Design, synthesis and anti-Alzheimer properties of dimethylaminomethyl-substituted curcumin derivatives

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• 作者：Lei Fang ; Shaohua Gou ; Xuying Liu ; Feng Cao ; Lin Cheng
• 关键词：Curcumin derivatives ; Antioxidant ; A尾 aggregation inhibition ; Stability ; Anti-Alzheimer
• 刊名：Bioorganic and Medicinal Chemistry Letters
• 出版年：1 January, 2014
• 年：2014
• 卷：24
• 期：1
• 页码：40-43
• 全文大小：632 K

文摘

Eight dimethylaminomethyl-substituted curcumin derivatives were designed and synthesized. The antioxidant test revealed that the synthesized compounds had higher free radical scavenging activity towards both 2,2-diphenyl-1-picrylhydrazyl free radicals (DPPH) (IC₅₀ 1.5-29.9 渭M) and galvinoxyl radicals (IC₅₀ 4.9-41.1 渭M) than the lead compound curcumin. Besides, compound 3a could effectively inhibit the A尾 self-aggregation in vitro. Investigated in phosphate-buffered solutions (pH = 7.4) in the presence or absence of 0.1% FBS 3a showed a good stability while curcumin did not. Furthermore, 3a showed a good lipophilicity (log P = 3.48), suggesting a potential ability to penetrate the blood-brain-barrier. The aqueous solubility of the hydrochloride salt of 3a (16.7 mg/mL) has also been significantly improved as compared with curcumin (<0.1 mg/mL).