• 한국자원식물학회지
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• 제10권3호
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• pp.231-234
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• 1997

Four urushiol components isolated from the sap of Korean lacquer tree(Rhus vernicifera Stokes) showed a strong antifungal activity, but they have no or low activity the bacteria and yeasts. Among them, 3-pentadecylcatechol marked the highest activity on the spore germination of Cladosporium herbarum ($MIC:4{\mu}g/ml$).

• 한국자원식물학회지
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• 제10권3호
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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.

• 한국자원식물학회지
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• 제11권1호
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• pp.40-46
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• 1998

For the comparison of the urushiol composition and biological acitivity between the fresh sap and fire distilled sap of lacquer tree(Rhus vernicifera), we analysed the urushiol composition by HPLC and EI-MS, and investigated the antioxidative , antimicrobial and anticancer acitivities according to solvent fractionations. There was no difference in the urushiol composition between fresh and fire distilled saps of lacquer tree. The hexane frqctionsof two saps showed a strong DPPH radical scaverging activity (RC50 : 7.0-7.5$\mu\textrm{g}$). They also showed a strong antifungal activity onthe spore germination of Cladosporium herbarum(MIC : 8$\mu\textrm{g}$/ml), whereas they have no or low activity against the bacteria(BAcillus subtilis , Escherichia coli). In addition , hexane and butanol fractions of two saps showed a strong inhibitory activity against cultured tumour cell lines (GI50 : 0.35, 12.29$\mu\textrm{g}$/ml) in vitro. These results confirm that the fresh sap and fire distilled sap might have the similar urushiol compositions and biological activities.

• Archives of Pharmacal Research
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• 제22권6호
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• pp.638-641
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• 1999

Cytotoxicities of four urushiols, congeners isolated from the sap of Korean lacquer tree (Rhus vernicifera Stokes), to 29 human cancer cell lines originated from 9 organs were evaluated. Their values of 50% growth inhibition were below $4{\mu}g/ml$, and showed cell line specific cytotoxicity. The present results is the first report on the cytotoxicity of urushiols suggesting that they would have an anticancer activity to human cancer cells.

• 한국약용작물학회지
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• 제10권4호
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• pp.284-287
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• 2002

Four olefinic catechols, commonly referred to as urushiol were isolated from the sap of Korean Rhus verniciflua Stokes and had the stronger inhibitory effects on the reverse transcriptase of AIDS. The hexane extract with a inhibitory effects on reverse transcriptase 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)-penta- decenyl]catechol, and 3-pentadecylcatechol. All of these compounds showed strong inhibitory effects on reverse transcriptase of AIDS, in which 3-pentadecylcatechol exhibited the highest activity $(IC_{50}\;:\;10.87\;{\mu}g/ml)$.

• Journal of Plant Biotechnology
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• 제30권3호
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• pp.275-279
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• 2003

Excised cotyledons and embryo axises of zygotic embryos of Rhus vemicifera were cultured on Murashige and Skoog(MS) medium with various concentrations of 2,4-D. About 3-5% of explants produced callus. Embryogenic callus was preferentially induced from basal parts of embryo axis of zygotic embryos seeds when they were cultured without removal of seed coats. Somatic embryos were developed from embryogenic callus in growth regulator-free medium after 2-3 subcultures on medium with 1.0mg/L 2,4-D and these embryos were matured to cotyledonary stage. Plantlets with well-developed shoots and roots from embryos were obtained on $\frac{1}{4}$MS medium with GA$_{3}$. After acclimatization of plantlets on artificial soil, they were exposed to soil pots.

• Applied Biological Chemistry
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• 제45권3호
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• pp.168-172
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• 2002

한국산 옻나무의 메탄올추출물과 유기용매 분획의 항산화 효과를 조사하였다. 항산화 효과는 수소공여 억제능, 과산화지질 형성 억제능, xanthine oxidase저해 활성과 아질산염 소거능으로 측정한 결과, ethyl acetate 분획이 가장 뛰어난 효과를 나타내었다. 이 분획의 생리활성 물질을 분리하기 위하여, rotatory locular counter current chromatography(RLCCC), Sephadex LH-20 column chromatograpy와 HPLC등의 방법을 사용하여, 1,2,3-trihydroxybenzene, methyl 3,4,5-trihydroxybenzoat와 3,4,5-trihydroxybenzoic acid를 분리하였다. 이중 methyl 3,4,5-trihydroxybenzoate는 butylated hydroxyanisole(BHA)이나 butylated hydroxytoluene(BHT)보다도 강한 항산화 효과를 나타내었다. 그러나 세포독성 실험에서는 이들 물질들이 암세포주에 대하여 활성이 높지 않았다. 이상의 결과로 methyl 3,4,5-trihydroxybenzoate은 뛰어난 항산화 효과를 지닌 식품첨가물로서의 이용 가능성을 제시할 수 있다.

• 전기화학회지
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• 제2권1호
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• pp.31-37
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• 1999

구리이온을 함유하는 효소인 laccase(Rhus vernicifera)를 self-assembly technique을 이용하여 금전극 표면에 고정시킨 후 표면의 특성을 관찰하고 반응을 살펴보았다. laccase는 diphenol, diamine등을 산소에 의해 산화시킬 수 있는 oxidoreductase이다. 이 경우 산소는 peroxide나 superoxide 등의 중간체 생성없이 물까지 직접 4전자 환원이 일어난다. $\beta-mercaptopropionate$를 이용하여 금전극 표면에 음전하를 띤 self-assembled monolayer를 형성시킨 후, 중성용액에서 양 전하를 띤 laccase(pI=9)를 정전기적 인력에 의해 고정시킨 후, 순환 전압-전류법에 의한 실험으로 전극표면에 고정되었음을 확인하였다. 또한, 낮은 주사속도에서 흐른 전하량으로부터 surface coverage를 계산하여 전극표면에 효소가 monolayer로 덮여 있음을 확인하였다. laccase가 고정된 전극을 laccase의 기질인 ABTS(2,2-azino-bis-(3-ethylbenzthioline-6-sulfonic acid) 용액에 담그면 ABTS가 산화되는 것으로부터 고정된 laccase가 활성을 가지고 있음을 확인하였고, 그 효소효과는 $4^{\circ}C$에서 $2\~3$일 동안 지속됨을 관찰하였다. 앞서 구한 surface coverage로부터 고정된 효소의 양을 알 수 있어서, 표면에 고정된 laccase가용액상의 laccase에 비하여 $10\~15\%$정도만의 효소효과를 유지하고 있음을 알 수 있었다. 또한, laccase의 산소의 전기화학적 환원 촉매로서의 역할에 대하여 용액상에서와 전극표면에 고정시켰을 경우에 비교하여 보았는데, 두 경우 다 전자전달체가 없이는 산소환원의 촉매로 작용하지 않고, $Fe(CN)_6^{3-}$를 전자전달체로 사용한 경우에 산소환원의 촉매로 작용함을 알 수 있었다. 이러한 산소환원촉매로서의 역할이 laccase로부터 기인한다는 것은 억제제인 azide를 이용한 실험으로 다시 한 번 확인할 수 있었다.

• Journal of Microbiology and Biotechnology
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• 제28권2호
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• pp.246-254
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• 2018

Enzyme fermentation is a type of food processing technique generally used to improve the biological activities of food and herbal medicines. In this study, a Syzygii Flos (clove) extract was fermented using laccase derived from Trametes versicolor (LTV). The fermented clove extract showed greater neuroprotective effects against glutamate toxicity on HT22 than the non-fermented extract did. HPLC analysis revealed that the eugenol (1) and dehydrodieugenol (2) contents had decreased and increased, respectively, after fermentation. The content of 2 peaked at 1 h after fermentation to $103.50{\pm}8.20mg/g_{ex}$ (not detected at zero time), while that of 1 decreased to $79.54{\pm}4.77mg/g_{ex}$ ($185.41{\pm}10.16mg/g_{ex}$ at zero time). Compound 2 demonstrated promising HT22 neuroprotective properties with inhibition of $Ca^{2+}$ influx, the overproduction of intracellular reactive oxygen species, and lipid peroxidation. In addition, LTV showed the best fermentation efficacy compared with laccases derived from Pleurotus ostreatus and Rhus vernicifera.

• Journal of Microbiology and Biotechnology
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• 제11권3호
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• pp.369-375
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• 2001

Urushiol, a natural monomeric oil, was used to prepare a detergentless micro-emulsion with water and 2-propanol The formation of micro-emulsion was verified by conductivity measurements and dynamic light scattering. The conductivity data showed phase change dynamics, a characteristics of micro-emulsions, and subsequent dynamic light scattering study further confirmed the phenomenon. Average water droplet diameter was 10 nm to 500 nm when the molar ratio of 2-propanol ranged from 0.40 to 0.44 . Earlier studies were performed on toluene and hexane, in which the insoluble substrate in water phase was added to the solvents to be reacted on by enzymes. However, in the present urushiol system, urushiol was used as both solvent and substrate in the laccase polymerization of urushiol. The laccase activity in the system was examined using polymerization of urushiol. The laccase activity in the system was examined using syringaldezine as a substrate, and the activity increased rapidly near the molar ratio of 2-propanol at 0.4, where micro-emulsion started. The activity rose until 0.46 and fell dramatically thereafter. The study of laccase activity in differing mole fractions of 2-propanol showed the existence of an ‘optimal zone’, where the activity of laccase was significantly higher. In order to analyze urushiol polymerization by laccase, a bubble column reactor using a detergentless micro-emulsion system was constructed. Comparative study using other organic solvents systems were conducted and the 2-propanol system was shown to yield the highest polymerization level. The study of laccase activity at a differing mole fraction of 2-propanol showed the existence of an ‘optimal zone’ where the activity was significantly higher. Also, 3,000 cP viscosity was achieved in actual urushi processing, using only 1/100 level of laccase present in urushi.