• Title/Summary/Keyword: geraniol$\beta$-citronellol

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Mite-Control Activities of Active Constituents Isolated from Pelargonium graveolens Against House Dust Mites

  • Jeon, Ju-Hyun;Kim, Hyung-Wook;Kim, Min-Gi;Lee, Hoi-Seon
    • Journal of Microbiology and Biotechnology
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    • v.18 no.10
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    • pp.1666-1671
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    • 2008
  • The mite-control activities of materials obtained from Pelargonium graveolens oil against Dermatophagoides farinae and D. pteronyssinus were examined using an impregnated fabric disk bioassay and were compared with those shown by commercial benzyl benzoate and N,N-diethyl-m-toluamide (DEET). Purification of the biologically active constituents from P. graveolens oil was done by silica gel chromatography and high performance liquid chromatography. The structures of the active components were analyzed by EI/MS, $^{1}H$-NMR, $^{13}C$-NMR, $^{1}H-^{13}C$ COSY-NMR, and DEPT-NMR spectra, and were identified as geraniol ($C_{10}H_{18}O$, MW 154.25, trans-3,7-dimethyl-2,6-octadien-l-ol) and $\beta$-citronellol ($C_{10}H_{20}O$, MW 156.27, 3,7-dimethyl-6-octen-l-o1). Based on the $LD_{50}$ values, the most toxic compound was geraniol (0.26${\mu}g/cm^{2}$), followed by $\beta$-citronellol (0.28${\mu}g/cm^{2}$), benzyl benzoate (10.03${\mu}g/cm^{2}$), and DEET (37.12${\mu}g/cm^{2}$) against D. farillae. In the case of D. pteronyssinus, geraniol (0.28${\mu}g/cm^{2}$) was the most toxic, followed by $\beta$-citronellol (0.29${\mu}g/cm^{2}$), benzyl benzoate (9.58${\mu}g/cm^{2}$), and DEET (18.23${\mu}g/cm^{2}$). These results suggest that D. farinae and D. pteronyssinus may be controlled more effectively by the application of geraniol and $\beta$-citronellol than benzyl benzoate and DEET. Furthermore, geraniol and $\beta$-citronellol isolated from P. graveolens could be useful for managing populations of D. farinae and D. pterollyssinus.

Enzymatic Synthesis of $\beta$ -Glucosides of Aromatic Alcohols and Monoterpene Alcohols (효소적 방법에 의한 방향족 알코올류 및 Monoterpene Alcohol류의 배당체 합성)

  • ;;;;Suzuki Yukio
    • Journal of the Korean Society of Tobacco Science
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    • v.25 no.1
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    • pp.70-79
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    • 2003
  • $\beta$ -Glucosidase-catalysed synthesis of glucosides with aromatic alcohols and monoterpene alcohols as accepters and cellobiose as a donor in the presence of various commercial $\beta$ -glucosidases were described. $\beta$ -Glucosidases from Aspergillus niger spp,. Trichoderma spp., Penicillium sup. and bitter almond have been shown to catalyze synthesis of $\beta$ -glucosides of benzyl alcohol, 2-hydroxybenzyl alcohol, 4-hydroxybenzyl alcohol, 2-phenylethyl alcohol, geraniol and citronellol in the presence of cellobiose as sugar donor. Among enzyme preparations tested, each $\beta$ -glucosides prepared from Aspergillus niger were isolated in the pure state by Diaion HP-20 and silica gel column chromatography. The products were identified as $\beta$ -glucosyl products of benzyl alcohol, 2-hydroxyhenzyl alcohol, 4-hydroxybenzyl alcohol, 2-phenyl ethyl alcohol, geraniol and citronellol by spectrometry (UV, IR, $^1$H-NMR, $^{13}$ C-NMR) and enzymatic hydrolysis with $\beta$ - glucosidase. Monoterpene alcohols with a sterically hindered hydroxyl group, such as linalool, $\ell$-menthol and $\alpha$-terpineol were not used as acceptors in transglycosylation reaction.

Gas chromatographic profiles of rose essential oils: a round-robin test on oil of rose, Chinese Kushui type (Rosa sertata × Rosa rugosa) (장미 정유의 기체 크로마토그래피 분석표: 중국산 쿠스이형 장미유에 대한 재현정밀도 시험)

  • Son, Hyun-Hwa;Lee, Dong-Sun
    • Analytical Science and Technology
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    • v.25 no.4
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    • pp.207-213
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    • 2012
  • Analysis of the aroma constituents present in the rose essential oil of Chinese Kushui type (Rosa sertata ${\times}$ Rosa rugosa) by GC-FID and GC-MS was performed independently as an expert for the inter-laboratory round-robin test to verify reproducibility according to the decision of the preliminary meeting of ISO/TC-54 (Shanghai, Sep. 14-15, 2010). Total 179 peaks (using SPB-1 apolar column), 165 peaks (using DB-624 intermediate polar column), and 162 peaks (using Supelcowax-10 polar column) were separated by GC-FID, respectively. Major constituents (over 5%) by GC-FID were ${\beta}$-citronellol (41.6~46.7%), geraniol (9.7~11.0%), and nerol (3.4~4.5%). ${\beta}$-Citronellol peak was overlapped with nerol peak on SPB-1 and DB-624 columns, whereas the two peaks were separated each other on Supelcowax-10 column. Our results were generally consistent with Chinese data (ISO/DIS 25175); however, a peak of phenethyl alcohol separated by using PEG (Supelco wax) column was found at the quite different retention time. Comparative analysis was conducted using Bulgarian rose (Rosa damascena Miller) oil and perfume. Bulgarian rose oil showed rich amounts of characteristic aroma constituents than the essential oil of Chinese Kushui type.

Volatile Flavor Components of Korean Ginger(Zingiber officinale Roscoe) (한국산 생강의 휘발성 향기성분)

  • Kim, Jeong-Sook;Koh, Moo-Seok;Kim, Young-Hoi;Kim, Myung-Kon;Hong, Jai-Sik
    • Korean Journal of Food Science and Technology
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    • v.23 no.2
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    • pp.141-149
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    • 1991
  • The essential oils of the two cultivars of Korean ginger were isolated by simultaneous steam distillation and extraction method. Then the essential oils were fractionated into one hydrocarbon fraction and two oxygented hydrocarbon fractions by using silica gel column chromatography. The composition of the resulting oils were investigated by GC-MS spectrometry. The volatile oil contents of the two fresh cultivars were 0.32%(wb) and consisted of 68.1% hydrocarbon and 31.9% oxygenated hydrocarbons. Out of 101 characterized compounds, 54 were identified by comparing GC retentions and mass spectral data with authentic samples and 47 were tentatively identified according to mass spectral data only. The major compounds of hydrocarbon fraction were camphene, ${\beta}-phellandrene$, zingiberene, ${\gamma}-bisabolene,\;{\bate}-sesquiphellandrene$, and of oxygenated hydrocarbon fractions were 1,8-cineol, neral, geranial, geranyl acetate, citronellol, geraniol and ${\alpha}-terpeneol+borneol$. Comparing the yield and composition of Korean ginger oil with those from other origins reported, Korean ginger oils showed good yields of oil, whilst those contained higher amounts of sesquiterpene hydrocarbons.

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Antimicrobial Activity of Seeds of Zanthoxylum piperitum against Oral Pathogen Streptococcus mutans (Zanthoxylum piperitum 종자의 치아우식균 Streptococcus mutans에 대한 항균활성)

  • Park, Hae-Sun;Jun, Do-Youn;Fang, Zhe;Woo, Mi-Hee;Kim, Young-Ho
    • Journal of Life Science
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    • v.18 no.2
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    • pp.167-174
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    • 2008
  • Antimicrobial activity of Zanthoxylum piperitum was investigated against Streptococcus mutans that causes dental caries. Although the methylene chloride extract of seeds exhibited higher antimicrobial activity than other organic solvent extracts, including methanol, ethyl acetate, and hexane extracts of pericarps or seeds of Z. piperitum, essential oils prepared from both seeds and pericarps possessed more potent inhibitory activity than the methylene chloride extract of seeds. The minimal inhibitory concentrations (MICs) of the essential oils of seeds and pericarps were 0.3 mg/ml and 4.0 mg/ml against S. mutans, respectively. When the seed essential oil was further separated into seven fractions (CS-SD-A${\sim}$CS-SD-G) by thin layer chromatography (TLC), all fractions exhibited lower antimicrobial activity than the essential oil. To understand the antimicrobial ingredients of Z. piperitum, seeds the gas chromatography-mass spectrometry (GC-MS) data of the methylene chloride extract of seeds was compared with those of the seed essential oil (CS-SD). Whereas the methylene chloride extract of seeds contained carvacrol (0.24%), ${\beta}$-caryophyllene (1.72%), and ${\alpha}$-humulene (0.88%), which were previously known to inhibit growth of S. mutans, the seed essential oil contained sabinene (1.57%), linalool (1.55%), citronellal (13.67%), terpinene-4-ol (0.45%), citronellol (3.69%), geraniol (0.9%), linalyl acetate (1.35%), ${\beta}$-caryophyllene (1.35%), ${\alpha}$-humulene (0.78%), and ${\delta}$-cadinene (0.67%) in this regard. These results indicate that Z. piperitum seeds possess various inhibitory substances against S. mutans, and an effective method to isolate the active ingredients from the seeds is to prepare the essential oil. These results also suggest that the essential oil of Z. piperitium seeds may be applicable to preventing dental caries.