Curcumin analog and preparation method and application thereof

By modifying the molecular structure of curcumin, a curcumin analog 1,7-bis(4-hydroxy-3-allylphenyl)-1,6-heptadien-3,5-dione was synthesized, which solved the problem of limited existing curcumin structural modification and achieved a stronger inhibitory effect on specific tumor cells, showing broad potential for anti-tumor drug applications.

CN102126938AInactive Publication Date: 2011-07-20XIAMEN UNIV
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Patent Information

Application Number
CN201010589444.5
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2010-12-15
Publication Date
2011-07-20
Estimated Expiration
Not applicable · inactive patent

AI Technical Summary

Technical Problem

While existing curcumin exhibits significant anti-tumor activity, its simple structure and limited potential for modification make it difficult to further enhance its inhibitory effect on specific tumor cells.

Method used

A novel curcumin analog, 1,7-di(4-hydroxy-3-allylphenyl)-1,6-heptadien-3,5-dione, was synthesized by modifying the molecular structure of curcumin. The specific steps included preparing 4-allyloxybenzaldehyde, 3-allyl-4-hydroxybenzaldehyde, and the final curcumin analog, and purifying them using techniques such as silica gel column chromatography.

Benefits of technology

This curcumin analogue significantly inhibited the growth of nasopharyngeal carcinoma, human cervical cancer, human fibrosarcoma, and human liver cancer cells, exhibiting stronger antitumor activity than curcumin and possessing broad potential for antitumor drug applications.

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Abstract

The invention discloses a curcumin analog and a preparation method and application thereof, relates to a curcumin analog and provides a curcumin analog. The curcumin analog is red powder, and has the chemical name of 1,7-di(4-hydroxyl-3-allyl benzene)-1,6-heptadiene-3,5-diketone and the molecular weight of 388.1. The molecular structure of curcumin is modified and reformed on the basis of known active compound curcumin, so that a novel compound which is the 1,7-di(4-hydroxyl-3-allyl benzene)-1,6-heptadiene-3,5-diketone with higher antitumor activity is prepared. The curcumin analog remarkablysuppresses the growth of nasopharyngeal darcinoma CNE2 cells, human cervical carcinoma Hela cells, human fibrosarcoma HT1080 cells and human liver cancer Bel-7402 cells, and can be widely applied to preparation of antitumor medicaments.
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