Description
This alkaloid is obtained from the fruit, leaves and roots of Aiangium iamarckii Thw.,
the best source being the unripe fruit. Alangiside is laevorotatory with a specific
rotation of [α]D26 - 105° (c 1.0, MeOH). It gives an ultraviolet spectrum in neutral
MeOH with absorption maxima at 237 and 285 nm and exhibits a bathochromic
shift in alkali to 247 and 303 nm. The base is a white amorphous powder decomposing
at the melting point. The O-methyl derivative forms colourless needles when
recrystallized from AcOH, m.p. 236°C. Acetylation with Ac20 in pyridine
furnishes the pentaacetate which, on reduction with Adam's catalyst, gives the
dihydroalangiside pentaacetate having a specific rotation of [α]D26 -120° (c 1. 0,
MeOH). Cleavage of the base with ~-glucosidase yields D-glucose and the aglycone
C19H21N04'
References
Kapil et ai., Chem. Commun., 904 (1971)
Shoeb et ai., 1. Chem. Soc., Perkin I, 1245 (1975)