Description
This glucoalkaloid has been obtained from the roots of Solanum paniculatum L.
It is isolated as an amorphous powder with no definite melting point and has
[α]
D - 27.8° (pyridine). The base contains five hydroxyl groups and gives a
pentaacetate which is crystalline, m.p. 165-8°C; [α]
D - 41.1° (pyridine).
Other crystalline derivatives that have been prepared are the N-( 4-bromobenzylidene) compound with m.p. 195-200°C and the N-salicylidene derivative, m.p.
176-7°C. The alkaloid undergoes acid or enzymic hydrolysis to yield D-glucose
and jurubidine which has been shown to be (22R, 25S)-3/3-amino-5a-spirostane.
References
Schreiber, Ripperger., Tetrahedron Lett., 5997 (1966)
Ripperger et al., Chern. Ber., 100, 1725 (1967)
