Spiralosides A–C, Three New C(27)-Steroidal Glycoalkaloids from the Fruits of Solanum spirale

ABSTRACT: Three new C(27)-steroidal glycoalkaloids, spiralosides A–C (1–3), were obtained from the total alkaloids of Solanum spirale by chromatographic methods. On the basis of spectroscopic evidence, spiralosides A–C were elucidated as (22R,25S)-22,26-epiminocholest-5-ene-3β,16α-diol-N-acetyl-3-O-...

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Autores principales: Li, Dan, Zhao, Yun-Li, Qin, Xu-Jie, Liu, Lu, Yang, Xing-Wei, Chen, Ying-Ying, Wang, Bei, Wei, Xin, Liu, Ya-Ping, Luo, Xiao-Dong
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer Berlin Heidelberg 2016
Materias:
Original Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4940254/
https://www.ncbi.nlm.nih.gov/pubmed/27318495
http://dx.doi.org/10.1007/s13659-016-0103-9
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author Li, Dan
Zhao, Yun-Li
Qin, Xu-Jie
Liu, Lu
Yang, Xing-Wei
Chen, Ying-Ying
Wang, Bei
Wei, Xin
Liu, Ya-Ping
Luo, Xiao-Dong
author_facet Li, Dan
Zhao, Yun-Li
Qin, Xu-Jie
Liu, Lu
Yang, Xing-Wei
Chen, Ying-Ying
Wang, Bei
Wei, Xin
Liu, Ya-Ping
Luo, Xiao-Dong
author_sort Li, Dan
collection PubMed
description ABSTRACT: Three new C(27)-steroidal glycoalkaloids, spiralosides A–C (1–3), were obtained from the total alkaloids of Solanum spirale by chromatographic methods. On the basis of spectroscopic evidence, spiralosides A–C were elucidated as (22R,25S)-22,26-epiminocholest-5-ene-3β,16α-diol-N-acetyl-3-O-α-l-rhamnopyranosyl-(1→4)-β-d-glucopyranosyl (1), (22R,25S)-22,26-epiminocholest-5-ene-3β,16α-diol-N-acetyl-3-O-β-d-glucopyranosyl (2), (22R,25S)-22,26-epiminocholest-3β,16α-diol-N-acetyl-3-O-β-d-glucopyranosyl (3), respectively. The total alkaloids of S. spirale have been screened for their antitussive and expectorant effects in intact animal model. GRAPHICAL ABSTRACT: [Image: see text] ELECTRONIC SUPPLEMENTARY MATERIAL: The online version of this article (doi:10.1007/s13659-016-0103-9) contains supplementary material, which is available to authorized users.
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spelling pubmed-49402542016-07-21 Spiralosides A–C, Three New C(27)-Steroidal Glycoalkaloids from the Fruits of Solanum spirale Li, Dan Zhao, Yun-Li Qin, Xu-Jie Liu, Lu Yang, Xing-Wei Chen, Ying-Ying Wang, Bei Wei, Xin Liu, Ya-Ping Luo, Xiao-Dong Nat Prod Bioprospect Original Article ABSTRACT: Three new C(27)-steroidal glycoalkaloids, spiralosides A–C (1–3), were obtained from the total alkaloids of Solanum spirale by chromatographic methods. On the basis of spectroscopic evidence, spiralosides A–C were elucidated as (22R,25S)-22,26-epiminocholest-5-ene-3β,16α-diol-N-acetyl-3-O-α-l-rhamnopyranosyl-(1→4)-β-d-glucopyranosyl (1), (22R,25S)-22,26-epiminocholest-5-ene-3β,16α-diol-N-acetyl-3-O-β-d-glucopyranosyl (2), (22R,25S)-22,26-epiminocholest-3β,16α-diol-N-acetyl-3-O-β-d-glucopyranosyl (3), respectively. The total alkaloids of S. spirale have been screened for their antitussive and expectorant effects in intact animal model. GRAPHICAL ABSTRACT: [Image: see text] ELECTRONIC SUPPLEMENTARY MATERIAL: The online version of this article (doi:10.1007/s13659-016-0103-9) contains supplementary material, which is available to authorized users. Springer Berlin Heidelberg 2016-06-18 /pmc/articles/PMC4940254/ /pubmed/27318495 http://dx.doi.org/10.1007/s13659-016-0103-9 Text en © The Author(s) 2016 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
Li, Dan
Zhao, Yun-Li
Qin, Xu-Jie
Liu, Lu
Yang, Xing-Wei
Chen, Ying-Ying
Wang, Bei
Wei, Xin
Liu, Ya-Ping
Luo, Xiao-Dong
Spiralosides A–C, Three New C(27)-Steroidal Glycoalkaloids from the Fruits of Solanum spirale
title Spiralosides A–C, Three New C(27)-Steroidal Glycoalkaloids from the Fruits of Solanum spirale
title_full Spiralosides A–C, Three New C(27)-Steroidal Glycoalkaloids from the Fruits of Solanum spirale
title_fullStr Spiralosides A–C, Three New C(27)-Steroidal Glycoalkaloids from the Fruits of Solanum spirale
title_full_unstemmed Spiralosides A–C, Three New C(27)-Steroidal Glycoalkaloids from the Fruits of Solanum spirale
title_short Spiralosides A–C, Three New C(27)-Steroidal Glycoalkaloids from the Fruits of Solanum spirale
title_sort spiralosides a–c, three new c(27)-steroidal glycoalkaloids from the fruits of solanum spirale
topic Original Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4940254/
https://www.ncbi.nlm.nih.gov/pubmed/27318495
http://dx.doi.org/10.1007/s13659-016-0103-9
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