• Title/Summary/Keyword: citronellal

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The Mosquito Repellent Citronellal Directly Potentiates Drosophila TRPA1, Facilitating Feeding Suppression

  • Du, Eun Jo;Ahn, Tae Jung;Choi, Min Sung;Kwon, Ilmin;Kim, Hyung-Wook;Kwon, Jae Young;Kang, KyeongJin
    • Molecules and Cells
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    • v.38 no.10
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    • pp.911-917
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    • 2015
  • Citronellal, a well-known plant-derived mosquito repellent, was previously reported to repel Drosophila melanogaster via olfactory pathways involving but not directly activating Transient Receptor Potential Ankyrin 1 (TRPA1). Here, we show that citronellal is a direct agonist for Drosophila and human TRPA1s (dTRPA1 and hTRPA1) as well as Anopheles gambiae TRPA1 (agTRPA1). Citronellal-induced activity is isoform-dependent for Drosophila and Anopheles gambiae TRPA1s. The recently identified dTRPA1(A) and ag-TRPA1(A) isoforms showed citronellal-provoked currents with EC50s of $1.0{\pm}0.2$ and $0.1{\pm}0.03mM$, respectively, in Xenopus oocytes, while the sensitivities of TRPA1(B)s were much inferior to those of TRPA1(A)s. Citronellal dramatically enhanced the feeding-inhibitory effect of the TRPA1 agonist N-methylmaleimide (NMM) in Drosophila at an NMM concentration that barely repels flies. Thus, citronellal can promote feeding deterrence of fruit flies through direct action on gustatory dTRPA1, revealing the first isoform-specific function for TRPA1(A).

Variation of Volatile Composition in the Leaf of Zanthoxylum schinifolium Siebold et Zucc. & Zanthoxylum piperitum DC (산초나무와 초피나무 잎의 정유성분 변이)

  • Cho, Min-Gu;Chang, Chin-Sung;Chae, Young-Am
    • Korean Journal of Medicinal Crop Science
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    • v.10 no.3
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    • pp.162-166
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    • 2002
  • (Z)-ocimene+limonene, $(E)-{\beta}-ocimene$ and citronellal showed seasonal variation in the leaves of Z. schinifolium. Especially estragole was detected at fruiting stage regardless of collection sites. Common variation components in the leaves of Z. piperitum at all collection sites were (Z)-3-hexenol, ${\alpha}-pinene$, limonene and citronellal. The compositions with monthly variation in Z. schinifolium at arboretum were ${\alpha}-pinene$, myrcene, (Z)-3-hexenyl acetate, ${\alpha}-phellandrene$, (Z)-ocimene+limonene, ${\beta}-phellandrene$, linalool, geranyl acetate while in Z. piperitum were hexanal, (Z)-3-hexenol, (E)-2-hexenal, hexanol, ${\alpha}-pinene$, (Z)-ocimene, limonene, citronellal, geranyl acetate, ${\beta}-caryophyllene$. Estragole was not detected in Z. schinifolium leaves at arboretum due to too young tree to bearing fruit on it.

Flavor Components of the Fruit Peel and Leaf Oil from Zanthoxylum piperitum DC (초피(Zanthoxylum piperitum DC)의 과피와 잎의 방향성분)

  • Kim, Jung-Han;Lee, Kyung-Seok;Oh, Won-Taek;Kim, Kyoung-Rae
    • Korean Journal of Food Science and Technology
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    • v.21 no.4
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    • pp.562-568
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    • 1989
  • The essential oils from ripe fruit peel and leaf of Zanthoxylum piperitum DC were extracted by gas co-distillation method and analyzed by gas chromatography/mass spectrometry (GC/ MS) and retention index matching. The experimental results revealed the presence of over 100 volatile components. Major components were 1,8-cineol (25.47%), limonene (11.91%), geranyl acetate (9.01%), myrcene (6.15%) in fruit peel and citronellal (23.11%), 1,8-cineol (18.38%), citronellol (6.04%) in leaf. Among the components identified were the following; in fruit peel, ${\alpha}-pinene$ and 13 hydrocarbons, linalool and 8 alcohols, citronellal and 3 aldehydes, carvone and 2 kotones, methyl salicylate and 7 esters, and 1,8-cineol and oxides, and in leaf, ${\alpha}-pinene$ and 7 hydrocarbons, linalool and 7 alcohols, citronellyl acetate and 5 esters, citronellal and 1 aldehyde, carvone, and 1,8-cineol and 1 oxide.

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Evaluation of Repellency Effect of Two Natural Aroma Mosquito Repellent Compounds, Citronella and Citronellal (천연 아로마 모기 기피제 (시트로넬라와 시트로넬롤)의 기피력 효과 측정)

  • Jung Eun-Suk;Yun Hwa-Kyung
    • Proceedings of the KAIS Fall Conference
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    • 2005.05a
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    • pp.287-289
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    • 2005
  • Repellent effcacies of two natural aroma compounds. citronella and citronellal, against mosquitoes were evaluated both in field and in vitro. In vitro, the experiment was conducted with three controlled bands impregnated with $30\%$ citronella extract, $15\%$ citronella extract and $30\%$ citronellal extract, and with band impregnated $30\%$ citronella in field. Raw data was obtained by the means of counting numbers bitten by mosquitoes per unit time, namely human bait method. Comparative repellent efficacies of above three controlled bands were calculated at $86\%$, $73\%$, and $78\%$, respectively in vitro, and $80\%$ in field, showing high repellent effectiveness against mosquitoes. This estimation was also confirmed by t-test compared between control group and each experimental group.

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Analysis of Volatile Compounds in Leaves and Fruits of Zanthoxylum schinifolium Siebold et Zucc. & Zanthoxylum piperitum DC. by Headspace SPME (SPME법에 의한 산초나무와 초피나무 잎과 열매의 향기성분 분석)

  • Cho, Min-Gu;Kim, Hui;Chae, Young-Am
    • Korean Journal of Medicinal Crop Science
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    • v.11 no.1
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    • pp.40-45
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    • 2003
  • Volatile components in the leaves and fruits of Z. schinjfolium and Z. piperitum were analyzed by Headspace SPME(Solid phase Microextraction). Fifty two and 48 components in the leaves and fruits, repectively, were identified in Z. schinifolium. (E)-2-hexenal, ${\alpha}-pinene$, (Z)-ocimene+limonene, estragole, germacrene-d were detected at common components in the leaves and estragole in the fruits of Z. schinjfolium. Regardless of collection sites hexanal, (Z)-3-hexenol, (E)-2-hexenal, n-hexanol were appeared in the leaves while undecanone in the fruits. Thirty and 27 components in the leaves and fruits, respectively, were identified in Z. piperitum. ${\alpha}-pinene,\;{\beta}-phellandrene$, 1,8-cineole, citronellal and myrcene, (Z)-ocimene+limonene, ${\beta}-phellandrene$ were appeared as common components in the leaves and fruits collected from Baeck-yang-sa and Nae-jang-sa. (Z)-3-hexenol, (E)-2-hexenal, ${\alpha}-pinene\;myrcene\;and\;{\beta}-phellandrene$, citronellal, geranyl acetate were major components in the leaves and fruits from Tong-do-sa.

Volatile Compounds of Zanthoxylum piperitum A.P. DC.

  • Chung, Mi-Sook
    • Food Science and Biotechnology
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    • v.14 no.4
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    • pp.529-532
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    • 2005
  • Volatile compounds, isolated from Chopi (Zanthoxylum piperitum A.P. DC.) using steam distillation, were analyzed by gas chromatography/mass spectrometry-olfactometry (GC-MS-O). Forty-six volatile compounds, consisting of 12 hydrocarbons, 8 aldehydes, 5 esters, 12 alcohols, 4 ketones, 4 oxides and 1 acid, were tentatively identified from the essential oil of Chopi. Unidentified compounds constituted 7.2% of the total peak area. Limonene was the most abundant compound, followed by geranyl acetate, citronellal, cryptone and ${\beta}$-myrcene. In addition, aroma-active compounds, in particular citronellal and limonene, which are related to the citrus and Chopi flavors of Chopi essential oil, were detected. The aroma of Chopi essential oil had a score of 4.8 on the preference test (neither like nor dislike) and a score of 5.97 on the intensity test (slightly strong) using the 9-point hedonic scale.

Volatile Flavor Components of Wild Chopi (Zanthoxylum piperitum De Candolle) Leaf (야생 초피(Zanthoxylum piperitum De Candolle)잎의 향기성분)

  • 박준희;차원섭;오상룡;조영제;이원영
    • The Korean Journal of Food And Nutrition
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    • v.13 no.5
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    • pp.483-489
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    • 2000
  • Wild Chopi leaves were harvested near Chounghwa Mt. Sangju city in Kyungpook province. Chopi leaves were dried naturally and crushed with and without blanching. From mechanical analysis(GC). fifty five peaks were identified as volatile materials in no blanching leaf. Among the fifty five peaks, twenty three peaks were identified as hydrocarbones(dodecane, sabinene, myrcene etc.), ten peaks as alcohols (isobutylalcohol. cis-pentenol, 1-pentenol, 1-penten-3-ol etc.), seven peaks as aldehydes (3-methylbua-tanal, hexanal, 2,6-dimethyl hept-5-al etc.), four peaks as ketones(3-hydroxy-2-butanone, 2-nonanone, 2-undecanone, 2-tridecanone) and six peaks as esters ( cis-3-hexenyl acetate, linalyl acetate. citronellyl acetate, nervy acetate etc.). Other peaks were founded as 3-cyano-2,5-dimethylpyrazine, dimethyl sulfide, chloroform, 1,8 cineole. Thirty five peaks were identified as volatile materials in blanching leaf. Twenty peaks were identified as hydrocarbones(1,1-oxybis-ethane, $\alpha$-pinene, camphene. myrcene, $\beta$-phellan-drene, $\beta$-caryophyllene etc.), as alcohol(L-linalool, (-)-isopulgerol, $\alpha$-terpineol. citronellol etc.), as aldehydes(nonanal, citronellal), as ketones(2-undecanone, 2-tridecanone etc.) and as esteres(citronellyl acetate. cis-3-hexenyl acetate, neryl acetate etc.). Other peaks were found as 3-cyano-2,5-dimethyl-pyrazine. The amount of volatile materials such as $\alpha$-pinene, myrcene, $\beta$-phellanderene, L-linalool, citronellal, citronellyl acetate, $\beta$-caryophyllene were detected abundantly among the volatile materials.

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Changes of Volatile Compounds in the Pericarp of Chopi (Zanthoxylum piperitum DC.) During Maturation (초피 과피의 성숙정도에 따른 향기성분의 변화)

  • ;;;;;;;;Ken C. Sink
    • Journal of Life Science
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    • v.13 no.2
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    • pp.206-213
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    • 2003
  • This study was conducted to estimate volatile compounds in pericarp of Zanthoxylum piperitum DC (Chopi). Chopi which harvested on lune 2, July 14 and September 11 in 2001 was dried at room temperature for one week. Fifty-two, 47, and 44 volatile compounds were analyzed with GC-MS in pericarp harvested on lune 2, July 14 and September 11, respectively. Eight terpenes including myrcene, ${\gamma}$-terpinene, $\alpha$-terpinolene, $\alpha$-phellandrene and $\beta$-caryophyllene were detected in pericarp harvested on tulle 2 and July 14, but not $\alpha$-phellandrene and $\beta$-caryophyllene in pericarp harvested on September 11. Thirteen alcohols or terpene alcohols including linalool L and citronellol were detected in pericarp harvested on lune 2, and added cis-linallol oxide and piperitol isomer in pericarp harvested on July 14 and September 11. Three aldehydes or terpene aldehydes were not affected by degree of maturation, but citronellal was increased in pericarp harvested on September 11. Five volatile compounds of ketones containing cryptone and piperitone were detected, and their concentration was changed during maturation. Six esters including lavandulyl acetate and $\alpha$-terpinenyl acetate were detected in pericarp harvested on lune 2, and [(E)-6,7-ephoxy-3,7-dimethyl-2-octenyl]ester of acetic acid was added in pericarp harvested on July 14 and September 11. Seven hydrocarbons including $\delta$-cadinene and neopentylidene cyclohexane were detected in pericarp harvested on June 2 and $\alpha$-muurolene was newly added in pericarp harvested on July 14 and September 11. We suggest that kinds and concentration of volatile compounds in pericarp were remarkably different from those in mature stage.

The Antifungal Activity of Chemical Substances from Artemisia annua (개똥쑥의 천연화학물질에 의한 항균효과와 성분확인)

  • Kim, Hyeon-Cheol;Gil, Bong-Seop
    • The Korean Journal of Ecology
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    • v.24 no.3
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    • pp.137-140
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    • 2001
  • The antifungal activity of chemical substances from Artemisia annua were examined. Antifungal activity of aqueous extracts from A. annua was higher than that of essential oils in Fusarium oxysporum, whereas that of essential oil was higher than that of aqueous extracts in Aspergillus nidulans. The GC/MS methods were employed for the analysis and identification of phytotoxic substances from A. annua. Essential oil of some components were identified including thujone, terpineol, β-pinene, cienole, 2,4-hexndienal, camphor, citronellal, (-)-menthone, (1R)-(-)myrtenol, (S)-(-)-perilla aldehyde, perilla alcohol, 4-tert-buthylaniline, eugenol, isosafrole, isoeugenol and α-humulene. These results suggest that the chemical substances from A. annua such as terphenoids seem to be responsible for the allelopathic effect.

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In Vitro and In Vivo Anti-Tobacco Mosaic Virus Activities of Essential Oils and Individual Compounds

  • Lu, Min;Han, Zhiqiang;Xu, Yun;Yao, Lei
    • Journal of Microbiology and Biotechnology
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    • v.23 no.6
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    • pp.771-778
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    • 2013
  • Essential oils are increasingly of interest for use as novel drugs acting as antimicrobial and antiviral agents. In the present study, we report the in vitro antiviral activities of 29 essential oils, extracted from Chinese indigenous aromatic plants, against the tobacco mosaic virus (TMV). Of these essential oils, those oils from ginger, lemon, tea tree, tangerine peel, artemisia, and lemongrass effected a more than 50% inhibition of TMV at 100 ${\mu}g/ml$. In addition, the mode of antiviral action of the active essential oils was also determined. Essential oils isolated from artemisia and lemongrass possessed potent inactivation and curative effects in vivo and had a directly passivating effect on TMV infection in a dose-dependent manner. However, all other active essential oils exhibited a moderate protective effect in vivo. The chemical constitutions of the essential oils from ginger, lemon, tea tree, tangerine peel, artemisia, and lemongrass were identified by gas chromatography and gas chromatography-mass spectrometry. The major components of these essential oils were ${\alpha}$-zingiberene (35.21%), limonene (76.25%), terpinen-4-ol (41.20%), limonene (80.95%), 1,8-cineole (27.45%), and terpinolene (10.67%). The curative effects of 10 individual compounds from the active essential oils on TMV infection were also examined in vivo. The compounds from citronellal, limonene, 1,8-cineole, and ${\alpha}$-zingiberene effected a more than 40% inhibition rate for TMV infection, and the other compounds demonstrated moderate activities at 320 ${\mu}g/ml$ in vivo. There results indicate that the essential oils isolated from artemisia and lemongrass, and the individual compound citronellal, have the potential to be used as an effective alternative for the treatment of tobacco plants infected with TMV under greenhouse conditions.