IMPERIALINE

Description

A steroidal alkaloid isolated from the bulbs of Fritillaria irnperialis L. and Petiliurn eduardi, the base crystallizes in short, colourless needles and has [α]_D - 35.4° (CHCI3). It yields crystalline salts and with sucrose gives a sequence of characteristic colours on addition of dilute H2S04 from yellowgreen, through pale green, pink, cherry red, to dark violet. The structure has been determined from mass spectrometry and the NMR spectrum, the latter proving the presence of tertiary hydroxyl and methyl groups at C-20.

Occurrence

A steroidal alkaloid, kashmirine has been obtained from Fritillaria raylei. It furnishes colourless needles when crystallized from EtOH and is laevorotatory with a specific rotation of [α]D -40.4° (CHCI3).

The Uses of IMPERIALINE

Imperialine is an isosteroidal alkaloid from Fritillaria thunbergii.

Definition

ChEBI: Sipeimine is an alkaloid.

References

Fragner., Ber., 28,3284 (1888) Structure: Nuriddinov, Shakirov, Yunusov., Khirn. Prir. Soedin., 3,316 (1967)