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https://www.readbyqxmd.com/read/29907470/the-tyrosinase-inhibitory-effects-of-isoxazolone-derivatives-with-a-z-%C3%AE-phenyl-%C3%AE-%C3%AE-unsaturated-carbonyl-scaffold
#1
Su Jeong Kim, Jungho Yang, Sanggwon Lee, Chaeun Park, Dongwan Kang, Jinia Akter, Sultan Ullah, Yeon-Jeong Kim, Pusoon Chun, Hyung Ryong Moon
Thirteen (Z)-4-(substituted benzylidene)-3-phenylisoxazol-5(4H)-ones were designed to confirm the geometric effect of the double bond of the β-phenyl-α, β-unsaturated carbonyl scaffold on tyrosinase inhibitory activity. Compounds 1a-1m, which all possessed the (Z)-β-phenyl-α, β-unsaturated carbonyl scaffold, were synthesized using a tandem reaction consisting of an isoxazolone ring formation and a Knoevenagel condensation, and three starting materials, ethyl benzoylacetate, hydroxylamine and benzaldehydes...
May 31, 2018: Bioorganic & Medicinal Chemistry
https://www.readbyqxmd.com/read/29904107/pathological-modelling-of-pigmentation-disorders-associated-with-hutchinson-gilford-progeria-syndrome-hgps-revealed-an-impaired-melanogenesis-pathway-in-ips-derived-melanocytes
#2
Alessandra Lo Cicero, Manoubia Saidani, Jennifer Allouche, Anne Laure Egesipe, Lucile Hoch, Celine Bruge, Sabine Sigaudy, Annachiara De Sandre-Giovannoli, Nicolas Levy, Christine Baldeschi, Xavier Nissan
Hutchinson-Gilford Progeria Syndrome (HGPS) is a rare genetic disorder that leads to premature aging. In this study, we used induced pluripotent stem cells to investigate the hypopigmentation phenotypes observed in patients with progeria. Accordingly, two iPS cell lines were derived from cells from HGPS patients and differentiated into melanocytes. Measurements of melanin content revealed a lower synthesis of melanin in HGPS melanocytes as compared to non-pathologic cells. Analysis of the melanosome maturation process by electron microscopy revealed a lower percentage of mature, fully pigmented melanosomes...
June 14, 2018: Scientific Reports
https://www.readbyqxmd.com/read/29902886/-the-network-pharmacological-mechanisms-of-four-anti-vitiligo-uyghur-medicines-based-on-phlegmatic-temperament-theory
#3
Ji-Ye Wang, Xiao-Qin Wang, Yun Tang, Bo Zhang
To explore the network pharmacological mechanisms of four anti-vitiligo Uyghur medicines based on the Phlegmatic temperament theory. First, The anti-vitiligo Uyghur medicine formulas based on Phlegmatic temperament theory were collected. The pharmacokinetic characteristic of main compounds in four anti-vitiligo Uyghur medicines were obtained by using admetSAR. The targets of active compounds were predicted via bSDTNBI (balanced substructure-drug-target network-based inference model) method. Then, biological process (BP) and molecular function (MF) enrichment analysis of targets were analysed via DAVID database...
May 2018: Zhongguo Zhong Yao za Zhi, Zhongguo Zhongyao Zazhi, China Journal of Chinese Materia Medica
https://www.readbyqxmd.com/read/29899264/the-late-stages-of-melanogenesis-exploring-the-chemical-facets-and-the-application-opportunities
#4
REVIEW
Lucia Panzella, Atsuko Ebato, Alessandra Napolitano, Kenzo Koike
In the last decade, the late stages of melanin biosynthesis involving the oxidative polymerization of 5,6-dihydroxyindole (DHI) and 5,6-dihydroxyindole-2-carboxylic acid (DHICA) have been extensively investigated. Most of the information derived from a biomimetic approach in which the oxidation of melanogenic indoles was carried out under conditions mimicking those occurring in the biological environment. Characterization of the early oligomers allowed for drawing a structural picture of DHI and DHICA melanins, providing also an interpretative basis for the different properties exhibited by these pigments, e...
June 13, 2018: International Journal of Molecular Sciences
https://www.readbyqxmd.com/read/29891820/-2-e-5-e-2-5-bis-3-hydroxy-4-methoxybenzylidene-cyclopentanone-exerts-anti-melanogenesis-and-anti-wrinkle-activities-in-b16f10-melanoma-and-hs27-fibroblast-cells
#5
Hee Jin Jung, A Kyoung Lee, Yeo Jin Park, Sanggwon Lee, Dongwan Kang, Young Suk Jung, Hae Young Chung, Hyung Ryong Moon
Ultraviolet (UV) radiation exposure is the primary cause of extrinsic skin aging, which results in skin hyperpigmentation and wrinkling. In this study, we investigated the whitening effect of (2 E ,5 E )-2,5-bis(3-hydroxy-4-methoxybenzylidene)cyclopentanone (BHCP) on B16F10 melanoma and its anti-wrinkle activity on Hs27 fibroblasts cells. BHCP was found to potently inhibit tyrosinase, with 50% inhibition concentration (IC50 ) values of 1.10 µM and 8.18 µM for monophenolase (l-tyrosine) and diphenolase (l-DOPA), and the enzyme kinetics study revealed that BHCP is a competitive-type tyrosinase inhibitor...
June 11, 2018: Molecules: a Journal of Synthetic Chemistry and Natural Product Chemistry
https://www.readbyqxmd.com/read/29891464/-shufeng-huoxue-formula-suppresses-proliferation-and-regulates-melanin-metabolism-in-murine-b16-melanoma-cells-in-vitro-through-autophagy-pathway
#6
Yi-Wei Geng, Ya-Lan Wang, Rong Deng, Kai-Li Fu, Yan Deng
OBJECTIVE: To investigate the role of autophagy in the regulatory effect of Shufeng Huoxue Fumula (SFHXF) on the proliferation and melanin metabolism in cultured murine B16 melanoma cells. METHODS: B16 cells were treated with solutions containing 0.12, 0.25, 0.49, 0.98, or 1.96 mg/mL SFHXF preparations, rapamycin (an autophagy inducer), or rapamycin+SFHXF. The changes in the proliferation of B16 cells were assessed using MTT assay, and tyrosinase activity and melanin content in the cells were determined...
May 20, 2018: Nan Fang Yi Ke da Xue Xue Bao, Journal of Southern Medical University
https://www.readbyqxmd.com/read/29890751/correlation-between-the-potency-of-flavonoids-on-mushroom-tyrosinase-inhibitory-activity-and-melanin-synthesis-in-melanocytes
#7
Worrawat Promden, Wittawat Viriyabancha, Orawan Monthakantirat, Kaoru Umehara, Hiroshi Noguchi, Wanchai De-Eknamkul
Twenty-seven flavonoids isolated from Dalbergia parviflora with vast structural diversity were screened for inhibitory activity against mushroom and murine tyrosinases using l-DOPA as the substrate. Among the flavonoids tested, only four—khrinone ( 5 ), cajanin ( 9 ), (3 RS )-3′-hydroxy-8-methoxy vestitol ( 21 ), and (6a R ,11a R )-3,8-dihydroxy-9-methoxy pterocarpan ( 27 )—reacted with mushroom tyrosinase, with IC50 values of 54.0, 67.9, 67.8, and 16.7 μM, respectively, and only compound 27 showed inhibitory activity against murine tyrosinase...
June 9, 2018: Molecules: a Journal of Synthetic Chemistry and Natural Product Chemistry
https://www.readbyqxmd.com/read/29890139/anti-melanogenic-activity-of-schaftoside-in-rhizoma-arisaematis-by-increasing-autophagy-in-b16f1-cells
#8
Pan Soo Kim, Ji Hyun Shin, Doo Sin Jo, Dong Woon Shin, Dong-Hwa Choi, Woo Jung Kim, Kyuhee Park, Jin Kyu Kim, Chul Gue Joo, Jong Suk Lee, Yongmun Choi, Yong Won Shin, Joong Jin Shin, Hong Bae Jeon, Jin-Ho Seo, Dong-Hyung Cho
Skin pigmentation involves multiple processes, including melanin synthesis, transport, and melanosome release. Melanin content determines skin color and protects against UV radiation-induced damage. Autophagy is a cooperative process between autophagosomes and lysosomes that degrades cellular components and organelles. In the present study, B16F1 cells were treated with Rhizoma Arisaematis extract (RA) and assessed for pigmentation and autophagy regulation. RA treatment suppressed the α-MSH-stimulated increase of melanogenesis and down-regulated the expression of tyrosinase and TRP1 proteins in B16F1 cells...
June 8, 2018: Biochemical and Biophysical Research Communications
https://www.readbyqxmd.com/read/29887353/selective-synthesis-of-7-o-substituted-luteolin-derivatives-and-their-melanonenesis-and-proliferation-inhibitory-activity-in-b16-melanoma-cells
#9
Kosei Yamauchi, Akari Fujieda, Tohru Mitsunaga
In our previous study, the isolation of ugonin J, K, and L, which are luteolin derivatives, from the roots of Helminthostachys zeylanica and their identification as potent melanogenesis inhibitors, was described. The structure activity relationship (SAR) investigation in that study revealed that the catechol moiety in the B-ring of the flavone skeleton of ugonin K was important for its melanogenesis inhibitory activity, and the presence of the low polarity substituents at the C-7 position enhanced this activity...
May 28, 2018: Bioorganic & Medicinal Chemistry Letters
https://www.readbyqxmd.com/read/29870090/effect-of-3-6-anhydro-l-galactose-on-%C3%AE-melanocyte-stimulating-hormone-induced-melanogenesis-in-human-melanocytes-and-a-skin-equivalent-model
#10
Ji Hye Kim, Dong Hyun Kim, Kyung Mun Cho, Kyoung Heon Kim, Nam Joo Kang
3,6-Anhydro-l-galactose (l-AHG) is a bioactive sugar that is a major component of agarose. Recently, l-AHG was reported to have anti-melanogenic potential in human epidermal melanocytes (HEMs) and B16F10 melanoma cells; however, its underlying molecular mechanisms remain unknown. At noncytotoxic concentrations, l-AHG has been shown to inhibit alpha-melanocyte-stimulating hormone-induced melanin synthesis in various cell models, including HEMs, melan-a cells, and B16F10 cells. Although l-AHG did not inhibit tyrosinase activity in vitro, reverse transcription-polymerase chain reaction results demonstrated that the anti-melanogenic effect of l-AHG was mediated by transcriptional repression of melanogenesis-related genes, including tyrosinase, tyrosinase-related protein-1 (TRP-1), tyrosinase-related protein-2 (TRP-2), and microphthalmia-associated transcription factor (MITF) in HEMs...
June 5, 2018: Journal of Cellular Biochemistry
https://www.readbyqxmd.com/read/29865165/downregulation-of-%C3%AE-melanocyte-stimulating-hormone-induced-activation-of-the-pax3-mitf-tyrosinase-axis-by-sorghum-ethanolic-extract-in-b16f10-melanoma-cells
#11
Da Hyun Lee, Sung Shin Ahn, Jung-Bong Kim, Yoongho Lim, Young Han Lee, Soon Young Shin
Ultraviolet irradiation-induced hyperpigmentation of the skin is associated with excessive melanin production in melanocytes. Tyrosinase (TYR) is a key enzyme catalyzing the rate-limiting step in melanogenesis. TYR expression is controlled by microphthalmia-associated transcription factor (MITF) expression. Sorghum is a cereal crop widely used in a variety of foods worldwide. Sorghum contains many bioactive compounds and is beneficial to human health. However, the effects of sorghum in anti-melanogenesis have not been well characterized...
June 1, 2018: International Journal of Molecular Sciences
https://www.readbyqxmd.com/read/29857961/the-role-of-sex-determining-region-y-box-6-in-melanogenesis-in-alpaca-melanocytes
#12
Bin Du, Xuexian Liu, Pengqian Zhang, Junzhen Zhang, Kaiyuan Ji, Shuaipeng Hu, Shanshan Yang, Bo Liu, Ruiwen Fan
BACKGROUND: Sex-determining region Y-box (SOX) proteins function as transcriptional regulators. The derivation of melanocytes from nerve crest cells has been reported to depend on SOX proteins, including SOX10 and SOX5. Whether SOX6 is expressed and has a functional role in melanocytes is unknown. OBJECTIVE: We aimed to study the effect of transcription factor SOX6 on melanogenesis in alpaca melanocytes. METHODS: We verified the role of SOX6 in melanogenesis by overexpressing and inhibiting SOX6 in melanocytes...
May 23, 2018: Journal of Dermatological Science
https://www.readbyqxmd.com/read/29846953/exploring-pathways-for-sustained-melanogenesis-in-facial-melasma-an-immunofluorescence-study
#13
Ana C C Esposito Lemos, Gabrielli Brianezi, Nathalia P de Sousa, Luciane D B Miot, Mariângela E A Marques, Hélio A Miot
BACKGROUND: The physiopathology of epidermal hypermelanization in melasma is not completely understood. Several cytokines and growth factors are increased in skin with melasma, nevertheless, nor the pathways involved in the increased αMSH expression have been adequately evaluated, nor a model for sustained focal melanogenesis is available. OBJECTIVE: To explore stimulatory pathways for epidermal pigmentation in facial melasma related to αMSH: those linked to ultraviolet radiation, oxidative stress, inflammation, neural crest pigmentation cell differentiation and antagonism of αMSH...
May 30, 2018: International Journal of Cosmetic Science
https://www.readbyqxmd.com/read/29800677/manduca-sexta-serpin-12-controls-the-prophenoloxidase-activation-system-in-larval-hemolymph
#14
Fan Yang, Yang Wang, Niranji Sumathipala, Xiaolong Cao, Michael R Kanost, Haobo Jiang
Insect prophenoloxidase activation is coordinated by a serine protease network, which is regulated by serine protease inhibitors of the serpin superfamily. The enzyme system also leads to proteolytic processing of a Spätzle precursor. Binding of Spätzle to a Toll receptor turns on a signaling pathway to induce the synthesis of defense proteins. Previous studies of the tobacco hornworm Manduca sexta have revealed key members of the protease cascade, which generates phenoloxidase for melanogenesis and Spätzle to induce immunity-related genes...
August 2018: Insect Biochemistry and Molecular Biology
https://www.readbyqxmd.com/read/29797450/prediction-of-skin-anti-aging-clinical-benefits-of-an-association-of-ingredients-from-marine-and-maritime-origins-ex-vivo-evaluation-using-a-label-free-quantitative-proteomic-and-customized-data-processing-approach
#15
Sebastien Hameury, Laurent Borderie, Jean-Marc Monneuse, Gilbert Skorski, Dominique Pradines
BACKGROUND: The application of ingredients from marine and maritime origins is increasingly common in skin care products, driven by consumer expectations for natural ingredients. However, these ingredients are typically studied for a few isolated in vitro activities. OBJECTIVES: The purpose of this study was to carry out a comprehensive evaluation of the activity on the skin of an association of ingredients from marine and maritime origins using label-free quantitative proteomic analysis, in order to predict the clinical benefits if used in a skin care product...
May 23, 2018: Journal of Cosmetic Dermatology
https://www.readbyqxmd.com/read/29781574/melanocyte-development-in-the-mouse-tail-epidermis-requires-the-adamts9-metalloproteinase
#16
Grace Tharmarajah, Ulrich Eckhard, Fagun Jain, Giada Marino, Anna Prudova, Oscar Urtatiz, Helmut Fuchs, Martin H de Angelis, Christopher M Overall, Catherine D Van Raamsdonk
The mouse tail has an important role in the study of melanogenesis, because mouse tail skin can be used to model human skin pigmentation. To better understand the development of melanocytes in the mouse tail, we cloned two dominant ENU-generated mutations of the Adamts9 gene, Und3 and Und4, which cause an unpigmented ring of epidermis in the middle of the tail, but do not alter pigmentation in the rest of the mouse. Adamts9 encodes a widely expressed zinc metalloprotease with thrombospondin type 1 repeats with few known substrates...
May 21, 2018: Pigment Cell & Melanoma Research
https://www.readbyqxmd.com/read/29772675/silencing-stem-cell-factor-gene-in-fibroblasts-to-regulate-paracrine-factor-productions-and-enhance-c-kit-expression-in-melanocytes-on-melanogenesis
#17
Pin-Hui Li, Li-Heng Liu, Cheng-Chung Chang, Rong Gao, Chung-Hang Leung, Dik-Lung Ma, Hui-Min David Wang
Melanogenesis is a complex physiological mechanism involving various paracrine factors. Skin cells such as keratinocytes, fibroblasts, and melanocytes communicate with one another through secreted regulators, thereby regulating the melanocytes' bio-functions. The stem cell factor (SCF) is a paracrine factor produced by fibroblasts, and its receptor, c-kit, is expressed on melanocytes. Binding of SCF to c-kit activates autophosphorylation and tyrosine kinase to switch on its signal transmission. SCF inhibition does not suppress fibroblast proliferation in MTT assay, and SCF silencing induced mRNA expressions of paracrine factor genes, HGF , NRG-1 , and CRH in qPCR results...
May 16, 2018: International Journal of Molecular Sciences
https://www.readbyqxmd.com/read/29770559/ethical-legal-and-social-implications-of-forensic-molecular-phenotyping-in-south-africa
#18
Nandi Slabbert, Laura Jane Heathfield
Conventional forensic DNA analysis involves a matching principle, which compares DNA profiles from evidential samples to those from reference samples of known origin. In casework, however, the accessibility to a reference sample is not guaranteed which limits the use of DNA as an investigative tool. This has led to the development of phenotype prediction, which uses SNP analysis to estimate the physical appearance of the sample donor. Physical traits, such as eye, hair and skin colour, have been associated with certain alleles within specific genes involved in the melanogenesis pathways...
May 17, 2018: Developing World Bioethics
https://www.readbyqxmd.com/read/29763975/chemical-constituents-of-the-seed-cake-of-camellia-oleifera-and-their-antioxidant-and-antimelanogenic-activities
#19
Wan-Fang Zhu, Ci-Li Wang, Feng Ye, Hao-Peng Sun, Cong-Yu Ma, Wen-Yuan Liu, Feng Feng, Masahiko Abe, Toshihiro Akihisa, Jie Zhang
There is a growing interest in the exploitation of agricultural byproducts. This study explored the potential beneficial health effects from the main biowaste, tea seed pomace of Camellia oleifera Abel. (Theaceae), produced when tea seed is processed. Eighteen compounds were isolated from the 70% EtOH extract of the seed cake of C. oleifera. Their structures were determined by ESI-MS, 1 H NMR and 13 C NMR together with literature data. All fractions and compounds were evaluated for the antioxidant, and melanogenesis inhibitory activities...
May 15, 2018: Chemistry & Biodiversity
https://www.readbyqxmd.com/read/29763564/inhibitors-of-melanogenesis-an-updated-review
#20
Thanigaimalai Pillaiyar, Vigneshwaran Namasivayam, Manoj Manickam, Sang-Hun Jung
Melanins are pigment molecules that determine the skin, eye, and hair color of the human subject to its amount, quality, and distribution. Melanocytes synthesize melanin and provide epidermal protection from various stimuli, such as harmful ultraviolet radiation, through the complex process called melanogenesis. However, serious dermatological problems occur when there is excessive production of melanin in different parts of the human body. These include freckles, melasma, senile lentigo, pigmented acne scars, and cancer...
May 24, 2018: Journal of Medicinal Chemistry
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