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Amides, Isoquinoline Alkaloids and Dipeptides from the Aerial Parts of Piper mullesua

ABSTRACT: One undescribed amide, pipermullesine A, two undescribed isoquinoline alkaloids, pipermullesines B and C, and six undescribed dipeptides, pipermullamides A–F, along with 28 known compounds, were isolated from the aerial parts of Piper mullesua. The structures of the undescribed compounds w...

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Autores principales: Xia, Meng-Yuan, Yang, Jun, Zhang, Pan-Hua, Li, Xiao-Nian, Luo, Ji-Feng, Long, Chun-Lin, Wang, Yue-Hu
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer Singapore 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6224811/
https://www.ncbi.nlm.nih.gov/pubmed/30073582
http://dx.doi.org/10.1007/s13659-018-0180-z
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author Xia, Meng-Yuan
Yang, Jun
Zhang, Pan-Hua
Li, Xiao-Nian
Luo, Ji-Feng
Long, Chun-Lin
Wang, Yue-Hu
author_facet Xia, Meng-Yuan
Yang, Jun
Zhang, Pan-Hua
Li, Xiao-Nian
Luo, Ji-Feng
Long, Chun-Lin
Wang, Yue-Hu
author_sort Xia, Meng-Yuan
collection PubMed
description ABSTRACT: One undescribed amide, pipermullesine A, two undescribed isoquinoline alkaloids, pipermullesines B and C, and six undescribed dipeptides, pipermullamides A–F, along with 28 known compounds, were isolated from the aerial parts of Piper mullesua. The structures of the undescribed compounds were elucidated based on the analysis of 1D and 2D NMR and MS data. Furthermore, the structures of pipermullesines A–C were confirmed by single crystal X-ray diffraction analysis. All isolates were evaluated for inhibitory activity against platelet aggregation induced by thrombin (IIa) or platelet-activating factor (PAF). (-)-Mangochinine, pellitorine, and (2E,4E)-N-isobutyl-2,4-dodecadienamide showed weak inhibitory activity against rabbit platelet aggregation induced by PAF, with IC(50) values of 470.3 µg/mL, 614.9 µg/mL, and 579.7 µg/mL, respectively. GRAPHICAL ABSTRACT: [Image: see text] ELECTRONIC SUPPLEMENTARY MATERIAL: The online version of this article (10.1007/s13659-018-0180-z) contains supplementary material, which is available to authorized users.
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spelling pubmed-62248112018-11-21 Amides, Isoquinoline Alkaloids and Dipeptides from the Aerial Parts of Piper mullesua Xia, Meng-Yuan Yang, Jun Zhang, Pan-Hua Li, Xiao-Nian Luo, Ji-Feng Long, Chun-Lin Wang, Yue-Hu Nat Prod Bioprospect Original Article ABSTRACT: One undescribed amide, pipermullesine A, two undescribed isoquinoline alkaloids, pipermullesines B and C, and six undescribed dipeptides, pipermullamides A–F, along with 28 known compounds, were isolated from the aerial parts of Piper mullesua. The structures of the undescribed compounds were elucidated based on the analysis of 1D and 2D NMR and MS data. Furthermore, the structures of pipermullesines A–C were confirmed by single crystal X-ray diffraction analysis. All isolates were evaluated for inhibitory activity against platelet aggregation induced by thrombin (IIa) or platelet-activating factor (PAF). (-)-Mangochinine, pellitorine, and (2E,4E)-N-isobutyl-2,4-dodecadienamide showed weak inhibitory activity against rabbit platelet aggregation induced by PAF, with IC(50) values of 470.3 µg/mL, 614.9 µg/mL, and 579.7 µg/mL, respectively. GRAPHICAL ABSTRACT: [Image: see text] ELECTRONIC SUPPLEMENTARY MATERIAL: The online version of this article (10.1007/s13659-018-0180-z) contains supplementary material, which is available to authorized users. Springer Singapore 2018-08-02 /pmc/articles/PMC6224811/ /pubmed/30073582 http://dx.doi.org/10.1007/s13659-018-0180-z Text en © The Author(s) 2018 Open AccessThis article is distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution, and reproduction in any medium, provided you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made.
spellingShingle Original Article
Xia, Meng-Yuan
Yang, Jun
Zhang, Pan-Hua
Li, Xiao-Nian
Luo, Ji-Feng
Long, Chun-Lin
Wang, Yue-Hu
Amides, Isoquinoline Alkaloids and Dipeptides from the Aerial Parts of Piper mullesua
title Amides, Isoquinoline Alkaloids and Dipeptides from the Aerial Parts of Piper mullesua
title_full Amides, Isoquinoline Alkaloids and Dipeptides from the Aerial Parts of Piper mullesua
title_fullStr Amides, Isoquinoline Alkaloids and Dipeptides from the Aerial Parts of Piper mullesua
title_full_unstemmed Amides, Isoquinoline Alkaloids and Dipeptides from the Aerial Parts of Piper mullesua
title_short Amides, Isoquinoline Alkaloids and Dipeptides from the Aerial Parts of Piper mullesua
title_sort amides, isoquinoline alkaloids and dipeptides from the aerial parts of piper mullesua
topic Original Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6224811/
https://www.ncbi.nlm.nih.gov/pubmed/30073582
http://dx.doi.org/10.1007/s13659-018-0180-z
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