• Title/Summary/Keyword: Caryophyllene Oxide

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The Variation of the Major Compounds of Artemisia princeps var. orientalis (Pampan) Hara Essential Oil by Harvest Year (수확 연도에 따른 쑥 정유의 주요 화합물 함량 변화)

  • Choi, Hyang-Sook
    • The Korean Journal of Food And Nutrition
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    • v.28 no.4
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    • pp.533-543
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    • 2015
  • This study investigated the chemical composition of Artemisia princeps var. orientalis (Pampan) Hara (ssuk in Korea) essential oil and the quantitative changes of major terpene compounds according to the time of harvest. The essential oils obtained by hydrodistillation extraction from the aerial parts of ssuk were analyzed by GC and GC-MS. The essential oil composition of ssuk was characterized by higher contents of mono- and sesqui- terpene compounds. Ninety-nine volatile flavor compounds were identified in the essential oil from ssuk harvested in 2010, with camphor (11.9%), ${\beta}-caryophyllene$ (9.11%), dehydrocarveol (8.51%), and borneol (7.72%) being the most abundant compounds. Eighty-three compounds were identified in the essential oil from the plant harvested in 2011, with borneol (12.36%), caryophyllene oxide (12.29%), ${\beta}-caryophyllene$ (10.24%), camphor (9.13%), and thujone (8.4%) being the most abundant compounds. Eighty-four compounds were identified in the essential oil from the plant harvested in 2012, with ${\beta}-caryophyllene$ (20.25%), caryophyllene oxide (14.63%), and thujone (11.55%) being the major compounds. Eighty-nine compounds were identified in the essential oil from the plant harvested in 2013, with thujone (23.11%), alloaromadendrene oxide (12.3%), and ${\beta}-caryophyllene$ (11.48%) being the most abundant compounds. Thujone and aromadendrene oxide contents increased significantly from 2010 to 2013, while camphor and dehydrocarveol contents decreased significantly during those 4 years. The quantitative changes in these 4 compounds according to the time of harvest can served as a quality index for ssuk essential oil. The ecological responses to recent climate changes may be reflected in the chemical components of natural plant essential oils.

Screening of Plant Extracts and Identification of their Insecticidal Metabolites against Myzus persicae (복숭아혹진딧물 방제용 식물추출물 탐색 및 살충성분 구명)

  • Yang, Si young;Lim, Da jung;Kim, Yeo Hee;Kim, In Seon
    • Korean Journal of Environmental Agriculture
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    • v.37 no.2
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    • pp.125-134
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    • 2018
  • BACKGROUND: Green peach aphid (Myzus persicae) is an insect pest that significantly affects crop production. A number of pesticides have been used for aphid control, but their concerns on insect resistance and food safety have required alternative methods for pest management. In an effort to find for an alternative approach to aphid control, we screened plants extracts and examined their potentiality as insecticidal bio-resources. METHODS AND RESULTS: Two hundred and ninety eight plant extracts were examined for insecticidal activity against the aphid, and the best candidate among them was chosen for further study. The extracts from Cinnamomum camphora was determined to be the best candidate exhibiting insecticidal activity more than 60% at a level of $1,000{\mu}g/mL$. GC/MS analyses detected camphor, borneol, 4-terpineol, ${\alpha}$-terpineol and caryophyllene oxide as major compositions from the extracts obtained by hydrodistillation. Caryophyllene oxide exhibited the highest insecticidal activity with a $LC_{50}$ value of $237{\mu}g/mL$. Camphor lowered significantly the $LC_{50}$ value of caryophyllene oxide and increased largely its concentration in aphid, suggesting that camphor played a role in enhancing the insecticidal activity of caryophyllene oxide. CONCLUSION: This study suggested that camphor and caryophyllene oxide may be used as an insecticidal bio-resource for insect control against green peach aphid.

Antinociceptive, anti-inflammatory, and cytotoxic properties of Origanum vulgare essential oil, rich with β-caryophyllene and β-caryophyllene oxide

  • Moghrovyan, Armenuhi;Parseghyan, Lilya;Sevoyan, Gohar;Darbinyan, Anna;Sahakyan, Naira;Gaboyan, Monica;Karabekian, Zaruhi;Voskanyan, Armen
    • The Korean Journal of Pain
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    • v.35 no.2
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    • pp.140-151
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    • 2022
  • Background: Essential oils are of great interest for their analgesic and anti-inflammatory properties. We aimed to study the content of the essential oil of the Origanum vulgare of the Armenian highlands (OVA) in different periods of vegetation and to investigate its antinociceptive and anti-inflammatory effects in mice (in vivo) and cytotoxic action in cultured cells (in vitro). OVA essential oil was extracted from fresh plant material by hydro-distillation. Methods: For OVA essential oil contents determination the gas chromatography-mass spectrometry method was used. Formalin and hot plate tests and analysis of cell viability using the methyl-thiazolyl-tetrazolium (MTT) assay were used. Results: The maximal content of β-caryophyllene and β-caryophyllene oxide in OVA essential oil was revealed in the period of blossoming (8.18% and 13.36%, correspondently). In the formalin test, 4% OVA essential oil solution (3.5 mg/mouse) exerts significant antinociceptive and anti-inflammatory effects (P = 0.003). MTT assay shows approximately 60% cytotoxicity in HeLa and Vero cells for 2.0 µL/mL OVA essential oil in media. Conclusions: The wild oregano herb of Armenian highlands, harvested in the blossoming period, may be considered as a valuable source for developing pain-relieving preparations.

Analyses of the Chemical Composition of Petasites japonicus (S. et Z.) Maxim Essential Oil and Comparison of the Major Compounds by Crop Year (머위 정유의 화학적 성분 분석 및 수확 연도에 따른 주요 화합물 함량 비교)

  • Choi, Hyang-Sook
    • The Korean Journal of Food And Nutrition
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    • v.30 no.1
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    • pp.156-165
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    • 2017
  • This study investigated the chemical composition of Petasites japonicus (S. et Z.) Maxim essential oil. During the period 2011~2013, P. japonicus (S. et Z.) Maxim plant was investigated for composition of the essential oil. Chemical composition and characteristic compounds of the essential oils from the aerial parts of the plant according to the crop year studied. The essential oils consisted of sesquiterpene compounds, which were the most abundant components. Samples collected in 2011 were found to be richer in oxygenated sesquiterpenes, while samples collected in 2012 and 2013 were richer in diterpene alcohols and sesquiterpene hydrocarbons, respectively. Ninety-two compounds were identified in the P. japonicus (S. et Z.) Maxim essential oil of 2011, and caryophyllene oxide (20.49%), ${\beta}$-caryophyllene (10.28%), ${\beta}$-bisabolene (6.80%), and alloaromadendrene (6.50%) were the major compounds. Seventy-four compounds were identified in the plant essential oil of 2012, and phytol (17.22%), ${\alpha}$-farnesene (15.31%), ${\alpha}$-caryophyllene (9.93%), and ${\beta}$-caryophyllene (6.12%) were the major compounds. Ninety-two compounds were identified in the plant essential oil of 2013, and ${\alpha}$-farnesene (22.42%), ${\alpha}$-caryophyllene (21.49%), pentadecane (15.35%), and germacrene (5.70%) were the major compounds. The content of most of the chemical constituents varied significantly with different harvesting time. The content of ${\alpha}$-caryophyllene and caryophyllene oxide was increased significantly from 2011 to 2013. The content of ${\alpha}$-caryophyllene and isocaryophyllene was decreased significantly from 2011 to 2013.

Frangrance and Chemical Composition of Essential Oil in Cone of Metasequoia (Metasequoia glyptostroboides Hu et Cheng) (메타세콰이아 (Metasequoia glyptostroboides)구과(毬果) 정유의 향취 및 휘발성 화학성분)

  • Yeon, Bo-Ram;Cho, Hae-Me;Jeong, Mi-Soon;Kim, Song-Mun
    • Korean Journal of Weed Science
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    • v.31 no.2
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    • pp.146-151
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    • 2011
  • Essential oil was extracted from cones of metasequoia (Metasequoia glyptostroboides) by steam distillation, fragrance was determined by sensorial analysis and chemical compositions were analyzed by gas chromatography-mass spectrometry with solid-phase microextraction apparatus. Metasequia contained 0.40% of essential oil in the cone. Major impact fragrances of the essential oil were woody, coniferous and herbal, and minor impact fragrances were minty, spicy and oily. There were nine constituents in the essential oil : 8 hydrocarbons and 1 oxide. Constituents were limonene (66.18%), ${\delta}$-3-carene (11.11%), ${\beta}$-caryophyllene (6.66%), ${\beta}$-myrcene (5.92%), ${\beta}$-pinene (4.14%), caryophyllene oxide (2.39%), camphene (2.32%), ${\alpha}$-caryophyllene (0.85%), and tricyclene (0.43%). Herbal and minty frangrances could be due to limonene and ${\delta}$-3-carene, spicy frangrance to caryophyllene, woody and coniferous frangrances to ${\alpha}$-pinene and ${\beta}$-pinene, and oily fragrance to camphene.

In vitro Effects of Essential Oils from the Aerial Parts of Artemisia annua L. Against Antibiotic-Susceptible and -Resistant Strains of Salmenella typhimurium (항생제 내성 및 감수성 Salmonella typhimurium 균주에 대한 개똥쑥 지상부 정유와 Kanamycin의 병용효과)

  • Shin, Seung-Won
    • YAKHAK HOEJI
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    • v.51 no.5
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    • pp.355-360
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    • 2007
  • The essential oil fraction from the aerial parts of A. annua was analyzed by GC-MS. As the results, caryophyllene oxide (11.7%), caryophyllene (7.54%), camphor (7.32%), 1,8-cineol (4.98%), and borneol (3.99%) were confirmed as the main components of the oil fraction. The effects of this oil and its main components on antibiotic-susceptible and -resistant strains of Salmonella enteritidis and S. typhimurium were assessed. A. annua oil fraction significantly inhibited all strains of the two Salmonella species examined, with minimum inhibiting concentrations (MICs) ranging from 2.0 mg/ml to 8.0 mg/ml. Among the main components of the oil, borneol and camphor showed relatively strong inhibiting activity with MICs between 1.0 mg/ml and 4.0 mg/ml. The MICs of caryophyllene and caryophyllene oxide were higher than 16 mg/ml. The combination effects of the oils with kanamycin were evaluated using a checkerboard microtiter assay. Against S. typhimurium KCCM11862 and CCARM8009 strains, the oil fraction of A. annua, camphor, and 1,8-cineol exhibited significant synergistic with kanamycin with fractional inhibitory concentration (FIC) indices in the range of 0.085 to 0.375. In conclusion, a combination of kanamycin and A. annua oil or its main component, camphor, and cineol, may be useful for reducing the minimum effective dose of antibiotic required for the treatment of resistant S. typhimurium infections.

Terpenoid Analysis of the Normal, Damaged Needle and Pinecone in Pinus densiflora (소나무의 정상(正常)잎, 피해(被害)잎 및 솔방울의 테르페노이드성분(成分) 분석(分析))

  • Choi, Choo-I-Boo;Hwang, Byung-Ho
    • Journal of the Korean Wood Science and Technology
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    • v.22 no.1
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    • pp.72-79
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    • 1994
  • To analyze terpene components, the essentail oil were extracted with steam distillation method from normal needle, damaged needle and pinecone of Pinus densiflora. The extracted essential oil was analyzed by gas chromatography and gas chromatography-mass spectroscopy. The results were summarized as follows; 1. Normal needles involve 43 kinds of terpene components, but damaged needles contained only 29 kinds. The most abundant components of normal and damaged needles were respectable ${\alpha}$-pinene and caryophyllene oxide. ${\alpha}$-pinene content in normal meedles amounted to 15.99 percents and caryophyllene oxide in damaged was 8.15 percents. 2. Pinecone showed 23 kinds of terpene components and among them the most abundant component was ${\beta}$-phellandrene, of which content showed 19.31 percents. 3. In normal needles, excluding ${\alpha}$-pinene, the contents of 8 kinds of other monoterpenes, reached to 48 percents of the total terpenes, 4. In damaged needles, excluding ${\alpha}$-pinene, the contents of 4 kinds of other monoterpenes, reached to 11 percents of the total terpenes. 5. In pinecone, excluding camphene, the contents of 6 kinds of other monoterpenes, reached to 58 percents of the total terpenes.

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Analysis of the content of essential oils from Ssajuari and Sajabalssuk according to storage period (강화산 애엽(艾葉)의 보관기간에 따른 정유성분의 변화)

  • Choi, Ho-Young;Ham, In-Hye;Choi, Cheol-Han;Bang, Chan-Sung;Lee, Byung-Hee;Cheng, Hae-Gon;Bu, Young-Min;Kim, Ho-Cheol
    • The Korea Journal of Herbology
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    • v.22 no.4
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    • pp.271-277
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    • 2007
  • Objective : The content of essential oils from Ssajuari and Sajabalssuk was analyzed based on storage period. A total of eight samples old Ssajuari (harvested in 2000, 2001, 2002, 2003, and 2004), fresh Ssajuari (harvested in 2004), old Sajabalssuk (harvested in 2002), and fresh Sajabalssuk (harvested in 2004) was analyzed. Methods : The analysis of the content of essential oils from Ssajuari and Sajabalssuk was conducted by GC/MS. Results : The main essential oils of Ssajuari were ${\beta}$-thujone and 1.8-cineole. The ${\alpha},{\beta}$-thujone and 1,8-cineole were increased but the caryophyllene oxide was decreased. in accordance with storage period. The main essential oils of fresh Sajabalssuk were trans-${\beta}$-caryophyllene, terpinen-4-ol. The main essential oils of old Sajabalssuk was ${\beta}$-thujone and 1,8-cineole like Ssajuari. But 1,8-cineole was higher than that of Ssajuari samlpes. Conclusion : All samples had trans-sabinene hydrate, 1,8-cineole, terpinen-4-ol and caryophyllene oxide. According to stored year, ${\beta}$-thujone, ${\alpha}$-thujone were increased but terpinen-4-ol, caryophyllene oxide were decreased.

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Potent Antimutagenic Activity of Caryophyllene Oxide for Aflatoxin $B_1\;(AFB_1)$ and 2-Amino-3-Methyl-imidazo[4,5-f]Quinoline (IQ) (Aflatoxin $B_1\;(AFB_1)$과 2-amino-3-methylimidazo[4,5-f]quinoline (IQ)에 대한 caryophyllene oxide의 항돌연변이성)

  • Lee, Jung-M.;Lee, Eun-J.;Bahn, Kyeong-N.;Kim, Jeong-O.;Ha, Yeong-L.
    • Applied Biological Chemistry
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    • v.38 no.5
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    • pp.468-472
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    • 1995
  • Substantial amount of caryophyllene oxide (CPO) is present in the essential oils of traditionally-used folk medicinal plants and herbal spices. The CPO, produced via chemical and/or enzymatic reaction of caryophyllene (CP), has largely being used as a flavoring component and exhibited a variety of biological activities. Now, we report the antimutagenic activity of CPO determined by Ames's preincubation test. S-9 fraction was prepared from the liver of rats treated with Arochor 1254. Anatoxin $B_1\;(AFB_1)$ and 2-amino-3-methylimidazo[4,5-f]quinoline (IQ) were used as mutagens. Reduction of mutagenicity of $AFB_1$ or IQ for S. typhimurium TA98 and TA100 by CPO was found to be a dose-dependant manner. CPO (500 ${\mu}g/plate$) reduced mutagenicity of AEB1 for S. typhimurium TA98 and TA100 to 89% and 71%, respectively. For IQ, similar results were observed against S. typhimurium TA98 and TA100, resulting in the inhibition percentage of 77% and 51%, respectively. CP also reduced mutagenicity of AEB1 and IQ for S. typhimurium TA98 and TA100, but the reduction rate was somewhat lowered relative to that of CPO. These results indicate that CPO could be developed as a potent antimutagenic flavoring agent.

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Studies on Essential Oils of Lycopus lucidus Turcz (택란(澤蘭)의 정유성분(精油成分)에 관한 연구(硏究))

  • Shin, Soon-Hee;Sim, Youn;Kim, You-Sun;Chi, Hyung-Joon;Lee, Eun-Bang
    • Korean Journal of Pharmacognosy
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    • v.23 no.1
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    • pp.29-33
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    • 1992
  • The essential oils of Lycopus lucidus have been studied. The essential oil obtained from the dried herba by steam distillation followed by fractionation by column chromatography was analysed by gas chromatography-mass spectrometry(GC-MS). The compounds identified by GC-MS were carvacrol, 2,5-dimethoxy-p-cymene, trans-caryophyllene, spathurenol and $trans-{\beta}-farnesene$. Two compounds, thymol and caryophyllene were isolated by silica gel column chromatography and analyzed by TLC, IR, Mass and NMR. And the weak diuretic effects of essential oil and water extract from the dried drugs were observed in rats.

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