8400. Scillarenin

Nomenclature

CAS number: 465-22-5
(3β)-3,14-Dihydroxybufa-4,20,22-trienolide.
C24H32O4; mol wt 384.51.
C 74.97%, H 8.39%, O 16.64%.

Description and references

Prepn by adaptive enzymic decompn of proscillaridin A: Stoll et al., Helv. Chim. Acta 34, 2301 (1951); from Urginea burkei Baker, Liliaceae: Zoller, Tamm, ibid. 36, 1744 (1953). Structure: Stoll et al., ibid. 35, 1934 (1952). Toxicity study: Chen, Henderson, J. Pharmacol. Exp. Ther. 111, 365 (1954).

Chemical structure

Properties

Prisms from methanol, mp 232-238°. [α]D20 -16.8° (c = 0.357 in methanol); [α]D20 +17.9° (c = 0.39 in chloroform). uv max: 300 nm (log ε 3.72). Mean LD i.v. in cats: 0.1567 mg/kg (Chen, Henderson).

Derivative

3-Acetate.
C26H34O5; mol wt 426.55.
C 73.21%, H 8.03%, O 18.75%.

Properties

Crystals from methanol, dec 240-243°. [α]D20 -23.4° (c = 1.365 in chloroform).

Therapeutic Category

Cardiotonic.

Keywords

Cardiotonic