• Title/Summary/Keyword: Bornyl acetate

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Phytochemical Constituents of Amomum xanthioides

  • Choi, Jung-Wook;Kim, Ki-Hyun;Lee, Il-Kyun;Choi, Sang-Un;Lee, Kang-Ro
    • Natural Product Sciences
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    • v.15 no.1
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    • pp.44-49
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    • 2009
  • Seven monoterpenes, three sesquiterpenes, three phenolics and one flavonoid were isolated from the MeOH extract of Amomum xanthioides. Their structures were determined by spectroscopic methods to be caryophyllene oxide (1), bornyl acetate (2), nerolidol (3), spathulenol (4), (-)-borneol (5), (+)-5-endohydroxycamphor (6), vanillic acid (7), protocatechuic acid methyl ester (8), betulabuside A (9), (1R,4S,6R)-6-hydroxyfenchan-2-one-6-O-$\beta$-D-glucopyranoside (10), (1S,4R,6S)-6-hydroxybornan-2-one-6-O-$\beta$-D-glucopyranoside (11), (1R,2S,4S,5R)-angelicoidenol 2-O-$\beta$-D-glucopyranoside (12), 1-O-vanilloyl-$\beta$-D-glucopyranoside (13), and quercetin-3-rhamnopyranoside (14). Compounds 6-14 were isolated for the first time from this plant source. Compounds 3 and 4 exhibited moderate cytotoxicity against four human cancer cell lines in vitro using a SRB bioassay.

Qualitative, Quantitative Analysis and Chiral Characterization of the Essential Oils of Juniperus phoenicea L. and Juniperus oxycedrus L.

  • Dahmane, Dahmane;Dahmane, Fahima Abdellatif;Dob, Tahar;Chelghoum, Chaabane
    • Natural Product Sciences
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    • v.26 no.1
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    • pp.97-107
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    • 2020
  • Isolation of oils from leaves of Juniperus phoenicea and Juniperus oxycedrus was obtained by steam distillation extraction method. The compositions of essential oils (EOs) were studied by means of GC-MS and GC-FID, using the internal standard method and relative response factors. Around ninety eight compounds were determined in total, representing 98.25 g/100 g of EO of J. phoenicea and 98.48 g/100 g of EO of J. oxycedrus, respectively. The volatile leaf oils were dominated by the terpenic hydrocarbon fractions (79.87 g/100 g) and (61.27 g/100 g) characterized by high contents of α-pinene (64.6 g/100 g) and (54.0 g/100 g) in J. phoenicea and J. oxycedrus, respectively, as the main component. Also, the enantiomeric distribution of α-pinene, sabinene, camphene, δ-3-carene, β-pinene, limonene, linalool, terpinen-4-ol, bornyl acetate, and borneol in both oils is presented for the first time.

Volatile Compounds of Pine Needle(Pinus rigida Miller) Extracts (소나무(Pinus rigida Miller) 잎 추출물의 휘발성 성분)

  • 홍원택;고경민;이재곤;장희진;곽재진
    • Journal of the Korean Society of Tobacco Science
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    • v.24 no.1
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    • pp.53-59
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    • 2002
  • This study was conducted to evaluate whether pine needle extracts can be used as tobacco flavors. Yield of essential oil, absolute and oleoresin extracted from pine needles is 0.07%, 1.20% and 6.08% respectively. The volatile compounds isolated from the three types of extracts were analyzed by gas chromatography(GC) and mass selective detector(MSD). Total 72 components were identified in the three type of extracts including 26 hydrocarbons, 16 alcohols, 13 esters, 9 acids, 4 phenols, 2 aldehydes and 2 ketones compounds. The major components were $\beta$-pinene, $\beta$-caryophyllene, $\delta$-cadinene and 4,5-dimethyl-1,3 -dioxol-2-one. There were 49 volatile components in the absolute, 44 components in the essential oil and 26 components in the oleoresin. The content of hydrocarbons and alcohols was higher in the essential oil extracted by simultaneous distillation extraction(SDE) than in others, while that of esters and acids was higher in the absolute than in others. Especially, phenols and ketones were identified only in the oleoresin. The components such as $\beta$-pinene, bornyl acetate, $\alpha$-terpineol and oxygenated terpenes have characteristic piney and fresh green odor. The contents of these components was higher in the essential oil and the absolute than in the oleoresin. Therefor, the essential oil and the absolute are expected to be more useful than the oleoresin as tobacco flavor.

Chemical and Antimicrobial Properties of Essential Oils from Three Coniferous Trees Abies koreana, Cryptomeria japonica, and Torreya nucifera

  • Oh, Hyun-Jeong;Ahn, Hyo-Min;So, Kyoung-Ha;Kim, Sang-Suk;Yun, Pil-Yong;Jeon, Gyeong-Lyong;Riu, Key-Zung
    • Journal of Applied Biological Chemistry
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    • v.50 no.3
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    • pp.164-169
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    • 2007
  • Three coniferous essential oils were extracted from Abies koreana, Cryptomeria japonica, and Torreya nucifera by hydrodistillation. The chemical composition of each oil was analyzed by GCMS, and their antimicrobial activities were tested against two bacteria and one yeast strains. Fortyseven compounds were identified from A. koreana oil, 39 from C. japonica, and 59 from T. nucifera. Main components of the essential oils were limonene (23.5%), bornyl acetate (17.9%), ${\alpha}-pinene$ (11.1%), and camphene (10.2%) in A. koreana, kaurene (26.3%), ${\gamma}-eudesmol$ (19.0%), elemol (6.9%), and sabinene (5.1%) in C. japonica, limonene (13.5%), ${\delta}-cadinene$ (10.5%), ${\alpha}-bisabolol$ (10.2%), and ${\alpha}-copaene$ (7.7%) in T. nucifera. Among the three coniferous trees tested, the essential oils of A. koreana exhibited higher and broader antimicrobial activity against the tested organisms than those of C. japonica and T. nucifera.

Monoterpenoids Concentration during Decomposition and Their Effect on Polysphondylium violaceum

  • Kim, Jong-Hee;Hwang, Ji-Young;Jo, Gyu-Gap;Kang, Ho-Nam
    • Journal of Ecology and Environment
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    • v.29 no.4
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    • pp.337-342
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    • 2006
  • The total monoterpenoid content of the pine litter layer and the availability of these compounds as inhibitors/stimulators on Polysphondylium violaceum of cellular slime molds were investigated. In order to determine the several monoterpenoids in the natural environment, we examined their concentrations in fresh, senescent, and decaying needles from 3 pine species (Pinus densiflora, P. thunbergii, P. rigida) by litter bag method. Total monoterpenoid content was highest in the fresh needles, but also remained relatively high in senescent needles. The effect of monoterpenoids identified from Pinus plants on the growth of P. violaceum was studied. We tested four concentrations (1, 0.1, 0.01, and $0.001\;{\mu}g/{\mu}L$) of each compound by using a disk volatilization technique. Each compound was treated after germination of spores of P. violaceum. All of the compounds at $1\;{\mu}g/{\mu}L$ concentration had a very strong inhibitory effect on cell growth of P. violaceum. Fenchone at all concentrations, myrcene, verbenone, bornyl acetate, and limonene at low concentrations stimulated the growth of P. violaceum. These results suggest that inhibitory or enhancing effects of selected monoterpenoids depend upon the concentration of the individual compound.

Differences of Essential Oil Content in Valeriana fauriei var. dasycarpa Hara, V. officinalis var lalfolia Miq and V. wallichii DC (광릉쥐오줌풀, 넓은잎쥐오줌풀, 네팔산쥐오줌풀의 정유성분(精油成分)차이)

  • Choi, Young-Hyun;Kim, Young-Hoi;Lee, Jong-Chul;Cho, Chang-Hwan;Kim, Choong-Soo
    • Korean Journal of Medicinal Crop Science
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    • v.3 no.3
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    • pp.217-225
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    • 1995
  • In this study the essential oil and pharmacologically active components of different valerian species (Valeriana fauriei var. dasycarpa Hara and V. officinalis L. from Korea and V. wallichii DC from Nepal) were analyzed to search for native plant resources that can be used for medicinal herb and tobacco flavoring. The oil contents in dry roots of V. fauriei, V. officinalis and V. walhchii were 1. 71%, 0. 82% and 0. 83 %, respectively. The composition of the essential oil among different valerian species was compared. In V. fauriei 47 compounds were identified, while 21 and 25 compounds were identified in V. officinalis and V. wallichii. The major compounds in the oil of V. fauriei were bornyl acetate (33.8%) and camphene (10.8%), cedrol (4. 1 %), -pinene (3. 2%) and unidentified sesquiterpene alcohol (3. 0%). The major compounds were borneol (62. 5%) and ${\beta}-sesquiphelandrene$(6. 8%) and spathulenol (2. 1%) in V. officinalis, and borneol (74. 3%) and ${\alpha}-elemene$ (2.7%) and -sesquiphellandrene (2. 3%) in V. wallichii. Among the components known as major pharmacologically active compounds in European or Japanese valerian roots, valeranone, valerenal and -kessyl acetate was detected in a small amount in V. fauriei, but kessoglycol diacetate was not detected in V. faudei and V. officinalis Among the valepotrate compounds, major pharmacologically active components in V. wallichii, valtrate was detected in a small amount in V. fauriei and V. officinalis., and detected 1. 42% in V. wallichii. Didrovaltrate was also detected in the three valerian species tested, but acevaltrate was not detected except V. wallichii. On the other hand, antioxidative activity was slightly higher in V. fauriei than those of V. officinalis.

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Antibacterial Activity of Essential Oil from Abies holophylla against Respiratory Tract Bacteria

  • Lee, Su-Yeon;kim, Seon-Hong;Park, Mi-Jin;Lee, Sung-Suk;Choi, In-Gyu
    • Journal of the Korean Wood Science and Technology
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    • v.42 no.5
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    • pp.533-542
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    • 2014
  • We extracted essential oils from four species (Pinus densiflora, Larix kaempferi, Pinus koraiensis, and Abies holophylla) in the family Pinaceae to investigate their antibacterial activities against respiratory tract bacteria (Klebsiella pneumoniae, Haemophillus influenzae, Streptococcus pyogenes, Streptococcus pneumonia, and Neisseria meningitides). Among the tested oils, that from A. holophylla was showed strong activity based on disc diffusion and broth medium dilution (minimum inhibitory concentration, MIC) assays. Qualitative analysis of A. holophylla oil was carried out by GC-MS; ${\alpha}$-pinene, camphene, ${\beta}$-pinene, 3-carene, limonene, bornyl acetate, borneol, ${\beta}$-caryophyllene, ${\alpha}$-caryophyllene, caryophyllene oxide, and ${\alpha}$-bisabolol were identified as its major constituents. Fractionation by silica gel chromatography was performed to analyze the active constituents of the crude oil. In particular, one fraction containing caryophyllene oxide as the major constituent showed stronger antibacterial activity than the crude oil of A. holophylla. Growth rates of bacterial strains exposed to fraction D were explored by optical density (OD600) measurements while morphology was examined by optical microscopy observations ( ${\times}1000$). OD600 of K. pneumoniae decreased from 0.2582 to 0.005 in response to treatment with fraction D at a MIC value of $0.31{\mu}{\ell}/m{\ell}$.

Studies on Measuring Volatile Terpenoids in Carrots Using the Direct Headspace Sampling Method (Direct Headspace Sampling 방법을 이용한 당근의 휘발성 Terpenoids 분석에 관한 연구)

  • Park, Yong;Ryu, Jang-Bal;Park, Sang-Gyu;Park, Shin
    • Applied Biological Chemistry
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    • v.40 no.6
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    • pp.536-540
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    • 1997
  • Volatile terpenoids of carrots were measured by the direct headspace sampling method(DHS) with gas chromatography as a study for the breeding of high quality carrots. Using this method, 7 terpenoids such as ${\alpha}-pinene$, ${\beta}-pinene$, ${\beta}-myrcene$, ${\alpha}-terpinene$, limonene, ${\gamma}-terpinene$, and terpinolene were clearly separated. However ${\alpha}-phellandrene$ was not clearly separated from ${\beta}-myrcene$. In addition to this, higher boiling point compounds such as terpinen-4-ol, bornyl acetate, and ${\alpha}-bisbolol$ were not found. The coefficients of $determination(r^2)$ for the 7 terpenoids were higher than 0.99 and the standard curves were highly significant. Four replicated samples using this method demonstrated great reproducibility; the coefficidnt of variation (C.V.) for ${\alpha}-pinene$, ${\beta}-pinene$, ${\beta}-myrcene$, limonene, ${\gamma}-terpinene$, terpinolene, and total terpenoids were 6.8, 6.8, 8.4, 7.1, 3.8, 10.1, 7.1%. Sixty five carrot cultivars breeded worldwide were evaluated for the 7 terpenoids and total terpenoids; the range for ${\alpha}-pinene$, ${\beta}-pinene$, ${\beta}-myrcene$, ${\alpha}-terpinene$, limonene, ${\gamma}-terpinene$, terpinolene, and total terpenoids were $0.28{\sim}2.48\;ppm$, $0.35{\sim}1.87\;ppm$, $0.56{\sim}1.51\;ppm$, 0 ppm, $0.59{\sim}1.84\;ppm$, $0.87{\sim}3.33\;ppm$, $5.15{\sim}35.81\;ppm$, and $9.07{\sim}42.30\;ppm$, respectively. Big differences in each terpenoid and total terpenoids were found among cultivars. On the total terpenoids of the 65 cultivars, 5 cultivars(7.7%) contained less than 10 ppm, 15 cultivars (23.1%) $10{\sim}11.99\;ppm$, 14 cultivars(21.5%) $12{\sim}13.99\;ppm$, 9 cultivars(13.8%) $14{\sim}15.99\;ppm$, 10 cultivars(15.4%) $16{\sim}17.99\;ppm$, 4 cultivars(6.2%) $18{\sim}19.99\;ppm$, 5 cultivars(7.7%) $20{\sim}29.99\;ppm$, and 3 cultivars(4.6%) were higher than 30 ppm. Generally, cultivars developed in Japan contained less total terpenoids than cultivars developed in Europe and America.

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Anti-bacterial Effects of Aqueous Extract Purified from the Immature Cone of Red Pine (Pinus densiflora) (미성숙 솔방울 열수추출물의 항균성)

  • Jeong, Kyung Hui;Hwang, In Sik;Kim, Ji Eun;Lee, Young Ju;Kwak, Moon Hwa;Lee, Young Hee;Lee, Jae Ho;Hwang, Dae Youn;Jung, Young Jin
    • Textile Coloration and Finishing
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    • v.26 no.1
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    • pp.45-52
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    • 2014
  • Red pine (Pinus densiflora) is widely used traditional medicine, pharmacological and nutritional values from which the phytochemical compounds are derived. The present study was aimed to examine the antibacterial effects in the absence and presence of a immature red pine cone extract against 13 microorganisms. The components in the aqueous extract from immature red pine cone were identified by GC-MS. About 1.4% of total polyphenolic compound was measured in aqueous extract collected from immature red pine cone. Also, the high concentration of ${\beta}$-phellenandrene, ${\alpha}$-pinene, limonene, bornyl acetate and aldehyde was detected in total ion chromatograms. Of total 13 microorganisms, 4 microorganisms including Pseudomonas aeruginosa, Vibrio cholera, Listeria monocytogenes, Klebsiella pneumonia were effectively killed by aqueous extract of immature red pine cone. The highest anti-bacterial effect was detected in P. aeruginosa, followed by V. cholera, L. monocytogenes and K. pneumonia. In case of P. aeruginosa, the largest diameter of inhibition zone was maintained to 1/2 solution treated cells and slightly decreased at 1/4 and 1/8 solution treated cells. Also, in test used V. cholera and L. monocytogenes, the inhibition zone was strongly formed in only 1 and 1/2 solution treated cells, while K. pneumonia showed the very small diameter of inhibition zone in all concentrations. Therefore, these results suggested that the aqueous extracts of immature red pine cone should be considered as a new and potentially important anti-bacterial substrate to effectively prevent the microbial infection and penetration.