220935-99-9Relevant academic research and scientific papers
(±)-Heterocarpine, a hydroxymethylated isoquinoline alkaloid from Ceratocapnos heterocarpa
Suau, Rafael,Posadas, Natalia,Silva, M. Victoria,Valpuesta, Maria
, p. 2551 - 2555 (2007/10/03)
Heterocarpine, a novel alkaloid from Ceratocapnos heterocarpa, has been characterised as (±)-1-hydroxymethyl-2-(3-hydroxy-4-methoxybenzyl)-7- hydroxy-6-methoxy-1,2,3,4-tetrahydroisoquinoline. The alkaloid was synthesized from the corresponding 3,4-dihydro isoquinoliniun salt. A key step in the process is the acid resin catalysed methanolysis of the 1- carbamoyl isoquinoline. The structural correlation of the hydroxymethylated alkaloids heterocarpine and malacitanine with their unsubstituted counterparts capnosine and caseamine, also present in the plant, might be of biosynthetic significance.
