Isolation and structural determination of steroidal glycosides from the bulbs of Easter lily (Lilium longiflorum Thunb.)

John P. Munafo, Ahalya Ramanathan, Leslie S. Jimenez, Thomas J. Gianfagna

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Abstract

The bulbs of the Easter lily (Lilium longiflorum Thunb.) are used as a food and medicine in several Asian cultures, and they are cultivated as an ornamental plant throughout the world. A new steroidal glycoalkaloid and two new furostanol saponins, along with two known steroidal glycosides, were isolated from the bulbs of L. longiflorum. The new steroidal glycoalkaloid was identified as (22R,25R)-spirosol-5-en-3β-yl O-α-l-rhamnopyranosyl-(1→2)- [6-O-acetyl-β-d-glucopyranosyl-(1→4)]-β-d-glucopyranoside. The new furostanol saponins were identified as (25R)-26-O-(β-d-glucopyranosyl)- furost-5-en-3β,22α,26-triol 3-O-α-l-rhamnopyranosyl-(1→2)- α-l-arabinopyranosyl-(1→3)-β-d-glucopyranoside and (25R)-26-O-(β-d-glucopyranosyl)-furost-5-en-3β,22α,26-triol 3-O-α-l-rhamnopyranosyl-(1→2)-α-l-xylopyranosyl-(1→3) -β-d-glucopyranoside. The previously known steroidal glycosides, (22R,25R)-spirosol-5-en-3β-yl O-α-l-rhamnopyranosyl-(1→2)- β-d-glucopyranosyl-(1→4)-β-d-glucopyranoside and (25R)-26-O-(β-d-glucopyranosyl)-furost-5-en-3β,22α,26-triol 3-O-α-l-rhamnopyranosyl-(1→2)-β-d-glucopyranosyl-(1→4) -β-d-glucopyranoside were identified in L. longiflorum for the first time. These new compounds from L. longiflorum and the isolation methodologies employed can be used for studies on the biological role of steroidal glycosides in plant development and plantpathogen interactions, as well as for studies in food and human health, for which little is known.

Original languageEnglish (US)
Pages (from-to)8806-8813
Number of pages8
JournalJournal of agricultural and food chemistry
Volume58
Issue number15
DOIs
StatePublished - Aug 11 2010

All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Agricultural and Biological Sciences(all)

Keywords

  • Easter lily
  • Liliaceae
  • Lilium longiflorum Thunb.
  • furostanol saponin
  • steroidal glycoalkaloid
  • steroidal glycoside

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