Acidic components in essential oils of costus root, patchouli and olibanum

Rijke, D. de; Traas, P.C.; Heide, R. ter; Boelens, Harrie; Takken, H.J.

doi:10.1016/s0031-9422(00)94667-3

Cited by 29 publications

(18 citation statements)

References 6 publications

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“…(59). A polar fraction gave a C 9 aldehyde [C 9 H 14 O 2 , 154.099, HR±MS; d H 9.45 (s), d C 195.0 (d)].…”

Section: Resultsmentioning

confidence: 99%

“…The odour of the acids A5 and A16/17 is said to be rather weak. 59 We found as main constituents of the acidic part Ð identi®ed as methyl esters (see Table 6) Ð methyl dihydrocinnamate (M15, 6.5%), methyl myrtenate (M18, 6%), methyl palmitate (M26, 5%) and the methyl labdenoates (M30±M32, 15%). Furthermore, we isolated a mixture of the ester M16 with methyl gcyclogeranate (M8) and a second mixture of ester M17 with methyl octanoate (M6).…”

Section: Diterpenes Nor-diterpenes and Related Compoundsmentioning

confidence: 87%

“…Acids (A) and phenols as constituents of Cistus and Labdanum oils were identi®ed by GC±MS, 60,61 whereas the methyl labdenoates M30±M32 and methyl dihydrocinnamate (M15) were isolated and characterized by spectral data previously by de Pascual Teresa from Labdanum gum. 53 Boelens et al 59 found additionally pinonic acid, camphonanic acid (A5), a-dehydrocampholenic acid and the bicyclic acid (A16 and/or A17, CO 2 H instead of CO 2 Me). The authors synthesized all these compounds but they did not give any spectral data.…”

Section: Diterpenes Nor-diterpenes and Related Compoundsmentioning

confidence: 99%

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Constituents of commercial Labdanum oil

et al. 1998

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Commercial Labdanum oil contains more than 300 constituents. 186 compounds (154 from the neutral part, 32 from the acidic part), representing about 95% of the oil, were identi®ed mainly by their NMR spectra. Typical for the Labdanum oil in the C 15 to C 20 region are aromadendrane (23%), cadinane (9%) and labdane (7%) derivatives, mostly oxidized. The main constituents in this region are ledene (92, 9.3%), allo-

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“…(59). A polar fraction gave a C 9 aldehyde [C 9 H 14 O 2 , 154.099, HR±MS; d H 9.45 (s), d C 195.0 (d)].…”

Section: Resultsmentioning

confidence: 99%

Section: Diterpenes Nor-diterpenes and Related Compoundsmentioning

confidence: 87%

Section: Diterpenes Nor-diterpenes and Related Compoundsmentioning

confidence: 99%

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Constituents of commercial Labdanum oil

et al. 1998

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“…To the best of our knowledge,n atural 2-alkylcyclopropane-1-carboxylic acids are scarce: trans-a nd cis-2-pentylcyclopropane-1-carboxylic acids (4 and 5)a re trace constituents of patchouli EO [9] and (1S,2 R)-5 has been detected in Mentha gracilis EO (Figure 3). [10] Thenor-derivative of (+ +)-2 (cis-isocascarillic acid 6)has been discovered in adistillation residue of orange oil and described as possessing a" strong flowery,o libanum-like note".…”

mentioning

confidence: 99%

The (+)‐cis‐ and (+)‐trans‐Olibanic Acids: Key Odorants of Frankincense

et al. 2016

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Frankincense (olibanum) is one of the oldest aromatic materials used by humans, but the key molecular constituents contributing to its characteristic odor remained unknown. Reported herein is the discovery that (1S,2S)-(+)-trans- and (1S,2R)-(+)-cis-2-octylcyclopropyl-1-carboxylic acids are highly potent and substantive odorants occurring in ppm amounts in all of the frankincense samples analyzed, even those showing radically different volatile compositions. These cyclopropyl-derived acids provide the very characteristic old churchlike endnote of the frankincense odor.

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“…Other natural occurrence of these acids were reported in plant for 4-ethyloctanoic acid 10 ) and in uropygial gland secretion of Coniiform bird for 4-ethyldodecanoic acid and higher homologs. l l ) The analysis of the other fractions of goat lipid is in progress and the details will be published later.…”

Section: Hairs Frommentioning

confidence: 86%