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  • Identification of odorants in frankincense (Boswellia sacra Flueck.) by aroma extract dilution analysis and two-dimensional gas chromatography-mass spectrometry/olfactometry.

Identification of odorants in frankincense (Boswellia sacra Flueck.) by aroma extract dilution analysis and two-dimensional gas chromatography-mass spectrometry/olfactometry.

Phytochemistry (2014-12-04)
Johannes Niebler, Andrea Buettner
ABSTRACT

Frankincense has been known, traded and used throughout the ages for its exceptional aroma properties, and is still commonly used in both secular and religious settings to convey a pleasant odor. Surprisingly, the odoriferous principle(s) underlying its unique odor profile have never been published. In this study, resin samples of Boswellia sacra Flueck. from both Somalia and Oman were investigated by aroma extract dilution analysis. In a comprehensive, odor-activity guided approach both chemo-analytical and human-sensory parameters were used to identify odor active constituents of the volatile fraction of B. sacra. Among the key odorants found were α-pinene, β-myrcene, linalool, p-cresol and two unidentified sesquiterpenoids. Overall, a total of 23 odorants were detected and analyzed by gas chromatography-olfactometry and heart-cut two-dimensional gas chromatography-mass spectrometry/olfactometry. The majority of the identified odorant compounds were oxygenated monoterpenes, along with some relevant mono- and sesquiterpenes and only one diterpenoid substance. Several of these compounds were reported here for the first time as odorous constituents in B. sacra. Identifying bioactive compounds might support a better understanding with regard to the potential benefits of frankincense, for example in aromatherapy or ecclesial settings.

MATERIALS
Product Number
Brand
Product Description

Supelco
Linalool, analytical standard
Sigma-Aldrich
Eucalyptol, tested according to Ph. Eur.
Sigma-Aldrich
Sodium sulfate, ≥99.0%, suitable for plant cell culture
Supelco
o-Cresol, analytical standard
Supelco
m-Cymene, analytical standard
Supelco
p-Cresol, analytical standard
Supelco
p-Cymene, analytical standard
Supelco
(R)-(+)-Limonene, analytical standard
Supelco
Eucalyptol, analytical standard
Supelco
Myrcene, analytical standard
Sigma-Aldrich
Myrcene, technical grade
Sigma-Aldrich
p-Cymene, ≥97%, FG
Sigma-Aldrich
Eucalyptol, natural, ≥99%, FCC, FG
Sigma-Aldrich
Thymoquinone, ≥98%
Sigma-Aldrich
m-Cymene, 99%
Sigma-Aldrich
p-Cymene, 99%
Sigma-Aldrich
Linalool, ≥97%, FCC, FG
Sigma-Aldrich
(R)-(+)-Limonene, 97%
Sigma-Aldrich
Myrcene, stabilized, FCC, FG
Sigma-Aldrich
Sodium sulfate, ≥99.99% trace metals basis
Sigma-Aldrich
Eucalyptol, 99%
Sigma-Aldrich
p-Cresol, ≥99%, FG
Sigma-Aldrich
Linalool, 97%
Sigma-Aldrich
o-Cresol, ≥99%
Sigma-Aldrich
Sodium sulfate, tested according to Ph. Eur., anhydrous
Sigma-Aldrich
(R)-(+)-Limonene, technical, ~90% (sum of enantiomers, GC)
Sigma-Aldrich
Sodium sulfate, BioUltra, anhydrous, ≥99.0% (T)
Cineole, European Pharmacopoeia (EP) Reference Standard
(R)-(+)-Limonene, primary reference standard
Sigma-Aldrich
(R)-(+)-Limonene, ≥93%