| Literature DB >> 33924603 |
Malgorzata Kucharska1, Barbara Frydrych1, Wiktor Wesolowski2, Jadwiga A Szymanska3, Anna Kilanowicz1.
Abstract
Sandalwood oils are highly desired but expensive, and hence many counterfeit oils are sold in high street shops. The study aimed to determine the content of oils sold under the name sandalwood oil and then compare their chromatographic profile and α- and β santalol content with the requirements of ISO 3518:2002. Gas chromatography with mass spectrometry analysis found that none of the six tested "sandalwood" oils met the ISO standard, especially in terms of α-santalol content. Only one sample was found to contain both α- and β-santalol, characteristic of Santalum album. In three samples, valerianol, elemol, eudesmol isomers, and caryophyllene dominated, indicating the presence of Amyris balsamifera oil. Another two oil samples were found to be synthetic mixtures: benzyl benzoate predominating in one, and synthetic alcohols, such as javanol, polysantol and ebanol, in the other. The product label only gave correct information in three cases: one sample containing Santalum album oil and two samples containing Amyris balsamifera oil. The synthetic samples described as 100% natural essential oil from sandalwood are particularly dangerous and misleading to the consumer. Moreover, the toxicological properties of javanol, polysantol and ebanol, for example, are unknown.Entities:
Keywords: Amyris balsamifera; GC–MS; Santalum album; adulteration; essential oils; synthetic scents
Mesh:
Substances:
Year: 2021 PMID: 33924603 PMCID: PMC8070282 DOI: 10.3390/molecules26082249
Source DB: PubMed Journal: Molecules ISSN: 1420-3049 Impact factor: 4.411
Figure 1Chromatograms of the assessed sandalwood oil samples (explanations of P1–P6 are included in Table 4).
The percentage shares of selected groups of substances in the assessed samples.
| Group of Substances (Molecular Formula) | Percentage Share of Selected Groups of Substances | |||||
|---|---|---|---|---|---|---|
| P1 * | P2 * | P3 * | P4 * | P5 * | P6 * | |
| Sesquiterpene hydrocarbons C15H24 | 26.9 | 27.1 | 43.9 | 12.9 | 2.0 | 9.1 |
| Sesquiterpene alcohols C15H26O | 55.2 | 53.8 | 39.9 | 49.1 | 1.1 | 0.0 |
| C15H24O | 0.0 | 0.0 | 0.0 | 0.0 | 0.0 | 78.3 |
| Other sesquiterpene alcohols | 0.0 | 0.0 | 0.0 | 8.4 | 0.8 | 1.1 |
| Other substances | 3.3 | 1.0 | 0.4 | 13.5 | 82.8 | 1.5 |
* P1–P6—explanations in Table 4.
Selected compounds detected in the examined “sandalwood” oils.
| RT (min) | Compound | CAS | Area (%) | Molecular Formula | |||||
|---|---|---|---|---|---|---|---|---|---|
| P1 | P2 | P3 | P4 | P5 | P6 | ||||
|
| |||||||||
| 17.65 | Caryophyllene | 87–44-5 | 0.15 | 0.15 | 11.70 | 0.93 | C15H24 | ||
| 18.10 | β-Himachalene | 1461-03-6 | 2.15 | 2.24 | 1.47 | 0.42 | C15H24 | ||
| 18.83 | α-Curcumene | 644-30-4 | 5.94 | 6.21 | 4.95 | 1.52 | C15H24 | ||
| 21.98 | α-Himachalene | 3853-83-6 | 3.20 | C15H24 | |||||
| 22.37 | 7-epi-α-Selinene | 123123-37-5 | 8.73 | 8.58 | 4.33 | 2.60 | C15H24 | ||
|
| |||||||||
| 19.50 | Ebanol | 67801-20-1 | 4.63 | C14H24O | |||||
| 19.67 | Polysantol | 107898-54-4 | 9.21 | C15H26O | |||||
| 20.93 | Elemol | 639-99-6 | 9.15 | 9.42 | 6.00 | 3.15 | C15H26O | ||
| 21.39 | Bacdanol | 28219-61-6 | 0.78 | C14H24O | |||||
| 21.37 | τ-Eudesmol | 1209-71-8 | 6.88 | 6.97 | 3.72 | 2.16 | C15H26O | ||
| 21.56 | Cedrol | 16230-29-8 | 0.96 | 0.96 | 5.99 | 1.08 | C15H26O | ||
| 21.63 | Javanol | 198404-98-7 | 10.86 | C15H26O | |||||
| 21.75 | 10-epi-γ-eudesmol | 15051-81-7 | 5.87 | 5.98 | 3.82 | C15H26O | |||
| 22.19 | Valerianol | 20489-45-6 | 14.53 | 14.38 | 8.04 | 4.72 | C15H26O | ||
| 22.29 | α-Eudesmol | 473-16-5 | 4.98 | 4.95 | 3.17 | 1.41 | C15H26O | ||
| 22.41 | β-Eudesmol (β-selinenol) | 473-15-4 | 7.94 | 7.89 | 5.42 | 2.49 | C15H26O | ||
| 23.38 | α-Santalol | 115-71-9 | 37.12 | C15H24O | |||||
| 23.42 | Bergamotenol | 88034-74-6 | 6.71 | C15H24O | |||||
| 23.87 | ( | 98718-52-6 | 0.83 | C15H24O | |||||
| 24.18 | 14490-17-6 | 4.45 | C15H24O | ||||||
| 24.37 | β-Santalol | 77-42-9 | 21.95 | C15H24O | |||||
| 24.97 | 98718-53-7 | 2.64 | C15H24O | ||||||
| 25.14 | 10067-28-4 | 1.85 | C15H24O | ||||||
| 25.65 | ( | 78339-53-4 | 1.12 | C15H22O | |||||
|
| |||||||||
| 16.94 | Linalool | 78-70-6 | 3.55 | C10H18O | |||||
| 17.08 | Linalyl acetate (bergamiol) | 115-95-7 | 3.88 | C12H20O2 | |||||
| 20.38 | Isopropyl myristate (bisomel) | 110-27-0 | 2.00 | C17H34O2 | |||||
| 21.92 | Farnesyl acetate | 29548-30-9/4128-17-0 | 1.98 | C17H28O2 | |||||
| 28.24 | Benzyl benzoate | 120-51-4 | 74.60 | 0.58 | C14H12O2 | ||||
RT—retention time (min).
Figure 2Structural formulas of selected compounds detected in the examined “sandalwood” oils. Main components in samples P1, P2, P3—sesquiterpene alcohols: 1—valerianol, 2—elemol, 3—eudesmol; sesquiterpene hydrocarbons: 4—α-curcumene, 5–7-epi-α-selinene, 6—β-caryophyllene.
Figure 3Structural formulas of selected compounds detected in the examined “sandalwood” oils. Main components in sample P4—sesquiterpene alcohols: 7—polysantol, 8—javanol, 9—ebanol.
Figure 4Structural formulas of selected compounds detected in the examined “sandalwood” oils. Main components in sample P5—other substances (esters): 10—benzyl benzoate, 11—bisomel.
Figure 5Structural formulas of selected compounds detected in the examined “sandalwood” oils. Main components in sample P6—sesquiterpene alcohols: 12—α-santalol, 13—β-santalol, 14—bergamotenol.
The content of selected components characteristic of Santalum oils.
| Substance | Content (%) | |||||
|---|---|---|---|---|---|---|
| P6 (Kucharska et al. Present Study) |
|
| ||||
| Kačániová et al. [ | Panto et al. [ | Góra, Gibka [ | Hołderna-Kędzia et al. [ | Shellie et al. [ | ||
| α-Santalol | 37.1 | 59.0 | 44.6 | 46.2 | 32.1 | 22.0 |
| β-Santalol | 22.0 | 9.0 | 19.2 | 20.5 | 22.0 * | 5.2 |
| Bergamotol | 6.7 | – | 5.9 | 4.7 | 5.3 | – |
| Nuciferol | 1.1 | 1.7 | 4.0 | 1.2 | – * | 2.8 |
| Lanceol | 1.9 | 1.9 | 1.4 | 1.5 | – | 5.2 |
| Trans-farnesol | – | – | – | bd | 4.1 | 5.8 |
* β-santalol + nuciferol.
Description of the assessed oils.
| Sample Symbol | Name of the Oil | Source of Origin | Content on the Packaging |
|---|---|---|---|
| P1 | West India natural sandalwood oil |
|
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| P2 | Sandalwood oil |
|
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| P3 | Essential oil—“SANDAL” | – | |
| P4 | Sandal tree oil | – | |
| P5 | “Sandalwood” scented oil | – | Benzyl benzoate, coumarin, hydroxycitronellal, benzyl alcohol, benzyl salicylate, benzyl cinnamate, isoeugenol, limonene, eugenol |
| P6 | Natural essential sandalwood oil from India |
| – |