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Extraction of essential oils from five cinnamon leaves and identification of their volatile compound compositions

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Abstract

Five cinnamon species, viz. Cinnamomum cassia, Cinnamomum zeylanicum, Cinnamomum tamala, Cinnamomum burmannii, Cinnamomum pauciflorum, were chosen to prepare essential oils by hydrodistillation and to identify and quantify their volatile compound compositions. C. cassia was determined to have the highest yield (1.54%) of essential oil, followed by C. zeylanicum, C. pauciflorum, C. burmannii and C. tamala. Gas chromatography/mass spectrometry (GC/MS) was used to identify and quantify the volatile compound composition. The results indicated the apparent difference in the volatile compound compositions of essential oils between species. The total numbers of volatile compounds identified from C. cassia, C. zeylanicum, C. tamala, C. burmannii and C. pauciflorum leaves were 22, 22, 13, 6 and 21, respectively. trans-Cinnamaldehyde was found in the essential oil of each species, which was also the major volatile component of C. cassia and C. burmannii leaves. Besides trans-cinnamaldehyde, 3-methoxy-1,2-propanediol was the main volatile compound of C. cassia leaf, while eugenol of C. zeylanicumand, C. pauciflorum and C. burmannii leaves, and 5-(2-propenyl)-1,3-benzodioxole of C. tamala leaf were also the main substances.Industrial relevanceThe essential oil of cinnamon is an important bioactive substance which has many disease prevention effects. In this work, five species of cinnamon leaves were chosen as materials to prepare the essential oils. The yield of essential oil was determined. The volatile compounds of essential oil were identified by GC/MS analysis. The results showed the significant difference of volatile compound composition between species. trans-Cinnamaldehyde was detected to exist in all the species tested as an important volatile component. This work is helpful for extensive development of this medicinal herb.

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... In this study, the extraction of the cinnamon essential oil was carried out by hydrodistillation in a Clavenger-type apparatus in accordance with the method of Wang et al. (2009) with slight modification and using Soxhlet extraction in accordance with the method of Mustafa and Hilal (2004) using three different solvents which are dichloromethane (DCM), hexane and petroleum ether. The cinnamon essential oil was analyzed using gas chromatography-mass spectrometry (GC-MS) to determine the chemical compound especially the cinnamaldehyde. ...
... The cinnamon essential oil was extracted by using hydrodistilation with a Clevenger type apparatus (Wang et al., 2009) with slight modification. About 30 gm of precisely weighed of cinnamon bark powder has been put into 500 mL distillation flask with four boiling chip and 300 mL of distilled water was poured into the flask. ...
... Extraction of cinnamon essential oil was also carried out by hydrodistillation method with conditions at ambient pressure of 1 atm, at temperature of 80 ºC and extraction time of 6 hrs. Cinnamon essential oil obtained via this method showed slightly higher about 1.82 % compared to Wang et al., (2009) which reported about 0.78-1.54 % only. ...
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The potential of Cinnamon essential oil as a natural insecticides and ants repellent was studied. Cinnamon cassia bark was extracted using hydrodistillation and soxhlet extraction method with three different solvents i. e. petroleum ether, hexane and dichloromethane. All extraction was carried out for 6 hours at 1 atm. The highest yield of cinnamon oil was obtained by soxhlet extraction in dichloromethane, followed by hexane and petroleum ether were 5.22 %, 3.84 % and 3.71 %, respectively. While only 1.82 % yields of cinnamon essential oil extracted when using hydrodistillation method. The volatile compounds of cinnamon essential oil were identified using GC-MS analysis. The results indicated that 9 major volatile compound were presence such as alcohols, aldehydes, alkenes, carboxylic acids, ether, ester and ketone in the cinnamon essential oil extracted by hydrodistillation. Trans-cinnamaldehyde was found to be the major volatile compound with the highest percentage of 86.67 % by soxhlet extraction using hexane. The repellency and insecticidal activity of cinnamon oil by hydrodistillation method obtained was directly exposed to specimen i.e., ants. The repellency and insecticidal activity of cinnamon essential oil was compared through different concentration of fabricated repellency paper. As a conclusion, solvent extraction shows an effective method on cinnamon essential oil extraction with positive insecticidal and repellent activity on ants.
... In literature, it has been reported that essential oils are very complex mixtures of compounds and many variations have been found in their chemical composition (Olukayode & Abiodun, 2024). According to Singh et al., (2018) and Wang et al., (2019), some variations in the chemical composition of distilled oils is considerably not only due to the existence of different subspecies, but can also be attributed to the varied agro-climatic condition (climatic, seasonal, geographic) of the regions, stage of maturity, adaptive metabolism of plants, distillation conditions, the plant part analyzed and some other factors. ...
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... This plant species naturally occurred in Sri Lanka, India and Madagascar islands and widely used in the cooking of diverse ethnicity around the world . C. verum, especially its essential oil has been shown to possess several biological and pharmacological properties, including, antibacterial, antifungal, antidiabetic, astringent, antioxidant, anticancer, anti-inflammatory and antinociceptive activities (Ahmed et al., 2020;Gogoi et al., 2021;Wang et al., 2009). Taking the preceding facts into consideration, this study aimed to investigate the chemical composition of Cinnamomum verum essential oil (EO) and assess their antibacterial, antifungal and antioxidant properties. ...
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Composition and bioactive compounds of cinnamon
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Chapter
Cinnamon is an important commodity for several countries. Among the more than 250 known species, four have the highest added values: C. zeylanicum sin. C. verum, C. burmannii, C. loureiroi, C. aromaticum. These varieties are responsible for approximately 90% of the world market for the production and sale of manufactured products, such as powder, bark, extracts, and essential oils, for food industries, pharmaceuticals, and cosmetics.KeywordsNatural productCinnamonSpiceSpeciesIndustry
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Chapter
Non-communicable diseases, such as cardiovascular disease, cancer, diabetes, obesity, and hypertension, represent the cause of 60% of all deaths around the globe. With proper diet and natural dietary antioxidant supplements, these diseases can be prevented by up to 40% according to the British Nutrition Foundation. This book provides a comprehensive overview of the literature on the health benefits of natural dietary antioxidant supplements. It presents state-of-the-art research and information as well as the global regulations, labelling, and health claims of natural dietary antioxidant supplements. Written by expert authors, the wealth of research is arranged by disease type rather than by supplement type making it much more useful to the reader. Filling a gap in the literature, the book is aimed at researchers and professionals working in food chemistry, nutrition, and health benefits.
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The leaf oil of Cinnamomum zeylanicum Blume grown in Little Andaman was analysed by GC and GC–MS. Forty-seven constituents, representing 99.96% of the oil, were identified. The main constituents of the oil were eugenol (76.60%), linalool (8.5%) and piperitone (3.31%). The composition of the oil is comparable to cinnamon leaf oil produced in Bangalore and Hyderabad (south India) in terms of eugenol and linalool contents. Copyright © 2001 John Wiley & Sons, Ltd.
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Microwave-assisted hydrodistillation (MAHD) is an advanced hydrodistillation (HD) technique utilizing a microwave oven in the extraction process. MAHD of essential oils from the aerial parts (tops) of Thymus vulgaris L. (common thyme) was studied and the results were compared with those of the conventional HD in terms of extraction time, extraction yield/efficiency, chemical composition, quality of the essential oils and cost of the operation. MAHD was superior in terms of saving energy and extraction time (75min, compared to 4h in HD). Scanning electron microscopy (SEM) of thyme leaves undergone HD and MAHD provided evidences as to a sudden rupture of essential oil glands with MAHD. Gas chromatography-mass spectrometry analysis of the extracted essential oils indicated that the use of microwave irradiation did not adversely influence the composition of the essential oils. MAHD was found to be a green technology. Copyright © 2008 Elsevier Ltd. All rights reserved.
Article
Applicability of solvent-free microwave extraction (SFME) in the extraction of essential oil from Origanum vulgare L. was examined and the effects of microwave power and extraction time on the yield and composition of the product were investigated. Specific gravity and refractive index of the essential oil and its solubility in alcohol were also examined. Hydrodistillation was performed as control. GC–MS/FID was used for the determination and quantification of aroma compounds in the essential oils. SFME offered significantly higher essential oil yields (0.054 mL/g) as compared to hydrodistillation (0.048 mL/g). When 622 W microwave power was used in SFME, conventional process time was reduced by 80%. The main aroma compound of oregano essential oil was found to be thymol (650–750 mg/mL). No significant differences were obtained in the compositions and physical properties of oregano essential oils obtained by SFME and hydrodistillation.
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Kakkon-to is composed of seven medicinal herbs and exhibited novel antipyretic activity by suppressing interleukin-1alpha production responsive to interferon in a murine intranasal influenza virus infection model. Using this model, antipyretic compounds with such novel biological activities were characterized from the herbs. The organic solvent-extractable fractions of Cinnamomum cassia among the herbs showed antipyretic activity. We selected six antipyretic compounds from 48 cinnamyl derivatives and related compounds that may be mainly involved in the fractions. Their antipyretic activity was significantly correlated with interleukin-1alpha regulatory activity. Four of them suppressed interleukin-1alpha production to a basal level and showed different mode of antipyretic action from that of aspirin in interleukin-1alpha-injected mice. Structure-bioactivity relationship of the four suggested that an ester bond played an important role for both antipyretic and interleukin-1alpha regulatory activities. These compounds may be useful in analyzing interleukin-1alpha-producing cells in fever production and the mechanism of defervescence by suppressing interferon-induced interleukin-1alpha production.
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To evaluate the possible effects on insulin function, 49 herb, spice, and medicinal plant extracts were tested in the insulin-dependent utilization of glucose using a rat epididymal adipocyte assay. Cinnamon was the most bioactive product followed by witch hazel, green and black teas, allspice, bay leaves, nutmeg, cloves, mushrooms, and brewer's yeast. The glucose oxidation enhancing bioactivity was lost from cinnamon, tea, witch hazel, cloves, bay leaf and allspice by poly(vinylpyrrolidone) (PVP) treatment, indicating that the active phytochemicals are likely to be phenolic in nature. The activity of sage, mushrooms, and brewers's yeast was not removed by PVP. Some products such as Korean ginseng, flaxseed meal, and basil have been reported to be effective antidiabetic agents; however, they were only marginally active in our assay. Our technique measures direct stimulation of cellular glucose metabolism, so it may be that the active phytochemicals in these plants improve glucose metabolism via other mechanisms or that this in vitro screening is not a reliable predictor of hypoglycemic effects in vivo for some products. In summary, the positive effects of specific plant extracts on insulin activity suggest a possible role of these plants in improving glucose and insulin metabolism.
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These studies investigated the ability of a hydroxychalcone from cinnamon to function as an insulin mimetic in 3T3-LI adipocytes. Comparative experiments were performed with the cinnamon methylhydroxychalcone polymer and insulin with regard to glucose uptake, glycogen synthesis. phosphatidylinositol-3-kinase dependency, glycogen synthase activation and glycogen synthase kinase-3beta activity. The phosphorylation state of the insulin receptor was also investigated. MHCP treatment stimulated glucose uptake and glycogen synthesis to a similar level as insulin. Glycogen synthesis was inhibited by both wortmannin and LY294002, inhibitors directed against the PI-3-kinase. In addition, MHCP treatment activated glycogen synthase and inhibited glycogen synthase kinase-3beta activities, known effects of insulin treatment. Analysis of the insulin receptor demonstrated that the receptor was phosphorylated upon exposure to the MHCP. This supports that the insulin cascade was triggered by MHCP. Along with comparing MHCP to insulin, experiments were done with MHCP and insulin combined. The responses observed using the dual treatment were greater than additive, indicating synergism between the two compounds. Together, these results demonstrate that the MHCP is an effective mimetic of insulin. MHCP may be useful in the treatment of insulin resistance and in the study of the pathways leading to glucose utilization in cells.
Article
Cinnamomum zeylanicum Blume is an important spice and aromatic crop having wide applications in flavoring, perfumery, beverages, and medicines. The steam-distilled volatile oil from cinnamon fruit stalks was analyzed with GC and GC-MS. It showed the presence of hydrocarbons (44.7%) and oxygenated compounds (52.6%). Twenty-seven compounds constituting ca. 95.98% of the volatile oil were characterized. (E)-Cinnamyl acetate (36.59%) and (E)-caryophyllene (22.36%) are found to be major compounds. The volatile oil was screened for its potential as an antioxidant by using in vitro models, such as the beta-carotene-linoleate and phosphomolybdenum complex method. The volatile oil showed 55.94% and 66.9% antioxidant activity at 100 and 200 ppm concentration, respectively. Also, the volatile oil showed good antioxidant capacity, using the formation of the phosphomolybdenum complex. A comparison of the chemical composition of the volatile oil was made with that of buds, flowers, and fruits. This is the first report on the chemical composition of volatile oil of the fruit stalks of this species and its antioxidant activity.
Article
The essential oils isolated from nine geographical provenances of indigenous cinnamon (Cinnamomum osmophloeum Kaneh.) leaves were examined by GC-MS and their chemical constituents were compared. According to GC-MS and cluster analyses the leaf essential oils of the nine provenances and their relative contents were classified into six chemotypes-cinnamaldehyde type, cinnamaldehyde/cinnamyl acetate type, cinnamyl acetate type, linalool type, camphor type and mixed type. In addition, the antifungal activities of leaf essential oils and their constituents from six chemotypes of indigenous cinnamon were investigated in this study. Results from the antifungal tests demonstrated that the leaf essential oils of cinnamaldehyde type and cinnamaldehyde/cinnamyl acetate type had an excellent inhibitory effect against white-rot fungi, Trametes versicolor and Lenzites betulina and brown-rot fungus Laetiporus sulphureus. The antifungal indices of leaf essential oils from these two chemotypes at the level of 200 micro/ml against T. versicolor, L. betulina and L. sulphureus were all 100%. Among them, the IC(50) (50% of inhibitory concentrations) value of the essential oil of cinnamaldehyde type leaf against L. sulphureus was 52-59microg/ml. Cinnamaldehyde possessed the strongest antifungal activities in comparison with other constituents of the essential oils from cinnamaldehyde type leaf, at the level of 100microg/ml its antifungal indices against T. versicolor, L. betulina and L. sulphureus were 100%. The IC50 values of cinnamaldehyde against T. versicolor, L. betulina and L. sulphureus were 73, 74 and 73microg/ml, respectively.
Article
Cinnamon has been shown to potentiate the insulin effect through upregulation of the glucose uptake in cultured adipocytes. In the present study, we evaluated the effect of the cinnamon extract on the insulin action in awaked rats by the euglycemic clamp and further analyzed possible changes in insulin signaling occurred in skeletal muscle. The rats were divided into saline and cinnamon extract (30 and 300 mg/kg BW-doses: C30 and C300) oral administration groups. After 3-weeks, cinnamon extract treated rats showed a significantly higher glucose infusion rate (GIR) at 3 mU/kg per min insulin infusions compared with controls (118 and 146% of controls for C30 and C300, respectively). At 30 mU/kg per min insulin infusions, the GIR in C300 rats was increased 17% over controls. There were no significant differences in insulin receptor (IR)-beta, IR substrate (IRS)-1, and phosphatidylinositol (PI) 3-kinase protein content between C300 rats and controls. However, the skeletal muscle insulin-stimulated IR-beta and the IRS-1 tyrosine phosphorylation levels in C300 rats were 18 and 33% higher, respectively, added to 41% higher IRS-1/PI 3-kinase association. These results suggest that the cinnamon extract would improve insulin action via increasing glucose uptake in vivo, at least in part through enhancing the insulin-signaling pathway in skeletal muscle.
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The antioxidant, antifungal and antibacterial potentials of volatile oils and oleoresin of Cinnamomum zeylanicum Blume (leaf and bark) were investigated in the present study. The oleoresins have shown excellent activity for the inhibition of primary and secondary oxidation products in mustard oil added at the concentration of 0.02% which were evaluated using peroxide, thiobarbituric acid, p-anisidine and carbonyl values. Moreover, it was further supported by other complementary antioxidant assays such as ferric thiocyanate method in linoleic acid system, reducing power, chelating and scavenging effects on 1,1'-diphenyl-2-picrylhydrazyl (DPPH) and hydroxyl radicals. In antimicrobial investigations, using inverted petriplate and food poison techniques, the leaf and bark volatile oils has been found to be highly effective against all the tested fungi except Aspergillus ochraceus. However, leaf oleoresin has shown inhibition only for Penicillium citrinum whereas bark oleoresin has caused complete mycelial zone inhibition for Aspergillus flavus and A. ochraceus along with Aspergillus niger, Aspergillus terreus, P. citrinum and Penicillium viridicatum at 6 microL. Using agar well diffusion method, leaf volatile oil and oleoresin have shown better results in comparison with bark volatile oil, oleoresin and commercial bactericide, i.e., ampicillin. Gas chromatographic-mass spectroscopy studies on leaf volatile oil and oleoresin resulted in the identification of 19 and 25 components, which accounts for the 99.4% and 97.1%, respectively of the total amount and the major component was eugenol with 87.3% and 87.2%, respectively. The analysis of cinnamon bark volatile oil showed the presence of 13 components accounting for 100% of the total amount. (E)-cinnamaldehyde was found as the major component along with delta-cadinene (0.9%), whereas its bark oleoresin showed the presence of 17 components accounting for 92.3% of the total amount. The major components were (E)-cinnamaldehyde (49.9%), along with several other components.
Article
An elevated plus maze (EPM) test was used to determine if the 5-HT1A, GABAA, and benzodiazepine receptors play a role in the anxiolytic-like effects of a 50% EtOH extract of Cinnamomum cassia (C. cassia) in mice. A single treatment with C. cassia (750 mg/kg, p.o.) significantly increased the number of entries into and the time spent in the open arms of the EPM compared with the controls. A repeated treatment with C. cassia (100 mg/kg, 5 days, p.o.) significantly increased the time spent in the open arms of the EPM. Moreover, WAY 100635, (+)-bicuculline, and flumazenil blocked the effect of C. cassia. However, there were no changes in the locomotor activity and horizontal wire test observed in any group compared with the controls. Taken together, these results show that C. cassia has no adverse effects, such as myorelaxant effects, and might be an effective anxiolytic agent by regulating the serotonergic and GABAergic system.
Essential oil composition of Cinnamon zeylanicum Blume leaves from little Andaman
  • V K Raina
  • S K Srivastava
  • K K Aggraval
  • S Ramesh
  • S Kumar
Raina, V. K., Srivastava, S. K., Aggraval, K. K., Ramesh, S., & Kumar, S. (2001). Essential oil composition of Cinnamon zeylanicum Blume leaves from little Andaman, India. Flavour Fragrance Journal, 16, 374−376.