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


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-3?,16?-diol-N-acetyl-3-O-?-L-rhamnopyranosyl-(1?4)-?-D-glucopyranosyl (1), (22R,25S)-22,26-epiminocholest-5-ene-3?,16?-diol-N-acetyl-3-O-?-D-glucopyranosyl (2), (22R,25S)-22,26-epiminocholest-3?,16?-diol-N-acetyl-3-O-?-D-glucopyranosyl (3), respectively. The total alkaloids of S. spirale have been screened for their antitussive and expectorant effects in intact animal model.

SUBMITTER: Li D 

PROVIDER: S-EPMC4940254 | biostudies-literature | 2016 Aug

REPOSITORIES: biostudies-literature

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

Li Dan D   Zhao Yun-Li YL   Qin Xu-Jie XJ   Liu Lu L   Yang Xing-Wei XW   Chen Ying-Ying YY   Wang Bei B   Wei Xin X   Liu Ya-Ping YP   Luo Xiao-Dong XD  

Natural products and bioprospecting 20160618 4


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 (  ...[more]

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