• Title/Summary/Keyword: carveol

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Molecular and Phenotypic Investigation on Antibacterial Activities of Limonene Isomers and Its Oxidation Derivative against Xanthomonas oryzae pv. oryzae

  • Hyeonbin Kim;Mi Hee Kim;Ui-Lim Choi;Moon-Soo Chung;Chul-Ho Yun;Youngkun Shim;Jaejun Oh;Sungbeom Lee;Gun Woong Lee
    • Journal of Microbiology and Biotechnology
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    • v.34 no.3
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    • pp.562-569
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    • 2024
  • Xanthomonas oryzae pv. oryzae (Xoo) causes a devastating bacterial leaf blight in rice. Here, the antimicrobial effects of ᴰ-limonene, ᴸ-limonene, and its oxidative derivative carveol against Xoo were investigated. We revealed that carveol treatment at ≥ 0.1 mM in liquid culture resulted in significant decrease in Xoo growth rate (> 40%) in a concentration-dependent manner, and over 1 mM, no growth was observed. The treatment with ᴰ-limonene and ᴸ-limonene also inhibited the Xoo growth but to a lesser extent compared to carveol. These results were further elaborated with the assays of motility, biofilm formation and xanthomonadin production. The carveol treatment over 1 mM caused no motilities, basal level of biofilm formation (< 10%), and significantly reduced xanthomonadin production. The biofilm formation after the treatment with two limonene isomers was decreased in a concentration-dependent manner, but the degree of the effect was not comparable to carveol. In addition, there was negligible effect on the xanthomonadin production mediated by the treatment of two limonene isomers. Field emission-scanning electron microscope (FE-SEM) unveiled that all three compounds used in this study cause severe ultrastructural morphological changes in Xoo cells, showing shrinking, shriveling, and holes on their surface. Moreover, quantitative real-time PCR revealed that carveol and ᴰ-limonene treatment significantly down-regulated the expression levels of genes involved in virulence and biofilm formation of Xoo, but not with ᴸ-limonene. Together, we suggest that limonenes and carveol will be the candidates of interest in the development of biological pesticides.

Insecticidal Activity of Some Monoterpenoids (테르펜계 유기인 화합물의 살충성)

  • Lee, Young-Kyu;Song, Cheol;Kyung, Suk-Hun
    • Applied Biological Chemistry
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    • v.45 no.1
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    • pp.37-41
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    • 2002
  • Seven organophosphorus compounds and three carbamates of some monoterpenoids were synthesized and tested for insecticidal activity to five insects, brown plant happer (BPH, Nilaparvata lugens), green peach aphid (GPA, Myzus persicae), diamond bark moth (DBM, Plutella xylostella), tobacco cut worm (TCW, Spodoptera litura), and two spotted spider mite (TSSM, Tetranychus urticae). With the administration of 500 mg/l concentration thiophosphates of carveol and geraniol showed motality of from 95% to 100% to BPH and DBM. On the other hand, phosphates of menthol, thymol, and borneol had also good to moderate activity to BPH and TSSM insects at the same concentration.

Studies on the Constituents of the Stem Barks of Acanthopanax gracilistylus W. W. Smith

  • Liu, Xiang Qian;Chang, Seung-Yeup;Park, Sang-Yong;Nohara, Toshihiro;Yook, Chang-Soo
    • Natural Product Sciences
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    • v.8 no.1
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    • pp.23-25
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    • 2002
  • Ten compounds were isolated from the stem barks of Acanthopanax gracilistylus WW Smith (AGS) by steam distillation, they were p-menta-1,5,8-triene, n-butyl isobutylphthalate, p-mentha-1,5-diene-8-ol, 8-hydroxy-p-cymene, myrtenol, trans-(+)-carveol, 1,3-di-tert-butylbenzene, 4-methyl-2,6-di-butylphenol, valencene and verbenone, respectively, characterized by GS-Mass spectra. And we have also extracted and isolated from the MeOH extracts of the stem barks of AGS, two compounds were obtained. On the basis of chemical and spectral evidence, they were syringin(l), ${\beta}-sitosterol(2)$.

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.

Insecticidal Activity and Ovipositional Repellency of Monoterpenoids against Moechotypa diphysis Adults (Coleoptera: Cerambycidae) (털두꺼비하늘소 성충에 대한 monoterpenoids의 살충활성과 산란기피)

  • 유정수;김길하;이상길;신상철;박지두;박승찬
    • Korean journal of applied entomology
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    • v.41 no.4
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    • pp.285-292
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    • 2002
  • These studies were carried out to investigate the fumigant toxicity, the contact toxicity and the ovipositional repellency of 25 monoterpenoids against oak longicorn beetle adults, Moechotypa diphysis. Monoterpenoids with 100% of fumigant toxicity were 1, 8-cinehone, fenchone, pulegone and (equation omitted)-terpinene at 20 (equation omitted)/954 ml (air) concentration, pulegone and (equation omitted)-terpinen at 10 (equation omitted)/954 ml (air) concentration, pulegone at 5 (equation omitted)/954 ml (air) concentration. Most monoterpenoids showed low or no contact toxicity but only pulegone showed about 70% mortality. Some monoterpenoids which had repellency to female adults with Y-tube olfactometer were bornylacetate, carvacrol, 1, 8-cineole and menthol at 1 (equation omitted) dose, while citronellol showed attractant response. Carveol, geraniol and perillyl alcohol of 25 monoterpenoids showed ovipoistional repellency of 82.1%, 78.3%, 87.5%, respectively, at the concentration of 1,000 ppm in the laboratory condition. In the field, the result tested with three monoterpenoids indicated that geraniol was the most effective one at the concentration of 10,000ppm and 1,000 ppm, but residual effect wasn't found.

Transdermal Penetration of Synthetic Peptides and Their Penetration Enhancement Caused by Some Terpene Compounds

  • Ham, Seung-Wook;Kang, Myung-Joo;Park, Young-Mi;Oh, Il-Young;Kim, Bo-Gyun;Im, Tae-Jong;Kim, Sung-Hee;Choi, Young-Wook;Lee, Jae-Hwi
    • Bulletin of the Korean Chemical Society
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    • v.28 no.9
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    • pp.1535-1538
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    • 2007
  • The work presented in this paper represents a study of the rate and extent of transdermal penetration of three synthetic hexapeptides consisting only of glycine (Gly) and phenylalanine (Phe) as the constituent amino acids and they include Phe-Gly-Gly-Gly-Gly-Gly (Pep-1), Phe-Phe-Gly-Gly-Gly-Gly (Pep-2), and Phe-Phe-Phe- Gly-Gly-Gly (Pep-3). The present study demonstrated the extent to which the peptides having a high metabolic stability were transdermally transported from the various vehicles. The results of this study appear to indicate that minor differences in the lipophilicity of the synthetic hexapeptides have a slight influence on the rate and extent of transport. In the presence of terpene permeation enhancers, together with ethanol (i.e., menthone/ EtOH, carveol/EtOH or cineole/EtOH), the peptides were more rapidly penetrated through the skin and among the terpenes tested, cineole was the most effective for all three peptides. The maximum enhancement ratio of approximately 2 was achieved by cineole in 50% ethanol solution.

Analysis of the Aroma Constituents of Korean mandarin (Citrus reticula) and Orange Juices by Capillary GC and GC/MS (한국산 감귤쥬스의 향기성분)

  • Lee, Hyun-Yu;Hawer, Woo-Deck;Shin, Dong-Hwa;Chung, Dong-Hyo
    • Korean Journal of Food Science and Technology
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    • v.19 no.4
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    • pp.346-354
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    • 1987
  • The voflatile fraction from Korean mandarin (Citrus reticula) and valencia orange essence oil were analyzed by capillary gas chromatography and the separated components were identified from their retention time and mass pectrum. The essence oil were extracted with methylene chloride after steam distillation. The major volatile constituents of mandarin and sweet orange was limonene which accounted for 68% of total volatiles in mandarin and 87% in sweet orange. The 31 components identified from mandarin include 11 hydrocarbones, 1 ester, 10 alcohols, 4 aldehydes, 5 miscellaneous. The following 37 components were identified in sweet orange; 12 hydrocarbones, 1 ester, 11 alcohols, 8 aldehydes, 5 misecellaneous. Mandarin contained more octanal, ${\alpha}-terpinene$, terpineol, styrene, dcitronellol, citronellal, citral and farnesol while orange included more sweet orange, myrcene, ${\beta}-pinene$, linallol, decanol, ${\beta}-copaene$, elemene, ${\beta}-cadinene$, valencene.

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