Thermal Degradation of Linalool-Chemotype Cinnamomum osmophloeum Leaf Essential Oil and Its Stabilization by Microencapsulation with ß-Cyclodextrin.

The thermal degradation of linalool-chemotype Cinnamomum osmophloeum leaf essential oil and the stability effect of microencapsulation of leaf essential oil with ß-cyclodextrin were studied. After thermal degradation of linalool-chemotype leaf essential oil, degraded compounds including ß-myrcene, cis-ocimene and trans-ocimene, were formed through the dehydroxylation of linalool; and ene cyclization also occurs to linalool and its dehydroxylated products to form the compounds such as limonene, terpinolene and α-terpinene. The optimal microencapsulation conditions of leaf essential oil microcapsules were at a leaf essential oil to the ß-cyclodextrin ratio of 15:85 and with a solvent ratio (ethanol to water) of 1:5. The maximum yield of leaf essential oil microencapsulated with ß-cyclodextrin was 96.5%. According to results from the accelerated dry-heat aging test, ß-cyclodextrin was fairly stable at 105 °C, and microencapsulation with ß-cyclodextrin can efficiently slow down the emission of linalool-chemotype C. osmophloeum leaf essential oil.

Xanthine Oxidase Inhibitory Activity and Thermostability of Cinnamaldehyde-Chemotype Leaf Oil of Cinnamomum osmophloeum Microencapsulated with ß-Cyclodextrin.

The xanthine oxidase inhibitory activity and thermostability of Cinnamomum osmophloeum leaf oil microencapsulated with ß-cyclodextrin were evaluated in this study. The yield of leaf oil microcapsules was 86.3% using the optimal reaction conditions at the leaf oil to ß-cyclodextrin ratio of 15:85 and ethanol to water ratio ranging from 1:3 to 1:5. Based on the FTIR analysis, the characteristic absorption bands of major constituent, trans-cinnamaldehyde, were confirmed in the spectra of leaf oil microcapsules. According to the dry-heat aging test, ß-cyclodextrin was thermostable under the high temperature conditions, and it was beneficial to reduce the emission of C. osmophloeum leaf oil. Leaf oil microcapsules exhibited high xanthine oxidase inhibitory activity, with an IC50 value of 83.3 µg/mL. It is concluded that the lifetime of C. osmophloeum leaf oil can be effectively improved by microencapsulation, and leaf oil microcapsules possess superior xanthine oxidase inhibitory activity.

Methods for thermal stability enhancement of leaf essential oils and their main constituents from indigenous cinnamon (Cinnamomum osmophloeum).

The thermal stability of leaf essential oils from various Cinnamomum osmophloeum and their constituents was investigated for the first time. The results indicated that trans-cinnamaldehyde (Cin) content in eugenol-free essential oil from C. osmophloeum was affected by high temperatures. The retention of Cin (RC) decreased to 17.4% after the essential oil was incubated for 8 h at 100 °C. In contrast, essential oils containing eugenol showed greater thermal stability. Seven kinds of antioxidants were added to Cin to improve its thermal stability. Among them, eugenol endowed Cin with the best thermal stability. We also investigated the influence of various amounts of eugenol on the thermal stability of both essential oil and Cin. Both essential oil and Cin showed excellent thermal stability when 0.62 and 2.60% (v/v) eugenol were added. In short, the thermal stability of essential oil and Cin could be effectively improved by adding appropriate amounts of eugenol.

Potential source of S-(+)-linalool from Cinnamomum osmophloeum ct. linalool leaf: essential oil profile and enantiomeric purity.

Cinnamomum osmophloeum ct. linalool is one of the chemotypes of the indigenous cinnamon in Taiwan. In this study, hydrodistillation was used for extracting the essential oils (EOs) of C. osmophloeum ct. linalool leaves collected from various plants and seasons, and GC-MS and GC-FID were used to examine variations and contents of the chemical composition in EOs. Moreover, the absolute configuration of the main constituent and its EO content were illustrated by GC-FID with a chiral column. In addition, we also investigated the effect of the extraction time (1, 2, 6, and 10 h) on the yield of EO and the contents of the main constituents. Results from this study revealed that the average EO yield of 12 plants was 3.7%, and linalool accounted for more than 90%. The linalool in the EO was proved to be pure S-(+)-linalool, and its content in the leaves ranged from 28.8 ± 0.3 to 35.1 ± 0.2 mg/g. Furthermore, there were no obvious differences in EO yield and S-(+)-linalool content from various plants and seasons. On the other hand, we also demonstrated that EO and S-(+)-linalool from C. osmophloeum ct. linalool leaves can be completely extracted out by 1 h of hydrodistillation.

Chemical composition and antitermitic activity against Coptotermes formosanus Shiraki of Cryptomeria japonica leaf essential oil.

Cryptomeria japonica D. Don, called 'sugi' in Japanese, is an abundant and renewable potential resource of valuable natural products that may serve as natural biocides in Taiwan. Hydrodistillation (HD) and steam distillation (SD) were used for extracting the essential oils from C. japonica leaves in this study. The chemical constituents of the two leaf essential oils were identified by GC/MS analysis, and their antitermitic activities were evaluated. The results from the antitermitic tests against Coptotermes formosanus Shiraki showed that the leaf essential oils extracted by HD and SD had excellent antitermitic activities, with LD(50) values of 1.57 and 1.72 mg/g after 7 d of testing, respectively. Comparison of the chemical composition of the two leaf essential oils revealed that oxygenated diterpenes (kaur-16-ene) and oxygenated sesquiterpenes (ß-elemol) were the dominant constituents. In addition, 13 constituents isolated from the C. japonica leaf essential oils were tested individually against C. formosanus. Among these constituents, ß-elemol and α-terpineol achieved 100% termite mortality at the dosage of 1 mg/g after 7 d of testing. These results demonstrated that both C. japonica leaf essential oils as well as ß-elemol and α-terpineol possessed commendable antitermitic activity.

Rapid differentiation of three Chamaecyparis species (Cupressaceae) grown in Taiwan using solid-phase microextraction-gas chromatography/mass spectrometry, cluster analysis, and principal component analysis.

Three Chamaecyparis species (C. formosensis, C. obtusa, and C. obtusa var. formosana) are difficult to distinguish by the naked eye. Therefore, from the chemotaxonomic point of view, it would be valuable to find a simple and rapid method to differentiate these three Chamaecyparis species. In this study, the chemical compositions of biogenic volatile organic compounds (BVOCs) from mature leaves were analyzed using solid-phase microextraction-gas chromatography/mass spectrometry (SPME-GC/MS). Then cluster analysis (CA) and principal component analysis (PCA) were conducted for the BVOC constituents to reveal the differences among these three species. Results from SPME-GC/MS showed that the compositions of BVOCs from the three species were distinctly different. Moreover, these species were clearly differentiated according to the results of CA and PCA. In conclusion, the findings of this study suggest that SPME-GC/MS coupled with CA and PCA is a feasible and rapid technique to differentiate Chamaecyparis species with similar morphological characteristics.

Phylogenetic relationships of the genus Chamaecyparis inferred from leaf essential oil.

The species differentiation between Chamaecyparis formosensis, C. obtusa var. formosana, and C. obtusa, based on the composition of the leaf essential oils, was studied. The characterization of the oils by GC-FID and GC/MS analyses showed remarkable differences between these three essential oils. Cluster analysis (CA) and principal-component analysis (PCA) distinguished three groups of essential oils. The C. formosensis oil was dominated by α-pinene while those isolated from C. obtusa var. formosana and C. obtusa were characterized by high levels of (-)-thujopsene and α-terpinyl acetate, respectively. Moreover, the phylogenetic relationships of the genus Chamaecyparis were in agreement with previous findings based on morphological and molecular evidence. In addition, the essential oils from C. obtusa var. formosana could be classified into three chemical types, according to their different characteristic main compounds (ß-elemol, (-)-thujopsene, and cis-thujopsenal). The biochemical correlations between the major constituents of the Chamaecyparis species were examined and their relationship is discussed.

Anti-inflammatory activities of essential oils and their constituents from different provenances of indigenous cinnamon (Cinnamomum osmophloeum) leaves.

CONTEXT: Cinnamomum osmophloeum Kaneh. (Lauraceae) is one of the indigenous tree species in Taiwan. This tree species has been of interest to researchers because the chemical constituents of its essential oil are similar to those of Cinnamomum cassia Presl. bark oil, known as cinnamon oil, which is commonly used in foods and beverages. OBJECTIVE: The anti-inflammatory activities of the leaf essential oils and their major compounds from seven provenances of C. osmophloeum are investigated here for the first time. MATERIALS AND METHODS: Chemical compositions of hydrodistilled essential oils obtained from C. osmophloeum leaves were analyzed by gas chromatography-mass spectrometry (GC-MS), and the effects of essential oils on nitric oxide (NO) production in lipopolysaccharide (LPS)-activated RAW 264.7 macrophages were investigated. RESULTS: The leaf essential oils of cinnamaldehyde type and mixed type strongly inhibited NO production, with IC(50) values ranging from 9.7-15.5 µg/mL. Furthermore, trans-cinnamaldehyde is responsible for the inhibitory activity of cinnamaldehyde type, and T-cadinol and α-cadinol are responsible for the inhibitory activity of mixed type. DISCUSSION AND CONCLUSION: These findings demonstrate that the leaf essential oils and their constituents of C. osmophloeum have excellent anti-inflammatory activities and thus have great potential as a source for natural health products.

Terminating red imported fire ants using Cinnamomum osmophloeum leaf essential oil.

Eleven compounds from indigenous cinnamon (Cinnamomum osmophloeum) leaf essential oil were identified by GC-MS and the dominant constituent was trans-cinnamaldehyde (79.85%). The toxicity of leaf essential oil and trans-cinnamaldehyde were then determined to study their effectiveness in controlling the red imported fire ant, Solenopsis invicta Buren. The results of the toxicity tests indicated that both the indigenous cinnamon leaf essential oil and trans-cinnamaldehyde had an excellent inhibitory effect in controlling the red imported fire ant. The LT(50) values for both 2% leaf essential oil and 2% trans-cinnamaldehyde after open exposure were 105.0min and 32.2min; after close exposure were 18.5min and 21.2min, respectively.