Berberidic acid

Oxidation of berberine (49) with hot dilute nitric acid yields berberidic acid (220) (58MI1) which can form a cross-conjugated and a pseudo-cross-conjugated mesomeric betaine on deprotonation as shown in Scheme 72. 

Berberine can be oxidized by nitric acid to berberidic acid (82), which forms two isomeric monomethyl esters these can be reduced first to the isomeric unsaturated lactones (83) and (84) and further to saturated lactones and to cis- and trans-diols (85). Hydrogenation of berberidic acid diester affords an allo-hexahydro-compound, which is isomerized by base to a normal hexahydro-compound. Oxidation of the lactone (84) with mercuric acetate affords the aromatized lactone (86).95... 

---

See also in sourсe #XX -- [ , ]

See also in sourсe #XX -- [ , ]

See also in sourсe #XX -- [ , ]

See also in sourсe #XX -- [ , ]

---