Spiralosides A-C, Three New C27-Steroidal Glycoalkaloids from the Fruits of Solanum spirale

doi:10.1007/s13659-016-0103-9

Natural Products and Bioprospecting ›› 2016, Vol. 6 ›› Issue (4): 225-231.DOI: 10.1007/s13659-016-0103-9

Spiralosides A-C, Three New C₂₇-Steroidal Glycoalkaloids from the Fruits of Solanum spirale

Dan Li^1,2, Yun-Li Zhao¹, Xu-Jie Qin¹, Lu Liu^1,2, Xing-Wei Yang¹, Ying-Ying Chen^1,2, Bei Wang^1,2, Xin Wei^1,2, Ya-Ping Liu¹, Xiao-Dong Luo¹

1. State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, China;
2. University of Chinese Academy of Sciences, Beijing 100039, China

Received:2016-05-15 Revised:2016-06-02 Online:2018-02-08 Published:2016-08-24
Supported by:
The authors are grateful to the Natural Science Foundation of China (81225024);and to the analytical group of the Laboratory of Phytochemistry,Kunming Institute of Botany for spectral measurements

Spiralosides A-C, Three New C₂₇-Steroidal Glycoalkaloids from the Fruits of Solanum spirale

Dan Li^1,2, Yun-Li Zhao¹, Xu-Jie Qin¹, Lu Liu^1,2, Xing-Wei Yang¹, Ying-Ying Chen^1,2, Bei Wang^1,2, Xin Wei^1,2, Ya-Ping Liu¹, Xiao-Dong Luo¹

1. State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, China;
2. University of Chinese Academy of Sciences, Beijing 100039, China

通讯作者: Ya-Ping Liu,e-mail:liuyaping@mail.kib.ac.cn;Xiao-Dong Luo,e-mail:xdluo@mail.kib.ac.cn
基金资助:
The authors are grateful to the Natural Science Foundation of China (81225024);and to the analytical group of the Laboratory of Phytochemistry,Kunming Institute of Botany for spectral measurements

Abstract

Abstract: Three new C₂₇-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.

Key words: Solanaceae, Solanum spirale, Spiralosides A-C

摘要： Three new C₂₇-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.

关键词: Solanaceae, Solanum spirale, Spiralosides A-C

Dan Li, Yun-Li Zhao, Xu-Jie Qin, Lu Liu, Xing-Wei Yang, Ying-Ying Chen, Bei Wang, Xin Wei, Ya-Ping Liu, Xiao-Dong Luo. Spiralosides A-C, Three New C₂₇-Steroidal Glycoalkaloids from the Fruits of Solanum spirale[J]. Natural Products and Bioprospecting, 2016, 6(4): 225-231.

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Spiralosides A-C, Three New C₂₇-Steroidal Glycoalkaloids from the Fruits of Solanum spirale

Spiralosides A-C, Three New C₂₇-Steroidal Glycoalkaloids from the Fruits of Solanum spirale

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