(16R)-18,19-Didehydro-17-hydroxycorynan-16-carboxylic acid methyl ester

Description

One of the numerous alkaloids isolated from Vinca species, this base occurs in V. rosea L. and forms colourless crystals from MeOH. It is laevorotatory with[α]²⁶_D - 58° (MeOH) and when crystallized from Me₂CO forms crystals containing solvent of crystallization, m.p. 181°C. The ultraviolet spectrum in MeOH has absorption maxima at 226, 282 and 290 mf.1. The alkaloid contains a primary alcoholic group and an imino group and yields the hemisulphate, m.p. 239- 241°C (dec.); the picrate, m.p. 226-8°C (dec.) and the O-acetate, m.p. 198°C;[α]²⁶_D- 26° (MeOH).

Uses

Sitsirikine is a Vinca alkaloid[1].

References

Svoboda et al., J. Pharm. Sci., 50,409 (1961)
Kutney, Brown., Tetrahedron Lett., 1815 (1963)