• Title/Summary/Keyword: monoterpene

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Isolated and Identification of Biological Activity Compounds from Leaves and Stem of Paeonia lactiflora Pallas (작약 잎과 줄기의 생리활성 물질 분리 및 동정)

  • Kim, Se-Jong;Park, Jun-Hong;Choi, Seong-Yong;Son, Kun-Ho;Kim, Kil-Ung
    • Korean Journal of Medicinal Crop Science
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    • v.15 no.1
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    • pp.6-11
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    • 2007
  • This study was conducted to identify physiologically active substances from leaves and stems of peony plant. MeOH extracts and column chromatography were employed to isolate active compounds and chemical structure were identified by IR, UV, Mass and NMR. The results obtained can be summerized as followings : Chemical structure of compound 1 was identified as oleanolic acid (white color form) of triterpenoid group, which is firstly identified from the above part of peony. Compound 2 was identified as kaempferol (yellow needle form) of flavonoid group, which was firstly identified from the root, leaf and stem of peony. Compound 3 was identified as methyl gallate (white power form) of phenol group, which was firstly identified from the above part of peony. Compound 4 was identified as astragalin (bright yellow needle form) of flavonoid group, that was firstly identified from the leaf and stem of peony. Compound 5 was identified as paeoniflorin (white color form) of monoterpene group, that was firstly identified from the above part of peony.

Chemical Composition of the Essential Oils from Ligularia fischeri and Ligularia fischeri var. spiciformis (곰취와 한대리곰취 정유의 화학적 성분)

  • Choi, Hyang-Sook
    • The Korean Journal of Food And Nutrition
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    • v.32 no.4
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    • pp.284-293
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    • 2019
  • This study investigated the volatile flavor composition of essential oils from Ligularia fischeri and Ligularia fischeri var. spiciformis. The essential oils obtained from the plants were analyzed by gas chromatography (GC) and GC-mass spectrometry (GC-MS). 99.63% volatile flavor compounds were identified in the essential oil from the L. fischeri. The major compounds were (E)-3-hexenol (30.73%), longiverbenone (13.23%), viridiflorol (12.39%), ${\gamma}$-muurolene (7.32%), limonene (6.12%), and caryophyllene (${\beta}-4.24%$). 99.76% volatile flavor compounds were identified in the essential oil from the L. fischeri var. spiciformis. The major compounds were ledol (42.81%), (E)-15-heptadecenoic acid (33.91%), ${\beta}$-bisabolol (3.23%), viridiflorol (3.08%), and cis-${\alpha}$-farnesene (2.60%). Although the two plants are very similar, the chemical composition of the essential oils was significantly different in quality and quantity. In the case of L. fischeri., it has high contents of monoterpene and sesquiterpene. (E)-3-hexenol, longiverbenone, ${\alpha}$-phellandrene, and ${\alpha}$-myrcene were regarded as the characteristic odorants of L. fischeri, but they were not identified in L. fischeri var. spiciformis. Ledo, (E)-15-heptadecenoic acid, and ${\beta}$-bisabolol were regarded as the characteristic odorants of L. fischeri var. spiciformis, but they were not identified in L. fischeri. The ratio of limonene, ${\gamma}$-muurolene and viridiflorol can be used as an indicator to distinguish between these two plants.

Anti-nociceptive and anti-inflammatory activities of the essential oil isolated from Cupressus arizonica Greene fruits

  • Fakhri, Sajad;Jafarian, Safoora;Majnooni, Mohammad Bagher;Farzaei, Mohammad Hosein;Mohammadi-Noori, Ehsan;Khan, Haroon
    • The Korean Journal of Pain
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    • v.35 no.1
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    • pp.33-42
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    • 2022
  • Background: Cupressus arizonica Greene is a coniferous tree with great importance in fragrance and pharmaceutical industries. Essential oils from C. arizonica (EC) have shown potential antioxidant, and anti-microbial activities. This study aimed at investigating the anti-nociceptive and anti-inflammatory effects/mechanisms of EC. Methods: The EC was evaluated for anti-nociceptive and anti-inflammatory activities on male Wistar rats using a formalin test and carrageenan-induced paw edema, respectively. Also, we pre-treated some of the animals with naloxone and flumazenil in the formalin test to find out the possible contributions of opioid and benzodiazepine receptors to EC anti-nociceptive effects. Finally, gas chromatography/mass spectrometry (GC/MS) analysis was used to identify the EC's constituents. Results: EC in intraperitoneal doses of 0.5 and 1 g/kg significantly decrease the nociceptive responses in both early and late phases of the formalin test. From a mechanistic point of view, flumazenil administration 20 minutes before the most effective dose of EC (1 g/kg) showed a meaningful reduction in the associated anti-nociceptive responses during the early and late phases of the formalin test. Naloxone also reduced the anti-nociceptive role of EC in the late phase. Furthermore, EC at the doses of 1, 0.5, and 0.25 g/kg significantly reduced paw edema from 0.5 hours after carrageenan injection to 4 hours. GC/MS analysis showed that isolated EC is a monoterpene-rich oil with the major presence of α-pinene (71.92%), myrcene (6.37%), δ-3-carene (4.68%), β-pinene (3.71%), and limonene (3.34%). Conclusions: EC showed potent anti-nociceptive and anti-inflammatory activities with the relative involvement of opioid and benzodiazepine receptors.

Comparative analysis of volatile organic compounds from flowers attractive to honey bees and bumblebees

  • Dekebo, Aman;Kim, Min-Jung;Son, Minwoong;Jung, Chuleui
    • Journal of Ecology and Environment
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    • v.46 no.1
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    • pp.62-75
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    • 2022
  • Background: Pollinators help plants to reproduce and support economically valuable food for humans and entire ecosystems. However, declines of pollinators along with population growth and increasing agricultural activities hamper this mutual interaction. Nectar and pollen are the major reward for pollinators and flower morphology and volatiles mediate the specialized plant-pollinator interactions. Limited information is available on the volatile profiles attractive to honey bees and bumblebees. In this study we analyzed the volatile organic compounds of the flowers of 9 different plant species that are predominantly visited by honey bees and bumblebees. The chemical compositions of the volatiles were determined using a head space gas chromatography-mass spectrometry (GC-MS) method, designed to understand the plant-pollinator chemical interaction. Results: Results showed the monoterpene 1,3,6-octatriene, 3,7-dimethyl-, (E) (E-𝞫-ocimene) was the dominating compound in most flowers analyzed, e.g., in proportion of 60.3% in Lonicera japonica, 48.8% in Diospyros lotus, 38.4% Amorpha fruticosa and 23.7% in Robinia pseudoacacia. Ailanthus altissima exhibited other monoterpenes such as 3,7-dimethyl-1,6-octadien-3-ol (𝞫-linalool) (39.1%) and (5E)-3,5-dimethylocta-1,5,7-trien-3-ol (hotrienol) (32.1%) as predominant compounds. Nitrogen containing volatile organic compounds (VOCs) were occurring principally in Corydalis speciosa; 1H-pyrrole, 2,3-dimethyl- (50.0%) and pyrimidine, 2-methyl- (40.2%), and in Diospyros kaki; 1-triazene, 3,3-dimethyl-1-phenyl (40.5%). Ligustrum obtusifolium flower scent contains isopropoxycarbamic acid, ethyl ester (21.1%) and n-octane (13.4%) as major compounds. In Castanea crenata the preeminent compound is 1-phenylethanone (acetophenone) (46.7%). Conclusions: Olfactory cues are important for pollinators to locate their floral resources. Based on our results we conclude monoterpenes might be used as major chemical mediators attractive to both honey bees and bumblebees to their host flowers. However, the mode of action of these chemicals and possible synergistic effects for olfaction need further investigation.

Essential Oil Composition from Leaves, Flowers, Stems, and Fruits of Vitex rotundifolia L. fil. (순비기나무(Vitex rotundifolia L. fil.)의 부위별 정유성분 조성)

  • Jang, Soo-Jung;Kim, Young-Hoi;Kim, Myung-Kon;Kim, Kei-Whan;Yun, Sei-Eok
    • Applied Biological Chemistry
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    • v.45 no.2
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    • pp.101-107
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    • 2002
  • The essential oils isolated from leaves, flowers, stems, and fruits of Vitex rotundifolia by steam distillation and extraction (SDE) method were analyzed by gas chromatography (GC) and gas chromatography-mass spectrometry (GC-MS). A total of 76 components detected by GC, 42 components were identified positively by GC-MS and GC co-injection with authentic standards, and 34 components were identified tentatively by mass spectral data only. They included 16 monoterpene hydrocarbons, 30 oxygenated hydrocarbons, 10 sesquiterpene hydrocarbons, 8 oxygenated sesquiterpenes, 3 diterpenes, and 9 miscellaneous components. The major components in the oil from the leaves were ${\alpha}-pinene$ (30.25%), 1,8-cineole (19.89%), sabinene (9.56%), ${\alpha}-terpineol$ (7.94%), ${\beta}-pinene$ (5.69%), and terpinen-4-ol (2.37%), and those in the flower oil were ${\alpha}-pinene$ (25.47%), 1,8-cineole (7.69%), manoyl oxide (6.21%), ${\beta}-pinene$ (4.20%), ${\alpha}-te.pineol$ (3.76%), and sabinene (2.78%). The major components in the oil from the stems were ${\alpha}-pinene$ (13.24%), ${\alpha}-terpineol$ (10.64%), 1,8-cineole (4.40%), manoyl oxide (4.02%), ${\beta}-pinene$ (2.39%), and terpinen-4-ol (2.21%) while those in the oil from the fruits were ${\alpha}-pinene$ (20.24%), 1,8-cineole (11.47%), ${\beta}P-pinene$ (9.79%), ${\alpha}-terpineol$ (7.08%), sabinene (3.68%), and limonene (2.77%). The percentage composition of monoterpenes in the oils from the leaves and the fruits were higher than in those from the flowers and the stems, whereas the oil from the flowers and the stems were characterized by a large content of sesquiterpenes, diterpenes and other unknown high molecular weight components.

Extraction and Biological Activities of Essential Oil from Thuja occidental Leaves (서양측백나무 잎으로부터 식물정유 추출 및 생리활성)

  • Seo, Weon-Taek;Yang, Jae-Kyung;Kang, Byung-Kuk;Park, Woo-Jin;Hong, Seong-Cheol;Kang, Young-Min;Jung, Hee-Young;Kim, Yong-Duck;Kang, Seung-Mi;Kim, Seon-Won;Choi, Myung-Suk
    • Korean Journal of Medicinal Crop Science
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    • v.11 no.5
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    • pp.364-370
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    • 2003
  • Essential oil of Thuja occidental leaves was extracted by steam distillation method, and chemical composition of essential oil was analyzed by GC-MS. The essential oil was tested to antimicrorbiaI activity against 28 test microorganisms and antioxident assay through DPPH free radical scaveging test and insecticidal activity by mosquito insecticide assay. The major constituents in the essential oil of T. occidental were monoterpene as d-isothujone, ${\alpha}-thujone$, camphor, L-fenchone, and hornyl acetate. The essential oil have broad antimicrobiaI activity, which showed strong antimicrobiaI activity for Streptococcus pyogenes as bacteria, Alternaria alternata, Aspergillus niger, Aspergillus oryzae, Saccharomyces cerevisiae, and Streptococcus mutans as fungi. The essential oil also showed DPPH free radical scavenging ability at concentration of $36\;{\mu}{\ell}/m{\ell}$. In spraying and fumigation tests, the essential oil had strong insecticidal activity against mosquito.

Somatic Embryogenesis and Organogenesis via Callus Culture from Hydrocotyl maritima Honda (선피막이의 캘러스 배양을 통한 체세포 배발생과 기관분화)

  • Kim, Ok-Tae;Kim, Min-Young;Kim, Kwang-Soo;Ahn, Jun-Cheul;Hwang, Baik
    • Korean Journal of Medicinal Crop Science
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    • v.11 no.5
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    • pp.336-339
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    • 2003
  • Hydrocotyle maritima Honda used as medicinal plants for a hemostatic agent was investigated for in vitro regeneration. The petiole explants of H. maritima were cultured on callus induction medium containing growth regulators ($0{\sim}5\;mg/l$, NAA and $0{\sim}5\;mg/l$ 2,4-D) either in single or in combination with $0.1{\sim}2\;mg/l$ BA for 6 weeks. Although single treatments of 2,4-D or NAA resulted in callus formation, the best results were combination of $0.5\;mg/l$, 2,4-D and $0.5\;mg/l$, BA. $5\;mg/l$, NAA and $0.5\;mg/l$, BA, respectively. The highest number of shoot (12 shoots per callus) was achieved with $3\;mg/l$, Kinetin. Also, when pieces of embryogenic callus induced on the medium supplemented with $0.5\;mg/l$, 2,4-D and $0.5\;mg/l$, BA were subcultured on hormone-free medium, somatic embryos were differentiated and developed further into welldeveloped plants.

A Comparison of Volatile Compounds in Pine Extracts Obtained by Supercritical Fluid Extraction with Those by Simultaneous Steam Distillation and Solvent Extraction (초임계유체 추출과 SDE에 의한 솔 추출물의 휘발성분 비교)

  • Woo, Gaung-Yaul;Kim, Kong-Hwan;Lee, Mi-Jung;Lee, Yang-Bong;Yoon, Jung-Ro
    • Korean Journal of Food Science and Technology
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    • v.31 no.5
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    • pp.1268-1274
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    • 1999
  • Pine twigs with buds were cut into $2{\sim}3\;mm$ long pieces and about 18g was used for each experiment. Pressure and temperature ranges employed were $100{\sim}300\;bar$ and $35{\sim}55^{\circ}C$, respectively. Volatile compounds of extracts were isolated and identified by gas chromatography and mass selective detector. Twenty three compounds from the extracts were identified. Limonene and ${\beta}-pinene$ were found to be the major components with $32.6{\sim}43.4%$ being limonene. Extracts obtained by supercritical fluid extraction were lower in monoterpene and higher in oxygenated terpenoids than those by steam distillation and solvent extraction (SDE). Sensory evaluation showed that the pine flavor extracted using supercritical carbon dioxide was much better in quality than that of SDE. In conclusion, it was found out that supercritical fluid extraction can successfully be applied to extract high quality flavor from pine.

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Molecular cloning and characterization of 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate reductase (CaHDR) from Camptotheca acuminata and its functional identification in Escherichia coli

  • Wang, Qian;Pi, Yan;Hou, Rong;Jiang, Keji;Huang, Zhuoshi;Hsieh, Ming-shiun;Sun, Xiaofen;Tang, Kexuan
    • BMB Reports
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    • v.41 no.2
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    • pp.112-118
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    • 2008
  • Camptothecin is an anti-cancer monoterpene indole alkaloid. The gene encoding 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate reductase (designated as CaHDR), the last catalytic enzyme of the MEP pathway for terpenoid biosynthesis, was isolated from camptothecin-producing Camptotheca acuminata. The full-length cDNA of CaHDR was 1686 bp encoding 459 amino acids. Comparison of the cDNA and genomic DNA of CaHDR revealed that there was no intron in genomic CaHDR. Southern blot analysis indicated that CaHDR belonged to a low-copy gene family. RT-PCR analysis revealed that CaHDR expressed constitutively in all tested plant organs with the highest expression level in flowers, and the expression of CaHDR could be induced by 100 ${\mu}M$ methyl-jasmonate (MeJA), but not by 100 mg/L salicylic acid (SA) in the callus of C. acuminata. The complementation of CaHDR in Escherichia coli ispH mutant MG1655 demonstrated its function.

Antibacterial Activity of Essential Oils from Pinaceae Leaves Against Fish Pathogens (어병 세균에 대한 소나무과 잎 정유의 항세균 효과)

  • HAM, Youngseok;YANG, Jiyoon;CHOI, Won-Sil;AHN, Byoung-Jun;PARK, Mi-Jin
    • Journal of the Korean Wood Science and Technology
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    • v.48 no.4
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    • pp.527-547
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    • 2020
  • Fish pathogens cause not only economic damages to fish farming but also infectious pathogens known as a zoonotic agent. Since the continued use of antibiotics to control fish pathogens entails side effects, materials of natural origin need to be developed. The purpose of this study is to discover coniferous essential oils with excellent antibacterial effects in order to develop antibiotic alternatives. We have extracted essential oils using hydro-distillation from the leaves of Abies holophylla, Pinus thunbergii, Pinus parviflora, Tsuga sieboldii, and Pinus rigitaeda, which are all Pinaceae family. And, we have evaluated antibacterial activity with the extracted essential oils against Edwardsiella tarda, Photobacterium damselae, Streptococcus parauberis, and Lactococcus garvieae, which are fish pathogens. As a result, the essential oils from A. holophylla and P. thunbergii showed the selectively strong antibacterial activity against E. tarda and P. damselae, which are gram-negative bacteria. From GC-MS analysis, it was identified that main component of A. holophylla essential oils are (-)-bornyl acetate (29.45%), D-limonene (20.47%), and camphene (11.73%), and that of P. thunbergii essential oils is α-pinene (59.81%). In addition, we found three compounds: neryl acetate, (-)-borneol, and (-)-carveol, which are oxygenated monoterpenes. These exist in a very small amount but exhibit the same efficacy as essential oil. Therefore, we expect that A. holophylla and P. thunbergii essential oils having excellent growth inhibitory effect against gram-negative fish pathogens can be used as biological products such as feed additives and fishery products.