Compound having tyrosinase inhibitory activity and synthesis method of compound

Abstract

The invention discloses a compound having a tyrosinase inhibitory activity and a synthesis method of the compound, belonging to the fields of foods, cosmetics and medicines. The synthesis method comprises the following steps: carrying out a reaction between 2,4-dihydroxy benzaldehyde and 2,4-dihydroxy acetophenone under the catalysis of boric acid and vitamin C by taking polyethylene glycol 400 (PEG400) as a solvent for 6h so as to achieve the green synthesis of an efficient tyrosinase inhibiting agent; and carrying out gel column chromatography and high performance liquid chromatography separation so as to prepare a pure product of the efficient tyrosinase inhibiting agent. On the basis of mass spectrum and nuclear magnetism analysis, the substance is determined as 1,3,5-tris-(2,4-dihydroxy-phenyl)-pentane-1,5-dione. The compound disclosed by the invention can be used for effectively inhibiting enzymatic browning of fruits and vegetables, the preparation of whitening cosmetics as well as the preparation of a pharmaceutical preparation for preventing and treating human hyperpigmentation diseases and melanoma caused by excess melanin as well as other requirements to inhibit the activity of the tyrosinase.

Description

technical field [0001] The invention relates to a compound with tyrosinase inhibitory activity and a synthesis method thereof, belonging to the fields of food, cosmetics and medicine. Background technique [0002] Browning and spoilage caused by pathogen infection are two important factors causing postharvest losses of fruits and vegetables. During the processing and storage of fruits and vegetables, enzymatic browning caused by tyrosinase (EC 1.14.18.1) not only affects the color and appearance of products, but also destroys the amino acids of essential products, reduces their nutrition and digestion and absorption, and eventually Seriously affect the nutritional value and market value of the product. Many fruits and vegetables have a short shelf life due to factors such as fungal diseases, mechanical damage and aging. Normally, natural flora often exists in fruit and vegetable products, and may also exist in the process of human consumption. They are generally not toxic ...

AI Technical Summary

Problems solved by technology

However, these methods have many drawbacks, such as harsh reaction conditions, toxic reagents and metal catalysts, strong acids and bases, oily products, long reaction times, low yields, low selectivities, and cumbersome post-processing procedures

In addition, in most cases, the synthesis of hydroxychalcone derivatives requires protection and deprotection of hydroxyl groups, which not only increases the number of reaction steps and time, but also increases the chance of using toxic or harmful reagents

Although there are some green synthesis methods at present, such as using calcium hydroxide as a catalyst and ethylene glycol as a reaction solvent, etc., these green synthesis methods also have problems such as low yield, oily products, and cumbersome post-processing.

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