Issue 0, 1980

Perulactone, a new ergostane-type steroid from Physalis peruviana(Solanaceae)

Abstract

Perulactone, C30H46O7, is the naturally occurring 1-acetate of (20R,22R,24S,25R)-1α,3β,20,22-tetrahydroxy-ergost-5-en-26,28-olide. It was isolated from a variety of Physalis peruviana growing in India (Varanasi). The carbocyclic moiety was identified by cleavage of the 20,22-bond to give 1α-acetoxy-3β-hydroxypregn-5-en-20-one. The structure assigned to the side-chain is based on chemical and spectroscopic evidence. This is the first instance when a steroid oxidised at C-28 has been isolated from a Solanaceae plant. Treatment of perulactone with base afford, after acetylation, the corresponding equilibration product (7)(γ-lactone), but no trace of the isomeric 26,22-olide (δ-lactone).

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1980, 2700-2704

Perulactone, a new ergostane-type steroid from Physalis peruviana(Solanaceae)

H. E. Gottlieb, I. Kirson, E. Glotter, A. B. Ray, M. Sahai and A. Ali, J. Chem. Soc., Perkin Trans. 1, 1980, 2700 DOI: 10.1039/P19800002700

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