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(±)-Zanthonitidine A, a Pair of Enantiomeric Furoquinoline Alkaloids from Zanthoxylum nitidum with Antibacterial Activity

ABSTRACT: A pair of new enantiomeric furoquinoline alkaloids, (±)-zanthonitidine A (1), together with nine known ones (2–10) were isolated from the radix of Zanthoxylum nitidum. Their chemical structures were elucidated based on the extensive spectroscopic analysis. The racemic mixture of 1 was sepa...

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Autores principales: Zhao, Li-Na, Guo, Xi-Xi, Liu, Shuai, Feng, Li, Bi, Qi-Rui, Wang, Zhe, Tan, Ning-Hua
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer Singapore 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6109446/
https://www.ncbi.nlm.nih.gov/pubmed/29855857
http://dx.doi.org/10.1007/s13659-018-0169-7
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author Zhao, Li-Na
Guo, Xi-Xi
Liu, Shuai
Feng, Li
Bi, Qi-Rui
Wang, Zhe
Tan, Ning-Hua
author_facet Zhao, Li-Na
Guo, Xi-Xi
Liu, Shuai
Feng, Li
Bi, Qi-Rui
Wang, Zhe
Tan, Ning-Hua
author_sort Zhao, Li-Na
collection PubMed
description ABSTRACT: A pair of new enantiomeric furoquinoline alkaloids, (±)-zanthonitidine A (1), together with nine known ones (2–10) were isolated from the radix of Zanthoxylum nitidum. Their chemical structures were elucidated based on the extensive spectroscopic analysis. The racemic mixture of 1 was separated by chiral column chromatography, and the absolute configurations of (+)-1 and (−)-1 were determined by the comparison of experimental and calculated electronic circular dichroism spectra. Antibacterial activities of compounds 1–9 were evaluated, and compounds (+)-1, (−)-1, 3, 7 and 8 showed antibacterial activities against Bacillus subtilis, Enterococcus faecalis or Staphylococcus aureus. GRAPHICAL ABSTRACT: [Image: see text] ELECTRONIC SUPPLEMENTARY MATERIAL: The online version of this article (10.1007/s13659-018-0169-7) contains supplementary material, which is available to authorized users.
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spelling pubmed-61094462018-09-05 (±)-Zanthonitidine A, a Pair of Enantiomeric Furoquinoline Alkaloids from Zanthoxylum nitidum with Antibacterial Activity Zhao, Li-Na Guo, Xi-Xi Liu, Shuai Feng, Li Bi, Qi-Rui Wang, Zhe Tan, Ning-Hua Nat Prod Bioprospect Original Article ABSTRACT: A pair of new enantiomeric furoquinoline alkaloids, (±)-zanthonitidine A (1), together with nine known ones (2–10) were isolated from the radix of Zanthoxylum nitidum. Their chemical structures were elucidated based on the extensive spectroscopic analysis. The racemic mixture of 1 was separated by chiral column chromatography, and the absolute configurations of (+)-1 and (−)-1 were determined by the comparison of experimental and calculated electronic circular dichroism spectra. Antibacterial activities of compounds 1–9 were evaluated, and compounds (+)-1, (−)-1, 3, 7 and 8 showed antibacterial activities against Bacillus subtilis, Enterococcus faecalis or Staphylococcus aureus. GRAPHICAL ABSTRACT: [Image: see text] ELECTRONIC SUPPLEMENTARY MATERIAL: The online version of this article (10.1007/s13659-018-0169-7) contains supplementary material, which is available to authorized users. Springer Singapore 2018-05-31 /pmc/articles/PMC6109446/ /pubmed/29855857 http://dx.doi.org/10.1007/s13659-018-0169-7 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
Zhao, Li-Na
Guo, Xi-Xi
Liu, Shuai
Feng, Li
Bi, Qi-Rui
Wang, Zhe
Tan, Ning-Hua
(±)-Zanthonitidine A, a Pair of Enantiomeric Furoquinoline Alkaloids from Zanthoxylum nitidum with Antibacterial Activity
title (±)-Zanthonitidine A, a Pair of Enantiomeric Furoquinoline Alkaloids from Zanthoxylum nitidum with Antibacterial Activity
title_full (±)-Zanthonitidine A, a Pair of Enantiomeric Furoquinoline Alkaloids from Zanthoxylum nitidum with Antibacterial Activity
title_fullStr (±)-Zanthonitidine A, a Pair of Enantiomeric Furoquinoline Alkaloids from Zanthoxylum nitidum with Antibacterial Activity
title_full_unstemmed (±)-Zanthonitidine A, a Pair of Enantiomeric Furoquinoline Alkaloids from Zanthoxylum nitidum with Antibacterial Activity
title_short (±)-Zanthonitidine A, a Pair of Enantiomeric Furoquinoline Alkaloids from Zanthoxylum nitidum with Antibacterial Activity
title_sort (±)-zanthonitidine a, a pair of enantiomeric furoquinoline alkaloids from zanthoxylum nitidum with antibacterial activity
topic Original Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6109446/
https://www.ncbi.nlm.nih.gov/pubmed/29855857
http://dx.doi.org/10.1007/s13659-018-0169-7
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