Chemical Composition, Enantiomeric Distribution, and Sensory Evaluation of the Essential Oils Distilled from the Ecuadorian Species Myrcianthes myrsinoides (Kunth) Grifo and Myrcia mollis (Kunth) DC. (Myrtaceae)

The essential oils of Myrcianthes myrsinoides and Myrcia mollis, belonging to the Myrtaceae family, were obtained by steam distillation. They were analyzed by gas chromatography-mass spectrometry (GC-MS), gas chromatography-flame ionization detector (GC-FID), enantioselective gas chromatography, and gas chromatography-olfactometry (GC-O). A total of 58 compounds for Myrcianthes myrsinoides essential oil (EO) and 22 compounds for Myrcia mollis EO were identified and quantified by GC-MS with apolar and polar columns (including undetermined components). Major compounds (>5.0%) were limonene (5.3%–5.2%), 1,8-cineole (10.4%–11.6%), (Z)-caryophyllene (16.6%–16.8%), trans-calamenene (15.9%–14.6%), and spathulenol (6.2%–6.5%). The enantiomeric excess of eight chiral constituents was determined, being (+)-limonene and (+)-germacrene D enantiomerically pure. Eight components were identified as determinant in the aromatic profile: α-pinene, β-pinene, (+)-limonene, γ-terpinene, terpinolene, linalool, β-elemene and spathulenol. For M. mollis, the major compounds (>5.0%) were α-pinene (29.2%–27.7%), β-pinene (31.3%–30.0%), myrcene (5.0%–5.2%), 1,8-cineole (8.5%–8.7%), and linalool (7.7%–8.2%). The enantiomeric excess of five chiral constituents was determined, with (S)-α-pinene and (+)-germacrene D enantiomerically pure. The metabolites β-pinene, 1,8-cineole, γ-terpinene, terpinolene, linalool, and (E)-β-caryophyllene were mainly responsible for the aroma of the EO. Finally, the M. myrsinoides essential oil has an inhibitory activity for cholinesterase enzymes (IC50 of 78.6 μg/ml and 18.4 μg/ml vs. acethylcholinesterase (AChE) and butyrylcholinesterase (BChE) respectively). This activity is of interest to treat Alzheimer’s disease.

Origanum Vulgare and Thymbra Capitata Essential Oils from Spain: Determination of Aromatic Profile and Bioactivities

Oregano ( Thymbra capitata and Origanum vulgare) essential oils (EOs), cultivated and extracted in the South-East of Spain, were analysed by GC/MS to determine their composition. ( E)-β-Caryophyllene (0.5–4.9%), thymol (0.2–5.8%), p-cymene (3.8–8.2%), γ-terpinene (2.1–10.7%) and carvacrol (58.7–77.4%) were determined as the main molecules. This characterisation was completed with enantioselective gas chromatography, where (-)-( E)-β-caryophyllene, (+)-α-pinene and (+)-β-pinene were determined as the main enantiomers. Antioxidant activity was evaluated positively by several methods, accounting for activity against free radicals and reducing power. Important inhibitory activity on lipoxygenase (LOX) and acetylcholinesterase (AChE) was observed supporting potential anti-inflammatory, anti-Alzheimer and insecticidal activities, mainly due to carvacrol. These properties support the potential use of oregano EOs as natural cosmetic and natural pharmaceutical ingredients.

Analysis Of The Enantiomers Ratio Of Citronellal From Indonesian Citronella Oil Using Enantioselective Gas Chromatography

Citronellal 97,3% has been isolated from Java citronella oil (Cymbopogon winterianus) from Yogyakarta Indonesia by fractional distillation under reduced pressure (5 cmHg, 110-120 oC). Citronellal has two optical isomerics that can be separated by capillary column of chiral GC phase. Enantioselective capillary GC with heptakis(2,3-di-O-acetyl-6-O-tert-butyldimethylsilyl)-β-cyclodextrin (β-DEX-225) as stationary phase has been used for analysis of the enantiomers ratio of citronellal. The analysis of enantiomer ratio showed that citronellal contain of 88.21% ee of (R)-(+)-citronellal. Physical properties of isolated citronellal showed that the compound was (+) enantiomer. Structure identification of citronellal was carried out by GC-MS, IR, and 1H NMR, resulted identical fragment and spectra with standard citronellal. Theoretical study with semiempirical-AM1 method showed that energy of (R)-(+)-citronellal on the β-DEX 225 was lower than its (S)-(-)-citronellal.