5696. Magnoflorine

Nomenclature

CAS number: 2141-09-5
(6aS)-5,6,6a,7-Tetrahydro-1,11-dihydroxy-2,10-dimethoxy-6,6-dimethyl-4H-dibenzo[de,g]quinolinium; thalictrine.
[C20H24NO4]+.

Description and references

From Magnolia grandiflora L., Magnoliaceae. Isoln and structure: Nakano, Chem. Pharm. Bull. 2, 329 (1954). From Cocculus trilobus D.C., Menispermaceae: Nakano, ibid. 4, 69 (1956); from Thalictrum thunbergii D.C., Ranunculaceae: Fujita, Tomimatsu, ibid. 6, 107 (1958); from Aristolochia clematitis L., Aristolochiaceae: Pailer, Pruckmayr, Monatsh. Chem. 90, 145 (1959). Identity with thalictrine: Gopinath et al., J. Sci. Ind. Res. 18B 444 (1959). Synthesis: Tomita, Kikkawa, J. Pharm. Soc. Jpn. 77, 195 (1957).

Chemical structure

Derivative

Iodide.
C20H24INO4; mol wt 469.31.
C 51.18%, H 5.15%, I 27.04%, N 2.98%, O 13.64%.

Properties

Crystals from methanol + acetone, dec 248-249°. [α]D15 +220.1° (methanol). uv max: 270, 310 nm (log ε 3.75, 3.59).