A curcumin derivative and its preparation method and application

By changing the β-dione and benzene ring substituents in the curcumin structure, curcumin derivatives with high androgen receptor degradation effects were prepared, which solved the shortcomings of dimethyl curcumin in the prior art in degrading androgen receptor activity, and achieved a more effective inhibitory effect of prostate cancer cells.

CN116283676BActive Publication Date: 2025-03-28CHANGZHOU UNIV
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Patent Information

Application Number
CN202310295427.8
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Filing Date
2023-03-24
Publication Date
2025-03-28
Estimated Expiration
2043-03-24

AI Technical Summary

Technical Problem

The existing dimethyl curcumin still has room for improvement in the activity of degrading androgen receptors, and the lack of more curcumin derivatives can effectively inhibit the invasion and metastasis of prostate cancer.

Method used

By changing the β-dione species in the curcumin structure and the substituents on the beta-dione ring, curcumin derivatives with high androgen receptor degradation effects, such as compounds I, II, III and IV.

Benefits of technology

These curcumin derivatives show higher or equivalent to dimethyl curcumin and androgen receptor inhibitory activity, especially compounds I and III perform well in androgen receptor inhibitory.

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Abstract

The present invention belongs to the field of biomedicine technology, and specifically relates to a curcumin derivative and a preparation method and application thereof. The chemical structure of the curcumin derivative is wherein R1 is NHSO2CH3 or H, R2 is NHSO2CH3 or H, R3 is NHSO2CH3 or H, R4 is NHSO2CH3 or H, and R5 is CH2COOCH2CH3 or H. The present invention prepares and screens novel compounds with high prostate cancer cell inhibition activity and high androgen receptor degradation activity by changing the β-diketone in the curcumin structure and the substituents on the benzene ring. These curcumin derivatives have potential application value in the treatment of prostate cancer.
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