• Natural Product Sciences
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• 제3권2호
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• pp.111-121
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• 1997

Tyrosinase catalyzes the rate-limiting steps in melanin biosynthesis which is involved in skin-coloring and local hyperpigmentation of human beings, and unfavorable darkening of food products, Inhibitory effects on 3,4-dihydroxy-phenylalanine (dopa) oxidase activity of tyrosinase by 594 kinds of herbal extracts prepared from herbal medicines and wild plants in Korea were estimated. Two herbal extracts prepared from radicis cortex of Morus alba and rhizoma of Curcuma longa were selected as those exhibiting potent inhibitory effects on the enzyme activity. These herbal extracts were subjected to sequential fractionations with methylene chloride, ethyl acetate, n-butanol, and polar residue. The inhibitory effects on dopa oxidase activity of tyrosinase were shown in ethyl acetate fraction of Morus alba, and in methylene chloride fraction of Curcuma langa. The ethyl acetate fraction of Marus alba exhibited 50% of inhibition on dopa oxidase activity of tyrosinase at the concentration of 12 ${\mu}g/ml$, and methylene chloride fraction of Curcuma langa at 51 ${\mu}g/ml$.

• 대한화장품학회지
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• 제36권3호
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• pp.199-205
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• 2010

기질 화합물로써 일련의 phenyl-2,2'-methylenebis(cyclohexane-1,3-dione) 유도체(1-22)들의 치환기($R_1$ 및 $R_2$)가 변화함에 따른 tyrosinase 활성저해에 대한 분자 홀로그래피적인 정량적 구조-활성관계(HQSAR) 모델을 유도하였다. 그리고 tyrosinase 저해활성에 미치는 구조상 요소들의 분석결과에 근거하여 높은 tyrosinase 저해활성을 보이는 새로운 tyrosinase 저해활성 분자를 설계하였다. 또한, 통계적으로 양호한 E-2 모델(상관성; $r_2$ = 0.929 및 예측성; $q_2$ = 0.564)을 유도하였으며 설계된 화합물, P1 ($Pred.pI_{50}$ = 5.48)는 기준물질로 사용된 kojic acid에 비하여 약 13.4배 높은 저해활성을 나타낼 것으로 예측되었다.

• 약학회지
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• 제43권1호
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• pp.28-32
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• 1999

Four derivatives of kojic acid were synthesized and their inhibitory activities against tyrosinase were evaluated. The C-2 hydroxymethyl and C-7 hydroxyl of kojic acid were replaced by carboxylate and amine, respectively. These derivatives were coupled to L-phenylalanine, producing two amide compounds. The carboxylate derivative (3), its amide compound (5), and the amine derivative (7) were weak inhibitors. The amide compound (9) where amine derivative (7) coupled to L-phenylalanine showed strong inhibitory activity ($IC_{50}=24.6{\;}{\mu}M$) comparable to kojic acid.

• Animal cells and systems
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• 제10권4호
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• pp.233-236
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• 2006

For the purpose of the development of skin-whitening or therapeutic agents against hyperpigmentation, aqueous extract from Nardostachys chinensis (AENC) was evaluated for melanogenesis inhibitory activity in B16F10 melanoma cell. The treatment with AENC at the 0.2, 0.5 and 1.0 mg/ml level significantly inhibits the biosynthesis of melanin compared with untreated control. The tyrosinase activity also significantly decreased in AENC-treated cells at the 0.2 and 0.5 mg/ml level and inhibitory effects were more efficient than commercial arbutin at 0.1 mg/ml. The Western analyses confirmed the significantly decreased expression of tyrosinase and tyrosinase-related protein-2 by AENC treatment. These results indicate that AENC may contribute to the inhibition of melanin biosynthesis through regulating the expression as well as activity of tyrosinase and AENC may be useful as a new candidate in the design of new skinwhitening or therapeutic agents.

• 대한화장품학회지
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• 제30권1호
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• pp.33-38
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• 2004

본 연구에서는 천마(Gastrodia elata)추출물의 분획과 butanol 분획층의 연속적인 silicagel column chromatography를 통하여 유효성 분인 4-hydroxybenzyl alcohol 1. bis(4-hydroxyphenyl) methane 2. gastrodin(4-$\beta$-D-glucopyranosyloxybenzyl alcohol) 3을 분리하였다. 4-Hydroxybenzyl alcohol 1과 gastrodin(4-$\beta$-D-glucopyranosyloxybenzyl alcohol) 3은 tyrosinase에 대한 저해작용은 없으나 B16 melanoma 세포의 melanin 새성을 억제한다는 것을 발견하였다. Bis(4-hydroxyphenyl)methane 2 ($IC_{50}$/ = 400 $\mu\textrm{g}$/mL)은 arbutin ($IC_{50}$/ = 400 $\mu\textrm{g}$/mL) 보다 약 $\frac{1}{4}$의 tyrosinase 활성 저해작용을 나타내었지만 B16 melanoma 세포의 melanin 생성 억제는 오히려 arbutin 보다 높게 나왔다. 또한 butanol 분획층 ($IC_{50}$/ = 46$\mu\textrm{g}$/mL)의 tyrosinase에 대한 활성 저해 작용이 arbutin ($IC_{50}$/ = 114 $\mu\textrm{g}$/mL)보다 높은 억제 작용을 나타내었고 B16 melanoma 세포의 melanin 생성 억제도 arbutin 보다 높게 나왔다. 특히 butanol 분획층으로부터 분리된 페놀성 혼합물 ($IC_{50}$/ = 2.37 $\mu\textrm{g}$/mL)은 arbutin 보다 약 50배 가까운 매운 높은 tyrosinase 활성 억제 작용을 나타내었다. 이러한 결과로부터 천마추출물로부터 분리된 유효성분들이 tyrosinase에 대한 저해작용 뿐만 아니라 B16 melanoma 세포의 melanin 생성을 억제하는 것을 알 수 있었다.

• 생약학회지
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• 제35권4호통권139호
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• pp.380-383
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• 2004

The purpose of this study was to evaluate mushroom Tyrosinase inhibitory activity of Cuscuta japonica Choisy and C. australis R.Be. The experimental materials were expressed juice from their stems and flowers, both water and ethanol extracts, their seeds, and two kinds of commercially available cosmetic packing Wontosa and Bupjetosa (made from seeds of C. japonica). The 50% inhibitory concentration $(IC_{50})$ of C. Japonica juice was 5.4 mg/ml. However, C. australis juice showed negligible mushroom tyrosinase inhibitory activity. The $IC_{50}$ of water extracted C. japonica seed was $54.0\;{\mu}g/ml$, water extracted product of Wontosa $50.0\;{\mu}g/ml$ and Bupjetosa $40\;{\mu}g/ml$. The $IC_{50}$ of ethanol extracted C. japonica seed was $10\;{\mu}g/ml$, Wontosa $10\;{\mu}g/ml$ and Bupjetosa $20\;{\mu}g/ml$.

• 약학회지
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• 제41권4호
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• pp.518-523
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• 1997

To isolate biologically active compounds which exhibit tyrosinase inhibition activity and ultimately express skin whitening effect, 14 oriental herbal drugs were screened in ter ms of tyrosinase inhibition. For this purpose, in vitro enzyme assay system for tyrosinase, so called Pomerantz method with some modifications has been established. Crude methanolic extracts from 14 herbal drugs were made and examined for their inhibitory activity against tyrosinase. Those extracts from Cnidii Rhizoma, Arecae Semen, Caryophylli Flos, and Ephedrae Herba showed strong inhibitory activities on mushroom tyrosinase. Therefore, crude methanolic extracts from those 4 herbal drugs were further fractionated using ether, butanol and water. respectively. The ether and n-butanol extracts from Arecae Semen and the n-butanol and water extracts from Caryophylli Flos, respectively, showed relatively strong tyrosinase inhibitory activity compared to arbutin.

• Fisheries and Aquatic Sciences
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• 제3권3_4호
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• pp.195-199
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• 2000

Tyrosinase inhibitory activities of 14 kinds of seaweed, Ecklonia stolonifera, Ecklonia cava, Undaria pinnatiflda, Laminaria japonica, Sargassum fulvellum, Sargassum miyabei, Sargassum thunbergii, Porphyra yezoensis, Gracilaria verrucosa, Carpopeltis affinis, Pachymeniopsis elliptica, Gelidium amansii, Codium fragile and Ulva pertusa were determined using commercially available mushroom tyrosinase in an in vitro assay system. The $1\%$ (w/v) methanol extract from E. stolonifera showed the highest tyrosinase inhibitory activity of $79.0\%$, electron donating activity of $79.0\%$ and total phenol content of 3.75 mg/100g. Ethyl acetate-methanol-water (7 : 2 : 0.2, v/v) fraction $(0.5\%,\;w/v)$ isolated from the methanol extract showed tyrosinase inhibitory activity of $75.9 \%$, electron donating activity of $88.1 \%$ and total phenol content of 4.38 mg/100g. Tyrosinase inhibitory activity was closely associated with total phenol content (R = 0.99) and electron donating activity (R=0.99). Maximum absorption wavelength of the fraction was 218nm and that of phenolic compounds showed about a range from 210 to 220nm. The inhibition mode of the fraction was noncompetitive inhibition.

• 한국응용과학기술학회지
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• 제34권2호
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• pp.296-304
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• 2017

구아바 잎 추출물이 미백 기능성 화장품 소재로써의 활용 가능성을 확인하고자 하였다. DPPH radical 소거 활성, 세포 내 ROS 측정, B16F10 melanoma cell 에서의 세포 독성 및 자외선A에 대한 세포 보호효과, 시험관 내 tyrosinase 억제 효과, 멜라닌 생합성 억제 효과를 측정하였다. 구아바 잎 추출물의 높은 DPPH radical 소거 활성과, 세포 내 ROS 활성 억제 측정을 통해 항산화 효과를 확인하였다. B16F10 melanoma cell에서의 세포 생존율이 모든 농도에서 98% 이상의 생존율을 나타냈으며, UVA로부터의 세포 보호효과가 농도 의존적으로 높아지는 것을 확인하였다. 또한 10%의 시험관 내 tyrosinase 활성 억제 효과와 20%의 멜라닌 생합성 억제 효과를 확인되었다. 구아바 잎 추출물은 B16F10 melanoma cell에 대한 독성이 적고, 높은 항산화 활성과 tyrosinase 활성 억제 및 멜라닌 생합성 억제 효과를 통해 안전하고 우수한 미백 효과를 가진 미백 기능성 화장품 소재로써의 개발 가능성을 확인하였다.

• Archives of Pharmacal Research
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• 제22권4호
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• pp.335-339
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• 1999

The oxidation-reduction potentials of cosmetic raw materials, showing tyrosinase inhibitory action, and phenolic compounds structurally similar to L-tyrosine were determined by cylcic voltammetry. The voltammograms obtained could be classified ito 4 patterns (patterns 1-4). Patterns 1, characterized by oxidation and reduction peaks as a pair, was observed with catechol, hydroquinone or phenol, and pattern 2 exhibiting another oxidation peak in addition to oxidation and reduction peaks as a pair was found with arbutin, kojic acid, resorcinol, methyl p-hydroxybenzoate and L-tyrosine as the substrate of tyrosinase. Pattern 3 with an independent oxidation peak only was expressed by L-ascorbic acid, and pattern 4 with a reduction peak only at high potentials, by hinokitiol. The tyrosinase inhibitory activity of these compounds was also evaluated using the 50% inhibitory concentration ($IC_{50}$) and the inhibition constant (Ki) as parameters. Hinokitiol, classified as patterns 4, showed the highest inhibitory activity (lowest $IC_{50}$ and Ki). Hydroquinone showing the second highest activity belonged to pattern 1, which also included compounds exhibiting pattern 2 was relatively low with Ki values being in the order of 10-4 M. Although there was no consistent relationship between oxidation-reduction potentials and tyrosinase inhibitory action, the voltammetry data can be used as an additional index to establish the relationship between the structure and the tyrosine inhibitory activity.