• Title/Summary/Keyword: Urushiol derivatives

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Antimicrobial Activities of Urushiol and Urushiol Derivatives (우루시올 및 우루시올 유도체의 항균 활성)

  • Kim, Jin-Chul;Ahn, Jeong-Keun;Ko, Soo-Young;Choi, Young-Hoon;Kim, Do-Hyun;Lee, Tae-Yong
    • Clean Technology
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    • v.13 no.1 s.36
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    • pp.22-27
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    • 2007
  • Pacquer traditionally has been used to varnish. Many reports have revealed that lacquer has durability and antimicrobial activities. Therefore, we expect that lacquer will be used as a good antifouling agent to solve the environmental problem. Here we chemically synthesized urushiol, a major component in lacquer and two urushiol derivatives, urusiol regioisomer and cardanol. We also analyzed the antimicrobial activities of these molecules to examine the inhibitory effect on the formation of the biofilms. Our results showed that synthesized urushiol and its derivatives have strong antifungal activities. Urushiol also exhibited inhibitory effect on the growth of gram positive bacteria specifically. However urushiol derivatives have low antibacterial activities.

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Antioxidative Activity of Urushiol Derivatives from the Sap of Lacquer Tree (Rhus vernicifera Stokes)

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    • Korean Journal of Plant Resources
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    • v.10 no.3
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    • pp.227-230
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    • 1997
  • The authors isolated four olefinic catechols, commonly referred to as urushiol, from the sap of Korean lacquer tree(Rhus vernicifera STOKES) with stronger antioxidative activities than $\alpha-tocopherol$. The hexane extract with a free radical scavenging activity was purified by silica and ODS gel column chromatography. The active compounds were identified by MS and $^1H-NMR$ as 3-[8'(Z),11'(Z),14'-pentadecatrienyl]catechol, 3-[8'(Z),11'(Z)-pentadecadienyl]catechol, 3-[8'(Z)-pentadecenyl] catechol, and 3-pentadecylcatechol. All of these compounds showed strong free radical scavenging activities on 1,1-diphenyl-2-picrylhydrazyl(DPPH) radical, in which 3-pentadecylacatechol exhibited the highest activity ($IC_{50}$: $1.2{\mu}g/ml$). They also showed a significant inhibitory activity on lipid peroxidation ($IC_{50}$: 2.1 - 3.5 ${\mu}g/ml$). The antioxidative activity of 3-pentadecylcatechol on DPPH radical and lipid peroxidation is approximately two times greater than that of $\alpha$-tocopherol. The results suggest that the urushiol derivatices may contribute to the preservative characteristics effective against oxidative stress and could be a good source for industrial applications including a coating material.

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The analysis of the urushiol congeners from the extracts of lacquer trees (옻나무 추출물 중 우루시올 동종체의 함량비 분석)

  • Cho, Yumi;Jung, Yu-Kyung;Kim, Jinsan;Lee, Joonbae;Paeng, Ki-Jung
    • Analytical Science and Technology
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    • v.22 no.1
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    • pp.65-74
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    • 2009
  • Active components of lacquer tree referred to as urushiol congeners, which are catechol derivatives with various alkyl or alkenyl substituents. The olefin side chains typically have one, two or three double bonds. In this study, the each congener's ratio analysis of extracts from korean lacquer tree are compared to the one from other asian lacquer tree. Extraction was performed using liquid-liquid extraction (LLE) method with soxhlet system from tree's bark and sap. Extracts were analyzed by reverse phase liquid chromatography and on-line electro spray ionization mass spectrometry (LC-MS/MS).

Reduction of Skin Allergy of Rhus verniciflua Sap Utilizing Radiation Technology (방사선 기술을 이용한 옻나무 수액의 피부 알러지 저감화 효과)

  • Jeong, Il Yun;Park, Yong Dae;Jin, Chang Hyun;Choi, Dae Seong;Byun, Myung-Woo;Ryu, Hyung Won;Kim, Dong Yong;Baek, Ji Yeong
    • Journal of Radiation Industry
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    • v.5 no.1
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    • pp.25-33
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    • 2011
  • Skin contact allergy (SCA) is not life-threatening, but a large number of people have been suffered from the reactions caused by various kinds of chemicals and products. Thus, in this study, radiation technology was employed to improve the traditional herb addition method on the SCA reduction of Rhus verniciflua sap (RVS). Rhus verniciflua has traditionally been used as an herbal medicine plant, but its urushiol derivatives are known as a major allergen for the SCA. The present study was commenced to assess the allergenicity of both gamma-irradiated and non-irradiated RVS by using guinea-pig maximization test (GPMT) in order to probe the mechanism of an SCA. In the acute dermal irritation assays, non-irradiated RVS caused erythema, but the irradiated RVS did not provoke any erythema on the abdominal skin of the guinea pigs. From the result of the GPMT, urushiols, the main chemical components of RVS, were identified as an extreme skin sensitizer, and the removal of urushiols by irradiation extremely reduced the erythema. These results suggest that radiation technology is a novel method to reduce SCA through the removal of urushiols of RVS.

Analysis of dried Asian lacquer by pyrolysis/GC/MS (열분해/GC/MS에 의한 한국산 건조 옻 분석)

  • Park, Jongseo;Ahn, Sun Ah
    • Analytical Science and Technology
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    • v.31 no.2
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    • pp.78-87
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    • 2018
  • Asian lacquer has been used as an adhesive and coating material in Asian countries, such as China, Japan, and Korea, and other southeast Asian countries. In this study, the changes in the chemical structure of lacquer with drying was analyzed using pyrolysis/GC/MS (which is useful in analyzing polymeric material) to understand its drying procedures. Upon increasing temperature, the dried lacquer was fully pyrolyzed above the pyrolysis temperature of $500^{\circ}C$. The repeatability was good at the pyrolysis temperature of $500^{\circ}C$ (rsd = 2.6-22.3 %); however, there were differences in the pyrogram patterns when the difference in sample quantity was large. The characteristic peaks of Asian lacquer components, such as those corresponding to 1,2-benzenediol and 3-methyl-1,2-benzenediol, were detected and the compound of each peak was assigned according to the mass library. As the lacquer dried, the composition of pyrolysis products with urushiol derivatives bearing 3 C=C bonds was severely reduced compared with the ones with no C=C bonds, indicating that the polymerization is related to C=C bonds. These results can be applied to confirm the presence of lacquer in excavated relics and to monitor the changes in the composition of raw lacquer with drying.

Ethanol Eluted Extract of Rhus verniciflua Stokes Showed both Antioxidant and Cytotoxic Effects on Mouse Thymocytes Depending on the Dose and Time of the Treatment

  • Lee, Jeong-Chae;Kim, Ju;Lim, Kye-Taek;Yang, Moon-Sik;Jang, Yong-Suk
    • BMB Reports
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    • v.34 no.3
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    • pp.250-258
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    • 2001
  • For a long time Rhus verniciflua Stokes (RVS) has traditionally been used as a herbal plant. It is known to contain various biological activities. Previously, a crude ethanol extract from RVS was reported to have antioxidant effects, and antiproliferative activities, on human cancer cell lines. In this report, we prepared a highly purified ethanol extract from RVS, which did not contain the urushiol derivatives, named REEE-1 ($\underline{R}$hus $\underline{e}$thanol $\underline{e}$luted $\underline{e}$xtract-1), to investigate the mechanisms of the scavenging activity of hydroxyl radicals using mouse thymocytes. The results from the deoxyribose, DNA nicking, and glucose/glucose oxidase enzyme assays showed that REEE-1 contained a strong scavenging activity of oxygen free radicals, especially of hydroxyl radicals. However, interestingly, REEE-1 also showed cytotoxicity against the thymocytes, although the effect was variable, depending on the concentrations and times of treatment. The REEE-1-mediated cytotoxicity against thymocytes, which has been used as one of the well-characterized models for apoptosis studies, was verified to be apoptotic. This was proven by the following: the appearance of DNA laddering, increases in DNA fragmentation, low fluorescence intensity in the nuclei after propidium iodide staining, and positive Annexin V staining of the cells. These results suggested that REEE-1 had both antioxidative activity and cytotoxicity against the thymocytes, although the effect of the cytotoxicity was variable, depending on the dose and time of the treatment.

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Constituent Alterations of Pueraiae Radix and Lacquer Tree Mixture Extract and their Anti-allergic Effects (갈근과 옻 혼합추출물의 성분변화 및 항알러지 효과)

  • Jeong, Yong Joon;Yang, Yoon Jung;Kang, Se Chan
    • Korean Journal of Plant Resources
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    • v.26 no.1
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    • pp.103-110
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    • 2013
  • Lacquer has traditionally been used to varnish. Many reports have revealed that lacquer has anti-microbical, anti-cancer, and anti-inflammatory activities. However, urushiol and their derivatives were known as an allergen. Therefore, we expected that lacquer will be used as a good health-food source if its side effect was solved. Here we analyzed their allergy induced constituents by using the GC/MS and evaluated comparative concentration of lacquer, puerariae radix and their mixture extracts. Our results showed that lacquer extract has allergenic compounds and mixture extract with puerariae radix has relatively lower amount. However, lacquer/puerariae mixture extract has strong anti-allergenic effects on the RBL-2H3 cell and puerariae extract was blocked allergenic effect caused by allergenic constituents contained in lacquer.

Metabolizing analysis according to the sawdust media of Pleurotus ostreatus (산겨릅나무와 옻나무 톱밥배지에서 재배한 느타리버섯의 함유성분 분석)

  • Shin, Yu-Su;Yang, Bo-Hyun;Kang, Bo-Yeon;Kim, Hyun-Soo;Lee, Ji-Hyun;Hong, Yoon-Pyo;Lee, Sang-Won;Lee, Chan-Jung;Kim, Seung-Yoo
    • Journal of Mushroom
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    • v.9 no.4
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    • pp.194-197
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    • 2011
  • The transitivity of Chemical constituents by Pleurotus ostreatus cultivated in different raw sawdusts, which are Acer tegmentosum MAX, Rhus verniciflura, was investigated. The HPLC chromatography patterns on the chemical constituents of P. ostreatus showed the similar chromatography patterns in the different raw sawdusts and control sawdust. The unknown chemical constituents of P. ostreatus cultivated in the mixed medium added 10 %, 20% raw sawdusts, respectively, were increased. But the significance results in the mixed medium added 50% raw sawdusts were not showed. The chromatography patterns of mycelia grown in media added the 80% MeOH extracts of A. tegmentosum and R. verniciflura showed the similar patterns in comparison with control mycelia. In the results, the secondary metabolites of functional media were not degrade and changed to other derivatives compounds by P. ostreatus.