines A-E (1–5), five undescribed monoterpene indole alkaloids, together with five known analogues were obtained from the stems of Uncaria rhynchophylla. Alkaloids 1–3 were unique 3,4-seco-tricyclic alkaloids with a 6/5/10 ring system, while 4 and 5 possessed a rare rearranged scaffold originated from corynantheine-type alkaloids with C-2/C-7 oxidation. Their structures were characterized by a comprehensive analysis of MS, NMR, and ECD. Their effects on blood clotting times of human plasma were evaluated and alkaloid 5 had a slight prolongation effect on both thrombin time and activated partial thromboplastin time (p < 0.001). GRAPHICAL ABSTRACT: [Image: see text] SUPPLEMENTARY INFORMATION: The online version contains supplementary material available at 10.1007/s13659-023-00377-0. Springer Nature Singapore 2023-04-12 /pmc/articles/PMC10097851/ /pubmed/37043142 http://dx.doi.org/10.1007/s13659-023-00377-0 Text en © The Author(s) 2023, corrected publication 2023 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
Huang, Ke-Pu
Xu, Li-Li
Li, Sheng
Wei, Yin-Ling
Yang, Lian
Hao, Xiao-Jiang
He, Hong-Ping
Zhang, Yu
Uncarialines A-E, new alkaloids from Uncaria rhynchophylla and their anticoagulant activity
title Uncarialines A-E, new alkaloids from Uncaria rhynchophylla and their anticoagulant activity
title_full Uncarialines A-E, new alkaloids from Uncaria rhynchophylla and their anticoagulant activity
title_fullStr Uncarialines A-E, new alkaloids from Uncaria rhynchophylla and their anticoagulant activity
title_full_unstemmed Uncarialines A-E, new alkaloids from Uncaria rhynchophylla and their anticoagulant activity
title_short Uncarialines A-E, new alkaloids from Uncaria rhynchophylla and their anticoagulant activity
title_sort uncarialines a-e, new alkaloids from uncaria rhynchophylla and their anticoagulant activity
topic Original Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10097851/
https://www.ncbi.nlm.nih.gov/pubmed/37043142
http://dx.doi.org/10.1007/s13659-023-00377-0
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