Skin whitening composition containing arbutin derivative
A derivative, arbutin technology, applied in the field of skin whitening compositions, can solve the problem of not finding p-hydroxyphenyl and so on
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Embodiment 1
[0082] Embodiment 1: the synthesis of arbutin derivative (p-hydroxyphenyl 2,3,4,6-tetra-O-acetyl-β-D-glucoside)
[0083] Pentaacetyl glucopyranoside (PAG) 390g (Sigma-Aldrich, USA), hydroquinone 110g (Sigma-Aldrich, USA), toluene 1L (Sigma-Aldrich, USA), triethylamine 10g (Sigma-Aldrich, USA) mixed solution 0.1 g of catalyst-p-toluenesulfonic acid hydrate (Sigma-Aldrich, USA) was slowly added into the mixture, and it was allowed to react at a reaction temperature of 60° C. for 5 hours while vigorously stirring. After the reaction, 2 L of water and 3 L of ethyl acetate were added, and the organic layer was separated and washed with water. The organic layer was desolventized in a vacuum evaporator, and then separated according to silica gel column chromatography (column chromatography). After purification, 240 g of arbutin derivatives were obtained.
experiment example 1
[0084] Experimental Example 1: Mushroom Tyrosinase Activity Interfering Effect
[0085] The inhibition activity of mushroom tyrosinase is generally measured by spectroscopic methods, and this laboratory measures according to the method of Vanni et al. (Vanni A. at al., Annali di Chimica, 80(35), 1990). 0.1M Potassium Phosphate buffer (Potassium Phosphate buffer, pH 6.8) 1.0ml, 0.3㎎ / ml L-tyrosine (L-tyrosine) aqueous solution 1.0ml and 1250unit / ml mushroom tyrosinase (mushroom tyrosinase) 0.1ml after mixing Here, 0.2 ml of sample solution was added according to the concentration, and the enzymatic reaction was carried out at 37° C. for 10 minutes. The positive control group used arbutin (arbutin, Bioland Company). The absorbance of the reaction solution was measured at 480 nm, and the enzyme-inhibiting activity of the sample was calculated according to the following formula 1, and the results are shown in Table 1.
[0086] [Formula 1]
[0087] Mushroom tyrosinase inhibition r...
experiment example 2
[0093] Experimental example 2: Cytotoxicity measurement using B16 melanoma cells
[0094] Using the arbutin derivative as a sample, the cell viability of B16 melanoma cells was measured. The specific content is: B16 melanoma cells (ATCC CRL6323) in DMEM (Dulbecco's modified Eagle's Medium) medium supplemented with 10% small serum, 1x10 5 Cell density seeding followed by 5% CO 2 , cultured at 37°C for one day. Then, after switching to new DMEM 10% medium, the samples were processed in wells of different concentrations and cultured for 3 days. After 3, remove the medium, treat 1ml of 0.33㎎ / ml MTT ((3-[4,5-dimethylthiazole-2-yl]-2,5-diphenyltetrazolium bromide), Sigma M5655), and react at 37°C for 4 After one hour, MTT was removed, 1 mL of DMSO (dimethylsulfoxide) was added, and the degree of color development was measured as absorbance at 575 nm. All experiments were repeated 3 times, and the average value was calculated after statistical processing. The results are shown i...
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