5163. Isocorypalmine

Nomenclature

CAS number: 53447-14-6
5,8,13,13a-Tetrahydro-3,9,10-trimethoxy-6H-dibenzo[a,g]quinolizin-2-ol; 3,9,10-trimethoxy-13aα-berbin-2-ol; d-tetrahydrocolumbamine.
C20H23NO4; mol wt 341.40.
C 70.36%, H 6.79%, N 4.10%, O 18.75%.

Description and references

From tubers of Corydalis cava (L.) Schweigg. & Korte (C. tuberosa DC.) and C. nobilis Pers., Fumariaceae: Gadamer et al., Arch. Pharm. 265, 675 (1927); Manske, Can. J. Res. 18B, 288 (1940). Structure: Spth, Burger, Ber. 59, 1486 (1926). Synthesis of dl-form: Govindachari et al., ibid. 92, 1654 (1959). Configuration: Corrodi, Hardegger, Helv. Chim. Acta 39, 889 (1956).

Chemical structure

Properties

Crystals, mp 239-241°. [α]D20 +30.3° (c = 0.4 in chloroform). Sol in alcohol, ether.

Derivative

dl-Form.

Properties

Crystals from methanol, mp 216°.