1-(3-氯-4-氟苄)哌嗪基色酮衍生物、制备方法及其作为酪氨酸酶抑制剂的应用

By preparing 1-(3-chloro-4-fluorobenzyl)piperazinylchromone derivatives, the problems of insufficient safety, stability and activity of existing tyrosinase inhibitors were solved, and a highly efficient and safe tyrosinase inhibition effect was achieved.

CN121758408BActive Publication Date: 2026-07-17LANZHOU UNIV SECOND HOSPITAL
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
LANZHOU UNIV SECOND HOSPITAL
Filing Date
2025-12-25
Publication Date
2026-07-17

AI Technical Summary

Technical Problem

Existing tyrosinase inhibitors have safety and toxicity issues, insufficient stability, and limited activity, making it difficult to meet the demand for highly effective treatment.

Method used

We developed 1-(3-chloro-4-fluorobenzyl)piperazinylchromone derivatives and prepared compounds W1, W2, W3~W14 through specific synthetic steps. These compounds, as tyrosinase inhibitors, exhibit reversible mixed-type inhibitory activity.

Benefits of technology

1-(3-chloro-4-fluorobenzyl)piperazinylchromone derivatives exhibit highly efficient tyrosinase inhibition with significantly increased IC50 values, and show no cytotoxicity to B16F10 cells in vitro, demonstrating excellent drug-like properties.

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Abstract

本发明涉及药物合成技术领域，具体涉及1‑(3‑氯‑4‑氟苄)哌嗪基色酮类衍生物、制备方法及其作为酪氨酸酶抑制剂的应用，所述的1‑(3‑氯‑4‑氟苄)哌嗪基色酮类衍生物具有式（I）所示的结构式：；其中，R为一个或多个取代基；R独立地选自氢、羟基、卤素、烷基、烷氧基中的一种或几种，具有较强的酪氨酸酶抑制作用，相较于阳性对照曲酸，最高提高了168倍；对于酪氨酸酶是可逆、混合型抑制作用；在体外对B16F10细胞的黑素生成和酪氨酸酶活性的影响在浓度(3~90μM)下进行，对B16F10细胞没有细胞毒性；在相同的测试浓度下，化合物W2比曲酸具有更强的黑色素抑制活性，具备优异的成药性，具有广阔的应用前景。
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Citation Information

Patent Citations

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