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Novel Steroidal Glycosides from the Bulbs of Lilium pumilum.


ABSTRACT: Examination of the bulbs of Lilium pumilum (Liliaceae) led to the isolation of four novel steroidal glycosides (1-4) with a 2,3,4-trisubstituted ?-d-glucopyranosyl unit. In 1 and 3, the ?-L-arabinopyranosyl moiety is linked to C-3 of the inner trisubstituted ?-D-glucopyranosyl group and is present as an usual ?C? conformation. In contrast, in 2 and 4, the ?-L-arabinopyranosyl moiety, which is attached to C-4 of the inner trisubstituted ?-D-glucopyranosyl group, is present as a ¹C? conformation. The structures of the new steroidal glycosides were determined based on the results of spectroscopic analyses, including two-dimensional (2D) NMR data and hydrolysis.

SUBMITTER: Matsuo Y 

PROVIDER: S-EPMC6331790 | biostudies-literature | 2015 Sep

REPOSITORIES: biostudies-literature

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Novel Steroidal Glycosides from the Bulbs of Lilium pumilum.

Matsuo Yukiko Y   Takaku Reina R   Mimaki Yoshihiro Y  

Molecules (Basel, Switzerland) 20150908 9


Examination of the bulbs of Lilium pumilum (Liliaceae) led to the isolation of four novel steroidal glycosides (1-4) with a 2,3,4-trisubstituted β-d-glucopyranosyl unit. In 1 and 3, the α-L-arabinopyranosyl moiety is linked to C-3 of the inner trisubstituted β-D-glucopyranosyl group and is present as an usual ⁴C₁ conformation. In contrast, in 2 and 4, the α-L-arabinopyranosyl moiety, which is attached to C-4 of the inner trisubstituted β-D-glucopyranosyl group, is present as a ¹C₄ conformation.  ...[more]

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