Novel Ketones from Roman Camomile Oil

Abstract

SummaryP-Damascenone (1) has been identified in the fraction of Roman camomile (Anthemis nobilis) oil that contains homologues of carvotanacetone. 5-(3-Furyl)-2-methyl-1-penten-3-one (2), (E)-l-(2,6-dimethylphenyl)-2-buten-l-one (8), 4-isopropenylbenzaldehyde (4), were also identified and synthesized.

Occurrence, Sensory Impact, Formation, and Fate of Damascenone in Grapes, Wines, and Other Foods and Beverages

“…Damascenone has been reported as a constituent of a wide array of leaf products, mostly essential oils (for some of the earliest examples, see refs and − . Among these, it was a constituent of the essential oils of dried elder flowers and of “summer savory” (Satureja hortensis) but was not found in organic extracts or headspace samples, respectively, of the raw materials.…”

The Occurrence of Some Novel Diesters in Roman Camomile Oil

“…Work-up of the oil was described in the foregoing publication [2], and the diesters now described occurred in the fraction which was slightly more polar than the one containing the unsaturated ketones discussed there. All these compounds have approximately the same volatility, and 1-3 (R' = angelyl, R2= (CH3)2CHCO) were eluted in that order from a Carbowax gas chromatography (GC.)…”

“…In previous publications [ 11 [ 2 ] , we presented some of our results on the analysis of the oil of Roman camomile (Anthemis nobilis). We now describe the isolation and synthesis of three diesters 1-3 (R' = angelyl'), R2 = (CH3),CHCO), and suggest that other similar esters are present, notably the homologue 1, with R' = angelyl and R2= CH3CH2CH(CH3)C0.…”

“…Isolation of esters 1-3. The fraction from the silica gel column immediately following the one containing the unsaturated ketones [2] was rechromatographed on silica gel to remove the remainder of the compounds of the previous fraction. The resulting mixture gave a single spot on TLC., and this material was separated into its components by GC.…”