TY - JOUR
T1 - Perulactone, a new ergostane-type steroid from Physalis peruviana (Solanaceae)
AU - Gottlieb, Hugo E.
AU - Kirson, Isaac
AU - Glotter, Erwin
AU - Ray, Anil B.
AU - Sahai, Mahendra
AU - Ali, Abid
PY - 1980
Y1 - 1980
N2 - Perulactone, C30H46O7, is the naturally occurring 1-acetate of (20R,22R,24S,25R)-1α,3β,20,22- tetrahydroxyergost-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).
AB - Perulactone, C30H46O7, is the naturally occurring 1-acetate of (20R,22R,24S,25R)-1α,3β,20,22- tetrahydroxyergost-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).
UR - http://www.scopus.com/inward/record.url?scp=0342340822&partnerID=8YFLogxK
U2 - 10.1039/p19800002700
DO - 10.1039/p19800002700
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AN - SCOPUS:0342340822
SN - 1472-7781
SP - 2700
EP - 2704
JO - Journal of the Chemical Society, Perkin Transactions 1
JF - Journal of the Chemical Society, Perkin Transactions 1
ER -