nandinine

Description

Eijkman obtained an amorphous compound from the root bark of Nandina domestica L. to which this name was given. It was subsequently obtained crystal_x0002_line by Iwakawa who was also able to separate it into three well-defined phenolic substances, Nandinine, Domesticine and Isodomesticine (q.v.). This alkaloid may be crystallized from EtOH as colourless leaflets which develop a pink colour on exposure to air. With CH2N2 the base yields (+)-Canadine (q.v.). The solution in H2S04 is initially yellow, changing through green to blue.

Definition

ChEBI: (S)-nandinine is a berberine alkaloid that is 5,8,13,13a-tetrahydro-2H,6H-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinoline carrying hydroxy and methoxy substituents at positions 9 and 10 respectively. It has a role as an anti-obesity agent and a plant metabolite. It is an organic heteropentacyclic compound, a berberine alkaloid, an aromatic ether, a member of phenols and a tertiary amino compound.

References

Eijkman., Rec. trav. Chim., 3, 197 (1884)
Iwakawa.,Mitt. Med. Ges. Tokyo, 24, 15 (1910)
Kitasato., J. Pharm. Soc., Japan, No. 522, 1 (1925)
Kitasato., Acta Phytochem., 3, 177 (1927)

Raw materials

Preparation Products