Cheilanthifoline
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(''S'')-Cheilanthifoline is a
benzylisoquinoline alkaloid Substitution of the heterocycle isoquinoline at the C1 position by a benzyl group provides 1‑benzylisoquinoline, the most widely examined of the numerous benzylisoquinoline structural isomers. The 1-benzylisoquinoline moiety can be identified wi ...
(BIA) which has been isolated from '' Corydalis dubia'' and ''
Argemone mexicana ''Argemone mexicana'', also known by the common names Mexican poppy, Mexican prickly poppy, flowering thistle, cardo, and cardosanto, is a species of poppy found in Mexico and now widely naturalized in many parts of the world. An extremely hardy ...
''. (''S'')-Cheilanthifoline is metabolically derived from (''S'')-
reticuline Reticuline is an alkaloid found in opium and a variety of plants including ''Lindera aggregata'', ''Annona squamosa'', and ''Ocotea#Selected species, Ocotea fasciculata'' (also known as ''Ocotea duckei''). Experiments in rodents suggest reticuli ...
, a pivotal intermediate in the biosynthesis of numerous BIAs. (''S'')-Cheilanthifoline is the immediate precursor of the BIA (''S'')-stylopine ( (''S'')-stylopine synthase/CYP719A20), which is the precursor for the alkaloids
protopine Protopine is an alkaloid occurring in opium poppy, ''Corydalis'' tubers and other plants of the family papaveraceae, like ''Fumaria officinalis''. Protopine is metabolically derived from the Benzylisoquinoline alkaloids, benzylisoquinoline alkaloi ...
and
sanguinarine Sanguinarine is a polycyclic quaternary alkaloid. It is extracted from some plants, including the bloodroot plant, from whose scientific name, ''Sanguinaria canadensis,'' its name is derived; the Mexican prickly poppy (''Argemone mexicana''); ''C ...
.


References

Quinolizidines Heterocyclic compounds with 5 rings Methoxy compounds Methylenedioxyphenethylamines Catechol ethers {{alkaloid-stub