846. Aspidin

Nomenclature

CAS number: 584-28-1
2-[[2,6-Dihydroxy-4-methoxy-3-methyl-5-(1-oxobutyl)phenyl]methyl]-3,5-dihydroxy-4,4-dimethyl-6-(1-oxobutyl)-2,5-cyclohexadien-1-one; 3′-[(5-butyryl-2,4-dihydroxy-3,3-dimethyl-6-oxo-1,4-cyclohexadien-1-yl)methyl]-2′,4′-dihydroxy-6′-methoxy-5′-methylbutyrophenone; polystichin.
C25H32O8; mol wt 460.52.
C 65.20%, H 7.00%, O 27.79%.

Description and references

Active principle of fern root: Boehm, Ann. 302, 171 (1898); 329, 321 (1903); from Dryopteris austriaca (Jacq.) Woynar, Polypodiaceae: Aebi et al., Helv. Chim. Acta 40, 266 (1957). Structure: eidem, ibid. 569. Synthesis: Riedl, Mitteldorf, Ber. 89, 2595 (1956).

Chemical structure

Properties

Crystals from ethanol, mp 124-125°. uv max (cyclohexane): 230, 290 nm (ε 25500, 21300). Soluble in ether, benzene, chloroform; less sol in petr ether; sparingly sol in methanol, ethanol, acetone.

Therapeutic Category

Anthelmintic (Cestodes).

Keywords

Anthelmintic (Cestodes)