Bitter principles of the Cucurbitaceae. Part XV. Cucurbitacins from a hybrid of Lagenaria siceraria

P. R. Enslin, C. W. Holzapfel, K. Barbara Norton, S. Rehm

Research output: Contribution to journalArticlepeer-review

20 Citations (Scopus)

Abstract

The two main triterpenoids in the fruits of a Lagenaria siceraria hybrid have been isolated and their structures determined by physical measurements, notably nuclear magnetic resonance and circular dichroism, on suitable derivatives. The major component is formulated as 22-deoxocucurbitacin D and the minor compound as an α-ketol isomer, 22-deoxoisocucurbitacin D. In each of these compounds, mild treatment with acid resulted in elimination of the hydroxyl group at position-25 and concomitant formation of an ether bridge between positions-16 and -23.

Original languageEnglish
Pages (from-to)964-972
Number of pages9
JournalJournal of the Chemical Society C: Organic Chemistry
DOIs
Publication statusPublished - 1967
Externally publishedYes

ASJC Scopus subject areas

  • Organic Chemistry

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