Isolierung von nebenalkaloiden und 3β-hydroxy-5α-pregn-16-en-20-on aus Lycopersicon pimpinellifolium mill.

Phytochemistry
1966.0

Abstract

Acid hydrolysis of a crude tomatine preparation from leaves and stems of the wild tomato Lycopersicon pimpinellifolium Mil. yielded, in addition to tomatidine (I), a number of steroidal minor alkaloids. Two of them were shown to be identical with soladulcidine (III) and tomatida-3.5-diene (VI), certainly an artificial product obtained by the acid hydrolysis of naturally occurring tomatid-5-en-3β-ol glycosides. A third substance, representing a new steroidal alkaloid, possesses the empirical formula C27H45NO3. Finally, a nitrogen-free compound also isolated has been identified as 3β-hydroxy-5α-pregn-16-en-20-one (VII), which is most probably a product of the biological degradation of tomatidine. © 1966.

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