Advances in β-diketocyclisation of curcumin derivatives and their Antitumor Activity

被引:6
作者
Dai, Hailong [1 ]
Zhang, Si [2 ]
Zheng, Xing [1 ,2 ]
Luo, Zhongqin [3 ]
Chen, Hongfei [1 ]
Yao, Xu [1 ]
机构
[1] Univ South China, Hengyang Med Sch, Inst Pharm & Pharmacol, Hengyang 421001, Hunan, Peoples R China
[2] Hunan Vocat Coll Sci & Technol, Dept Pharm, Third ZhongyiShan Rd, Changsha 410004, Hunan, Peoples R China
[3] Shaoyang Hosp TCM, 631 Dongda Rd, Shaoyang 422000, Hunan, Peoples R China
关键词
Antitumor; curcumin derivatives; beta-diketone; heterocyclization; Structural modification; DIKETONE MODIFIED ANALOGS; BIOLOGICAL EVALUATION; ANTIOXIDANT ACTIVITY; MOLECULAR DOCKING; IN-VITRO; PYRAZOLE; ANTICANCER; ISOXAZOLE; CHEMISTRY; CYTOTOXICITY;
D O I
10.1002/cbdv.202301556
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Curcumin, derived from the popular spice turmeric, is a pharmacologically active polyphenol. Curcumin's therapeutic activity has been extensively studied in recent decades, with reports implicating curcumin in many biological activities, particularly, its significant anticancer activity. However, its potential as an oral administration product is hampered by poor bioavailability, which is associated with a variety of factors, including low water solubility, poor intestinal permeability, instability, and degradation at alkaline pH. To improve its bioavailability, modifying beta-diketone curcumin with heterocycles, such as pyrazole, isoxazole and triazole is a powerful strategy. Derivatives are synthesized while maintaining the basic skeleton of curcumin. The beta-diketone cyclized curcumin derivatives are regulators of multiple molecular targets, which play vital roles in a variety of cellular pathways. In some literatures, structurally modified curcumin derivatives have been compared with curcumin, and the former has enhanced biological activity, improved water solubility and stability. Therefore, the scope of this review is to report the most recently synthesized heterocyclic derivatives and to classify them according to their chemical structures. Several of the most important and effective compounds are reviewed by introducing different active groups into the beta-diketone position to achieve better therapeutic efficacy and bioavailability.
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页数:17
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