• Genomics & Informatics
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• 제21권3호
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• pp.43.1-43.13
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• 2023

Melanin is synthesized by tyrosinase to protect the skin from ultraviolet light. However, overproduction and accumulation of melanin can result in hyperpigmentation and skin melanoma. Tyrosinase inhibitors are commonly used in the treatment of hyperpigmentation. Natural tyrosinase inhibitors are often favoured over synthetic ones due to the potential side effects of the latter, which can include skin irritation, allergies, and other adverse reactions. Nuciferine, an alkaloid derived from Nelumbo nucifera, exhibits potent antioxidant and anti-proliferative properties. This study focused on the in silico screening of nuciferine for anti-tyrosinase activity, using kojic acid, ascorbic acid, and resorcinol as standards. The tyrosinase protein target was selected through homology modeling. The residues of the substrate binding pocket and active site pockets were identified for the purposes of grid box optimization and docking. Therefore, nuciferine is a potent natural tyrosinase inhibitor and shows promising potential for application in the treatment of hyperpigmentation and skin melanoma.

• Archives of Pharmacal Research
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• 제27권12호
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• pp.1226-1232
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• 2004

Extracts from seventeen seaweeds were determined for tyrosinase inhibitory activity using mushroom tyrosinase with L-tyrosine as a substrate. Only one of them, Ecklonia stolonifera OKAMURA (Laminariaceae) belonging to brown algae, showed high tyrosinase inhibitory activity. Bioassay-guided fractionation of the active ethyl acetate (EtOAc) soluble fraction from the methanolic extract of E. stolonifera, led us to the isolation of phloroglucinol derivatives [phloroglucinol (1), eckstolonol (2), eckol (3), phlorofucofuroeckol A (4), and dieckol (5)]. Compounds 1~5 were found to inhibit the oxidation of L-tyrosine catalyzed by mushroom tyrosinase with $IC_{50}$ values of 92.8, 126, 33.2, 177, and 2.16 ${\mu}g$ /mL, respectively. It was compared with those of kojic acid and arbutin, well-known tyrosinase inhibitors, with $IC_{50}$ values of 6.32 and 112 ${\mu}g$ / mL, respectively. The inhibitory kinetics analyzed from Lineweaver-Burk plots, showed compounds 1 and 2 to be competitive inhibitors with $K_i$ of $2.3{\times}10^{-4}\;and\;3.1{times}10^{-4}$ M, and compounds 3~5 to be noncompetitive inhibitors with $K_i$ of $1.9{\times}10^{-5},\;1.4{\times}10^{-3}\;and\;1.5{\times}10^{-5}$ M, respectively. This work showed that phloroglucinol derivatives, natural compounds found in brown algae, could be involved in the control of pigmentation in plants and other organisms through inhibition of tyrosinase activity using L-tyrosine as a substrate.

• 한국자원식물학회지
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• 제14권1호
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• pp.32-37
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• 2001

한약재 174종으로부터 tyrosinase 저해제를 탐색하였다. 한약재는 30일간 methanol에 담가 놓은 후, 그 추출액을 제조하여 사용하였다 Tyrosinase의 활성을 측정하기 위해서는 효소 mushroom Tyrosinase와 기질 L-DOPA, phosphate buffer를 사용하였다. 탐색 결과, 한약재 174종 중 14개종이 tyrosinase를 저해 효과를 보였고, 그중 오배자 추출액이 inhibition activity가 가장 높게 나타났다.

• 약학회지
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• 제41권4호
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• pp.456-461
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• 1997

Tyrosinase is known to accelerate the melanin polymer biosynthesis in melanocyte, so tyrosinase inhibitors hinder the melanin polymer biosynthesis and are useful not only for th e material used in cosmetics as skin-whitening agents but also as the remedy for disturbances in pigmentation. During our search for new melanin biosynthesis inhibitors from natural sources, 130 higher plants were tested for the inhibitory effect against tyrosinase activity by the mushroom tyrosinase assay. Among them, Carex humilis ($IC_{50}$, 10vg/ml), Sophora flavescence ($IC_{50},\;20{\sim}50{mu}g/ml$) and Styrax japonica ($IC_{50},\;10{\mu}g/ml$) inhibited the tyrosinase activity strongly.

• 한국식품저장유통학회지
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• 제7권4호
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• pp.409-413
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• 2000

식물추출물로부터 보다 안전하고 효과있는 새로운 tyrosinase 저해제를 개발하기 위한 연구의 일환으로 먼저 기존의 spectrophotometric assay를 개선한 새로운 TLC 검색방법을 사용하여 여러 식물추출물을 검색한 결과 백자인의 메탄올추출물이 강한 tyrosinase 저해활성을 갖고 있음을 알 수 있었다. 따라서 백자인의 메탄올추출물로부터 tyrosinase 저해제를 분리하기 위하여 먼저 탈지 메탄올추출물을 에테르, 에틸아세테이트 및 부탄올로 순차적으로 용매분획한 후 이 중 활성이 강한 에테르 추출물을 얻었다, 다음 에테르 추출물을 5% NaHCO$_3$로 씻은 후 산성화하여 얻은 강산성에테르추출물을 silica gel, Sephadex LH-20 및 분취 TLC를 각각 이용하여 4가지의 tyrosinase 저해물질을 분리하였으며, 이 중 화합물 2 ($IC_{50}$/=26 $\mu\textrm{g}$/ml)와 3 ($IC_{50}$/=30 $\mu\textrm{g}$/ml)은 tyrosinase 저해제로 잘 알려진 ascorbic acid ($IC_{50}$/=28 $\mu\textrm{g}$/ml)와 유사하게 강한 tyrosinase 저해활성을 나타내었으며, 현재 그들의 화학구조를 동정하고 있다. 이러한 결과를 미루어볼 때 백자인으로부터 분리된 tyrosinase 저해제는 식품의 효소적갈변저해제로써 뿐만 아니라 기미, 주근깨 및 검반점을 예방할 수 있는 미백화장품 및 의약품의 신소재로써 활용될 수 있을 것으로 기대된다.

• Archives of Pharmacal Research
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• 제27권11호
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• pp.1132-1135
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• 2004

In order to find new tyrosinase inhibitors and the effects of prenyl residue on flavonoid molecules, eight prenylated and three synthetic vinylated flavonoids were examined on their inhibitory effect against tyrosinase activity. From the results, kuwanon C, papyriflavonol A, sanggenon D and sophoflavescenol were found to possess the considerable inhibitory activity. Especially, sanggenon D is revealed as a potent inhibitor ($IC_{50}$ =7.3$\mu$ M), compared to the reference compound, kojic acid ($IC_{50}$ =24.8 $\mu$M). However, the prenylation with isoprenyl group or the vinylation to flavonoid molecules did not enhance tyrosinase inhibitory activity.

• 대한약학회:학술대회논문집
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• 대한약학회 2002년도 Proceedings of the Convention of the Pharmaceutical Society of Korea Vol.2
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• pp.321.1-321.1
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• 2002

To indentify inhibitors of melanogenesis. we compared the effect of some natural products on mushroom tyrosinase. human melanocytic tyrosinase activity and melanin content. The cytotoxicity of the component were also tested on cultured mouse melanoma cells, Each extract significantly inhibited tyrosinase activity and melanin synthesis in vitro and B 16 melanoma cell lines. In B 16 cell lines, watermelon's inner shell extract inhibited tyrosinase activity as strong as kojic acid at 150${\um}g$/${\mu}\ell$ concentration. And morning glory'seed extract inhibited melanin synthesis more than kojic acid at 150${\um}g$/${\mu}\ell$ concentration. Each extract were strong inhibitors of tyrosinase activity and total melanin synthesis in B 16 mouse melanoma cell lines at less than 100${\um}g$/${\mu}\ell$ concetration. These result show that extract of watermelon's inner shell. lettuce. morning glory's seed and licorice root could be developed as skin whitening component of cosmetics.

• Natural Product Sciences
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• 제17권1호
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• pp.26-32
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• 2011

Novel tyrosinase inhibitors are important for pigmentation in the skin. Following extraction of tyrosinase inhibitors from edible vegetables or fruits, we found that the Prunus persica flesh extract (PPFE) exhibited potential inhibitory activity for melanogenesis. PPFE showed tyrosinase inhibitory activity in an enzymatic assay and PPFE also significantly inhibited the melanin formation in cultured mouse melan-a cells. Moreover, real-time RT-PCR analysis revealed that the inhibition of melanin production by PPFE was closely related to marked suppression of mRNA expression of tyrosinase and tyrosinase-related protein-1 and -2 (TRP-1 and TRP-2) in melan-a cells. Further investigation found that the modulation of tyrosinase expression by PPFE was associated with the transcriptional regulation of the microphthalmia-associated transcription factor (MITF). PPFE inhibited the promoter activity of MITF and suppressed MITF mRNA expression in melan-a cells. These results indicate that PPFE down-regulates melanogenesis-associated gene expression through MITF-mediated transcriptional regulation and these events might be related to the hypopigmentary effects of PPFE.

• Natural Product Sciences
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• 제10권2호
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• pp.80-84
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• 2004

Rosmarinic acid and its methyl ester, isolated from the ethyl acetate soluble fraction of the methanolic extract of Salvia miltiorrhiza Bunge (Labiatae), were found to inhibit the oxidation of L-tyrosine catalyzed by mushroom tyrosinase with the $IC_{50}$ values of 16.8 and $21.5\;{\mu}M$, respectively. It was comparable with kojic acid, a well-known tyrosinase inhibitor, with an $IC_{50}$ of $22.4\;{\mu}M$. The inhibitory kinetics analyzed by the Lineweaver-Burk plots, were found rosmarinic acid and its methyl ester to be competitive inhibitors with $K_i\;of\;2.4{\times}10^{-5}\;and\;1.5{\times}10^{-5}\;M$, respectively.

• 한국식품과학회지
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• 제28권6호
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• pp.1089-1094
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• 1996

검은툭눈붕어를 이용하여 tyrosinase 저해제가 어체의 melanogenesis에 미치는 영향을 평가하였다. 저해제로는 glutathione, cysteine, benzoic acid를 각각 5, 5, 1 mM씩울 혼합하여 첨가한 식품첨가물 처리구, 표고버섯을 주기질로 하여 Aspergillus oryzae를 발효시켜 얻은 microbial inhibitor 처리구, 설록차, 무, 팽이버섯, red chicory 등 4종의 식물체 추출액 혼합물 처리구로 나누어 효능을 평가하였다. 검은툭눈붕어를 0.9% NaCl 용액에서 일주일간 양식하면서 stress를 가하여 비늘의 melanin 농도를 높이고 다시 민물에 담고 각 처리구의 저해제를 첨가한 용액에서 6일간 양식한 후 가슴 부위, 측선 부위 및 등지느러미의 색을 색도계로 측정하고 현미경으로 melanin을 관찰하였을 때 식품 첨가물 처리구와 microbial inhibitor 처리구의 색은 대조구보다 명도와 yellowness가 높아진 것으로 나타나 melanogenesis 억제 효과가 뚜렷하였다. 한편, 농산물 처리구의 경우에도 미약하지만 효과가 인정되었다. 저해제를 처리한 검은툭눈붕어와 대조구 붕어의 측선 부위 비늘과 등지느러미를 설취하여 현미경으로 관찰한 결과 저해제 처리구에서는 단위 면적당 melanophore의 수가 감소하고 하나의 melanophore의 크기도 작아진 것으로 나타났다.