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

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. Graphical Abstract: [Figure not available: see fulltext.].