Page 101 - Phytochemistry 2 (06-PG 605)

Solanine being a glycoside of complex aglycone it is
sparingly soluble in water, soluble in alcohol, almost insoluble in
ether and chloroform.

The base solanidine on the other hand is less soluble in
water, soluble in alcohol and immiscible organic solvents.
The following structures show that solasodine is exactly the
N- analogue of diosgenin, a steroidal sapogenin.

F 25 25

E ON F

E OO

CD CD

A5 B HO A5 B
HO
Diosgenin
Solasodine (In Dioscoria & Trigonella species)
(The N-Analogues of Diosgenin)

Solanum alkaloids have no or little physiological activity.
However, they are of great commercial value as starting material
(precursors) for the synthesis of the steroidal sex hormones and
the corticoids.

2. Veratrum alkaloids
Veratrum species Fam. Liliaceae contain alkaloids of typical
or atypical steroidal structures; these alkaloids may be
distinguished into two chemical types.

OH

E

N

CD

AB

HO

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